Nikolić, Stefan

Link to this page

Authority KeyName Variants
orcid::0000-0002-0164-134X
  • Nikolić, Stefan (10)
Projects
Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200026 (University of Belgrade, Institute of Chemistry, Technology and Metallurgy - IChTM) Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200168 (University of Belgrade, Faculty of Chemistry)
Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200288 (Innovation Center of the Faculty of Chemistry) Rational design and synthesis of biologically active and coordination compounds and functional materials, relevant for (bio)nanotechnology
COST CMST-Action CM1405 Molecules in Motion (MOLIM) Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200017 (University of Belgrade, Institute of Nuclear Sciences 'Vinča', Belgrade-Vinča)
Pharmacodynamic and pharmacogenomic research of new drugs in the treatment of solid tumors Reinforcement of the Faculty of Chemistry, University of Belgrade, towards becoming a Center of Excellence in the region of WB for Molecular Biotechnology and Food research
The synthesis of aminoquinoline-based antimalarials and botulinum neurotoxin A inhibitors Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200042 (University of Belgrade, Institute of Molecular Genetics and Genetic Engineering)
Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200177 (Immunology Research Centre 'Branislav Janković' Torlak, Belgrade)

Author's Bibliography

Improvement of nutritional and bioactive properties of barley β-glucan-based food products using Bacillus subtilis 168 endo-β-1,3-1,4-glucanase

Šokarda Slavić, Marinela; Kojić, Milan; Margetić, Aleksandra; Ristović, Marina; Pavlović, Marija; Nikolić, Stefan; Vujčić, Zoran

(Wiley, 2023)

TY  - JOUR
AU  - Šokarda Slavić, Marinela
AU  - Kojić, Milan
AU  - Margetić, Aleksandra
AU  - Ristović, Marina
AU  - Pavlović, Marija
AU  - Nikolić, Stefan
AU  - Vujčić, Zoran
PY  - 2023
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/6518
AB  - The combination of b-oligosaccharides from enzymatically hydrolysed barley b-glucan has attracted interest
recently due to its positive effects on human health. This study aimed to assess the impact of the
endo-b-1,3-1,4-glucanase enzyme from Bacillus subtilis 168 on improving the nutritional and bioactive
properties of barley b-glucan. A new procedure for the isolation of b-glucan was developed, at a lower
temperature (45 °C), enabling purity from starch contamination, without affecting the yield (6 g b-glucan
from 100 g of barley flour). The endo-b-1,3-1,4-glucanase is cloned into E. coli pQE_Ek enables the high
production and purification (82% yield, 1.8 mg mL
 1 and 440 U mg
 1) of an enzyme identical to the
natural one (25.5 kDa). The enzymatic reaction showed high efficiency of b-glucan degradation by recombinant
enzyme, giving a mixture of products (of which 3-O-b-cellobiosyl-D-glucose and 3-O-b-cellotriosyl-
D-glucose are the most abundant), the reduction of viscosity (17%) and increase in antioxidant capacities
by 15.2%, 30.9% and 44.0% assessed by ABTS, DPPH and ORAC, respectively. These results indicate
the possible application of endo-b-1,3-1,4-glucanase enzyme in improving the properties of barley bglucan
used as functional foods.
PB  - Wiley
T2  - International Journal of Food Science and Technology
T1  - Improvement of nutritional and bioactive properties of barley β-glucan-based food products using Bacillus subtilis 168 endo-β-1,3-1,4-glucanase
DO  - 10.1111/ijfs.16647
ER  - 
@article{
author = "Šokarda Slavić, Marinela and Kojić, Milan and Margetić, Aleksandra and Ristović, Marina and Pavlović, Marija and Nikolić, Stefan and Vujčić, Zoran",
year = "2023",
abstract = "The combination of b-oligosaccharides from enzymatically hydrolysed barley b-glucan has attracted interest
recently due to its positive effects on human health. This study aimed to assess the impact of the
endo-b-1,3-1,4-glucanase enzyme from Bacillus subtilis 168 on improving the nutritional and bioactive
properties of barley b-glucan. A new procedure for the isolation of b-glucan was developed, at a lower
temperature (45 °C), enabling purity from starch contamination, without affecting the yield (6 g b-glucan
from 100 g of barley flour). The endo-b-1,3-1,4-glucanase is cloned into E. coli pQE_Ek enables the high
production and purification (82% yield, 1.8 mg mL
 1 and 440 U mg
 1) of an enzyme identical to the
natural one (25.5 kDa). The enzymatic reaction showed high efficiency of b-glucan degradation by recombinant
enzyme, giving a mixture of products (of which 3-O-b-cellobiosyl-D-glucose and 3-O-b-cellotriosyl-
D-glucose are the most abundant), the reduction of viscosity (17%) and increase in antioxidant capacities
by 15.2%, 30.9% and 44.0% assessed by ABTS, DPPH and ORAC, respectively. These results indicate
the possible application of endo-b-1,3-1,4-glucanase enzyme in improving the properties of barley bglucan
used as functional foods.",
publisher = "Wiley",
journal = "International Journal of Food Science and Technology",
title = "Improvement of nutritional and bioactive properties of barley β-glucan-based food products using Bacillus subtilis 168 endo-β-1,3-1,4-glucanase",
doi = "10.1111/ijfs.16647"
}
Šokarda Slavić, M., Kojić, M., Margetić, A., Ristović, M., Pavlović, M., Nikolić, S.,& Vujčić, Z.. (2023). Improvement of nutritional and bioactive properties of barley β-glucan-based food products using Bacillus subtilis 168 endo-β-1,3-1,4-glucanase. in International Journal of Food Science and Technology
Wiley..
https://doi.org/10.1111/ijfs.16647
Šokarda Slavić M, Kojić M, Margetić A, Ristović M, Pavlović M, Nikolić S, Vujčić Z. Improvement of nutritional and bioactive properties of barley β-glucan-based food products using Bacillus subtilis 168 endo-β-1,3-1,4-glucanase. in International Journal of Food Science and Technology. 2023;.
doi:10.1111/ijfs.16647 .
Šokarda Slavić, Marinela, Kojić, Milan, Margetić, Aleksandra, Ristović, Marina, Pavlović, Marija, Nikolić, Stefan, Vujčić, Zoran, "Improvement of nutritional and bioactive properties of barley β-glucan-based food products using Bacillus subtilis 168 endo-β-1,3-1,4-glucanase" in International Journal of Food Science and Technology (2023),
https://doi.org/10.1111/ijfs.16647 . .
1

Production and application of pectinases in the liquefaction of apricot and blueberry juice

Pavlović, Marija; Margetić, Aleksandra; Šokarda Slavić, Marinela; Ristović, Marina; Pavlović, Ratko; Nikolić, Stefan; Vujčić, Zoran

(University of Belgrade - Faculty of Chemistry, 2022)

TY  - CONF
AU  - Pavlović, Marija
AU  - Margetić, Aleksandra
AU  - Šokarda Slavić, Marinela
AU  - Ristović, Marina
AU  - Pavlović, Ratko
AU  - Nikolić, Stefan
AU  - Vujčić, Zoran
PY  - 2022
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/5840
AB  - Pectinases are widely used in the fruit juice industry for clarification, liquefaction and stabilization of juices. One of the biggest problems in the production of fruit juices is the turbidity of the juice, which is mainly caused by the presence of pectin polysaccharides. Therefore, pectinase is used in juice clarification, which breaks down the pectin structure and reduces unwanted cloudiness and sediment. In this work, the production of pectinases was optimized by solid state fermentation using Aspergillus tubingensis strain, which proved to be an efficient producer of these enzymes. Statistical method Design of Experiment was used to optimize the medium and conditions for enzyme production. The total pectinase activity obtained was determined by the DNS method (47 U/mL). Endo-pectinases activity is determined by reduction of viscosity of pectin solutions. The resulting complex of pectinase enzymes was used for the liquefaction of apricot and blueberry pulp, with a juice yield of 72% and 81%, respectively. Also, apricot juice treated with enzymes was clarified by 77% compared to juice that was not treated with enzymes. Blueberry juice obtained after treatment with pectinase enzymes has a higher antioxidant activity than the untreated juice, as determined by the DPPH assay.
PB  - University of Belgrade - Faculty of Chemistry
PB  - Serbian Biochemical Society
C3  - Proceedings - XI Conference of Serbian Biochemical Society "Amazing Biochemistry", 22.09.2022. Novi Sad, Serbia
T1  - Production and application of pectinases in the liquefaction of apricot and blueberry juice
SP  - 115
EP  - 116
UR  - https://hdl.handle.net/21.15107/rcub_cer_5840
ER  - 
@conference{
author = "Pavlović, Marija and Margetić, Aleksandra and Šokarda Slavić, Marinela and Ristović, Marina and Pavlović, Ratko and Nikolić, Stefan and Vujčić, Zoran",
year = "2022",
abstract = "Pectinases are widely used in the fruit juice industry for clarification, liquefaction and stabilization of juices. One of the biggest problems in the production of fruit juices is the turbidity of the juice, which is mainly caused by the presence of pectin polysaccharides. Therefore, pectinase is used in juice clarification, which breaks down the pectin structure and reduces unwanted cloudiness and sediment. In this work, the production of pectinases was optimized by solid state fermentation using Aspergillus tubingensis strain, which proved to be an efficient producer of these enzymes. Statistical method Design of Experiment was used to optimize the medium and conditions for enzyme production. The total pectinase activity obtained was determined by the DNS method (47 U/mL). Endo-pectinases activity is determined by reduction of viscosity of pectin solutions. The resulting complex of pectinase enzymes was used for the liquefaction of apricot and blueberry pulp, with a juice yield of 72% and 81%, respectively. Also, apricot juice treated with enzymes was clarified by 77% compared to juice that was not treated with enzymes. Blueberry juice obtained after treatment with pectinase enzymes has a higher antioxidant activity than the untreated juice, as determined by the DPPH assay.",
publisher = "University of Belgrade - Faculty of Chemistry, Serbian Biochemical Society",
journal = "Proceedings - XI Conference of Serbian Biochemical Society "Amazing Biochemistry", 22.09.2022. Novi Sad, Serbia",
title = "Production and application of pectinases in the liquefaction of apricot and blueberry juice",
pages = "115-116",
url = "https://hdl.handle.net/21.15107/rcub_cer_5840"
}
Pavlović, M., Margetić, A., Šokarda Slavić, M., Ristović, M., Pavlović, R., Nikolić, S.,& Vujčić, Z.. (2022). Production and application of pectinases in the liquefaction of apricot and blueberry juice. in Proceedings - XI Conference of Serbian Biochemical Society "Amazing Biochemistry", 22.09.2022. Novi Sad, Serbia
University of Belgrade - Faculty of Chemistry., 115-116.
https://hdl.handle.net/21.15107/rcub_cer_5840
Pavlović M, Margetić A, Šokarda Slavić M, Ristović M, Pavlović R, Nikolić S, Vujčić Z. Production and application of pectinases in the liquefaction of apricot and blueberry juice. in Proceedings - XI Conference of Serbian Biochemical Society "Amazing Biochemistry", 22.09.2022. Novi Sad, Serbia. 2022;:115-116.
https://hdl.handle.net/21.15107/rcub_cer_5840 .
Pavlović, Marija, Margetić, Aleksandra, Šokarda Slavić, Marinela, Ristović, Marina, Pavlović, Ratko, Nikolić, Stefan, Vujčić, Zoran, "Production and application of pectinases in the liquefaction of apricot and blueberry juice" in Proceedings - XI Conference of Serbian Biochemical Society "Amazing Biochemistry", 22.09.2022. Novi Sad, Serbia (2022):115-116,
https://hdl.handle.net/21.15107/rcub_cer_5840 .

Interaction of organoruthenium(II)-polypyridyl complexes with DNA and BSA

Margetić, Aleksandra; Nikolić, Stefan; Grgurić-Šipka, Sanja; Vujčić, Miroslava

(Springer, 2022)

TY  - JOUR
AU  - Margetić, Aleksandra
AU  - Nikolić, Stefan
AU  - Grgurić-Šipka, Sanja
AU  - Vujčić, Miroslava
PY  - 2022
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/5512
AB  - The interaction of four arene ruthenium complexes [(η6-p-cymene)Ru(Me2dppz)Cl]PF6 (1) with Me2dppz = 11,12-dimethyldipyrido[3,2-a:2′,3′-c]phenazine, [(η6-p-cymene)Ru(aip)Cl]PF6 (2) with aip = 2-(9-anthryl)-1H-imidazo[4,5-f][1,10] phenanthroline), ([(ƞ6-toluene)Ru(ppf)Cl]PF6) (3) and ([(ƞ6-p-cymene)Ru(ppf)Cl]PF6) (4) with ppf = pyrido[2′,3′:5,6] pyrazino[2,3-f][1,10]phenanthroline with calf thymus DNA were investigated. All of four complexes exhibit DNA-binding activity. UV–Vis spectroscopic studies revealed the intrinsic binding constants of the order 104 M−1 of magnitude, indicating non-intercalative mode. Fluorescence quenching analysis showed that all complexes interfere with intercalator ethidium bromide and minor groove binder Hoechst 33258 by a singular non-intercalative mode with extent that differs by two orders of magnitude. Gel electrophoresis results on DNA cleavage assay demonstrated that all complexes produced conformational changes of supercoiled circular plasmid pUC19 in concentration dependent way. The results of fluorescence titration bovine serum albumin by 1, 2, 3 and 4 showed that all complexes significantly quench tryptophan residues fluorescence through a static quenching mechanism. The antimicrobial activity against both Gram-positive and Gram-negative bacteria analyzed. Complex 1 was most active, even on Escherichia coli was more active than positive control compound.
PB  - Springer
T2  - BioMetals
T1  - Interaction of organoruthenium(II)-polypyridyl complexes with DNA and BSA
VL  - 35
IS  - 4
SP  - 813
EP  - 829
DO  - 10.1007/s10534-022-00404-6
ER  - 
@article{
author = "Margetić, Aleksandra and Nikolić, Stefan and Grgurić-Šipka, Sanja and Vujčić, Miroslava",
year = "2022",
abstract = "The interaction of four arene ruthenium complexes [(η6-p-cymene)Ru(Me2dppz)Cl]PF6 (1) with Me2dppz = 11,12-dimethyldipyrido[3,2-a:2′,3′-c]phenazine, [(η6-p-cymene)Ru(aip)Cl]PF6 (2) with aip = 2-(9-anthryl)-1H-imidazo[4,5-f][1,10] phenanthroline), ([(ƞ6-toluene)Ru(ppf)Cl]PF6) (3) and ([(ƞ6-p-cymene)Ru(ppf)Cl]PF6) (4) with ppf = pyrido[2′,3′:5,6] pyrazino[2,3-f][1,10]phenanthroline with calf thymus DNA were investigated. All of four complexes exhibit DNA-binding activity. UV–Vis spectroscopic studies revealed the intrinsic binding constants of the order 104 M−1 of magnitude, indicating non-intercalative mode. Fluorescence quenching analysis showed that all complexes interfere with intercalator ethidium bromide and minor groove binder Hoechst 33258 by a singular non-intercalative mode with extent that differs by two orders of magnitude. Gel electrophoresis results on DNA cleavage assay demonstrated that all complexes produced conformational changes of supercoiled circular plasmid pUC19 in concentration dependent way. The results of fluorescence titration bovine serum albumin by 1, 2, 3 and 4 showed that all complexes significantly quench tryptophan residues fluorescence through a static quenching mechanism. The antimicrobial activity against both Gram-positive and Gram-negative bacteria analyzed. Complex 1 was most active, even on Escherichia coli was more active than positive control compound.",
publisher = "Springer",
journal = "BioMetals",
title = "Interaction of organoruthenium(II)-polypyridyl complexes with DNA and BSA",
volume = "35",
number = "4",
pages = "813-829",
doi = "10.1007/s10534-022-00404-6"
}
Margetić, A., Nikolić, S., Grgurić-Šipka, S.,& Vujčić, M.. (2022). Interaction of organoruthenium(II)-polypyridyl complexes with DNA and BSA. in BioMetals
Springer., 35(4), 813-829.
https://doi.org/10.1007/s10534-022-00404-6
Margetić A, Nikolić S, Grgurić-Šipka S, Vujčić M. Interaction of organoruthenium(II)-polypyridyl complexes with DNA and BSA. in BioMetals. 2022;35(4):813-829.
doi:10.1007/s10534-022-00404-6 .
Margetić, Aleksandra, Nikolić, Stefan, Grgurić-Šipka, Sanja, Vujčić, Miroslava, "Interaction of organoruthenium(II)-polypyridyl complexes with DNA and BSA" in BioMetals, 35, no. 4 (2022):813-829,
https://doi.org/10.1007/s10534-022-00404-6 . .
1
1

Cloning and characterization of new raw starch digestion α-amylase from thermophilic Anoxybacillus sp.

Tomić, Katarina; Šokarda Slavić, Marinela; Kojić, Milan; Stanisavljević, Nemanja; Nikolić, Stefan; Vujčić, Zoran

(University of Belgrade - Faculty of Chemistry, 2022)

TY  - CONF
AU  - Tomić, Katarina
AU  - Šokarda Slavić, Marinela
AU  - Kojić, Milan
AU  - Stanisavljević, Nemanja
AU  - Nikolić, Stefan
AU  - Vujčić, Zoran
PY  - 2022
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/5917
AB  - One of the most abundant natural polymers with multidimensional and multifaceted application is starch. Due to energy fuel sustainability concern, the world is focusing on renewable energy including energy from renewable biological materials like starch1. The importance of the enzymatic hydrolysis of granular starch below the temperature of gelatinization has been well recognized, mainly due to energy savings and the effective utilization of biomass, which reduces the overall cost of starch processing2. A new α-amylase gene (Amy35) was cloned from newly isolated thermophilic Anoxybacillus sp. ST4 and expressed in Escherichia coli. The purified recombinant α-amylase had an wide pH optimum range from 4.5 to 8.5 and optimum temperature of 75°C. The enzyme retained 95% of its activity after 3h of incubation at 50 and 60°C. Hydrolysis rates of potato, horseradish and corn starches, at 1% concentration were 20, 70 and 65%, respectively, in a period of 16 h. Analysis of the enzyme properties proved its high efficacy for the digestion of diverse raw starches below gelatinization temperature and, therefore, its potential commercial value for use as an industrial enzyme.
PB  - University of Belgrade - Faculty of Chemistry
PB  - Serbian Biochemical Society
C3  - Proceedings - XI Conference of Serbian Biochemical Society "Amazing Biochemistry", 22.09.2022. Novi Sad, Serbia
T1  - Cloning and characterization of new raw starch digestion α-amylase from thermophilic Anoxybacillus sp.
SP  - 147
UR  - https://hdl.handle.net/21.15107/rcub_cer_5917
ER  - 
@conference{
author = "Tomić, Katarina and Šokarda Slavić, Marinela and Kojić, Milan and Stanisavljević, Nemanja and Nikolić, Stefan and Vujčić, Zoran",
year = "2022",
abstract = "One of the most abundant natural polymers with multidimensional and multifaceted application is starch. Due to energy fuel sustainability concern, the world is focusing on renewable energy including energy from renewable biological materials like starch1. The importance of the enzymatic hydrolysis of granular starch below the temperature of gelatinization has been well recognized, mainly due to energy savings and the effective utilization of biomass, which reduces the overall cost of starch processing2. A new α-amylase gene (Amy35) was cloned from newly isolated thermophilic Anoxybacillus sp. ST4 and expressed in Escherichia coli. The purified recombinant α-amylase had an wide pH optimum range from 4.5 to 8.5 and optimum temperature of 75°C. The enzyme retained 95% of its activity after 3h of incubation at 50 and 60°C. Hydrolysis rates of potato, horseradish and corn starches, at 1% concentration were 20, 70 and 65%, respectively, in a period of 16 h. Analysis of the enzyme properties proved its high efficacy for the digestion of diverse raw starches below gelatinization temperature and, therefore, its potential commercial value for use as an industrial enzyme.",
publisher = "University of Belgrade - Faculty of Chemistry, Serbian Biochemical Society",
journal = "Proceedings - XI Conference of Serbian Biochemical Society "Amazing Biochemistry", 22.09.2022. Novi Sad, Serbia",
title = "Cloning and characterization of new raw starch digestion α-amylase from thermophilic Anoxybacillus sp.",
pages = "147",
url = "https://hdl.handle.net/21.15107/rcub_cer_5917"
}
Tomić, K., Šokarda Slavić, M., Kojić, M., Stanisavljević, N., Nikolić, S.,& Vujčić, Z.. (2022). Cloning and characterization of new raw starch digestion α-amylase from thermophilic Anoxybacillus sp.. in Proceedings - XI Conference of Serbian Biochemical Society "Amazing Biochemistry", 22.09.2022. Novi Sad, Serbia
University of Belgrade - Faculty of Chemistry., 147.
https://hdl.handle.net/21.15107/rcub_cer_5917
Tomić K, Šokarda Slavić M, Kojić M, Stanisavljević N, Nikolić S, Vujčić Z. Cloning and characterization of new raw starch digestion α-amylase from thermophilic Anoxybacillus sp.. in Proceedings - XI Conference of Serbian Biochemical Society "Amazing Biochemistry", 22.09.2022. Novi Sad, Serbia. 2022;:147.
https://hdl.handle.net/21.15107/rcub_cer_5917 .
Tomić, Katarina, Šokarda Slavić, Marinela, Kojić, Milan, Stanisavljević, Nemanja, Nikolić, Stefan, Vujčić, Zoran, "Cloning and characterization of new raw starch digestion α-amylase from thermophilic Anoxybacillus sp." in Proceedings - XI Conference of Serbian Biochemical Society "Amazing Biochemistry", 22.09.2022. Novi Sad, Serbia (2022):147,
https://hdl.handle.net/21.15107/rcub_cer_5917 .

Antibacterial activity of polypiridinearene ruthenium(II) complexes

Margetić, Aleksandra; Nikolić, Stefan; Mihajlović-Lalić, Ljiljana E.; Vujčić, Zoran; Grgurić-Šipka, Sanja; Vujčić, Miroslava

(University of Belgrade - Faculty of Chemistry, 2021)

TY  - CONF
AU  - Margetić, Aleksandra
AU  - Nikolić, Stefan
AU  - Mihajlović-Lalić, Ljiljana E.
AU  - Vujčić, Zoran
AU  - Grgurić-Šipka, Sanja
AU  - Vujčić, Miroslava
PY  - 2021
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/5838
AB  - Few studies concerning antibacterial activity of ruthenium complexes have been published but all of them have been performed on small limited number of strains 1,2. In this study complex 1 ([(η6-toluene)Ru(ppf)Cl]PF6) and complex 2 ([(η6-p-cymene)Ru(ppf)Cl]PF6) where ppf is pyrido[2′,3′:5,6]pyrazino[2,3-f][1,10]phenanthrolinewere investigated as antibacterial agents. Previous study proved the cytotoxicity of these compounds 3. The structural difference between 1 and 2 reflected through the presence or absence of isopropyl group onto one of the ligand (toluene), resulted in significant different activity against melanoma cells 3. Five strains of Gram-positive bacteria (C. sporagenes, M. flavus, B. subtilis, S. lutea and S. aureus), and four strains of Gram-negative bacteria (S.
enteritidis, P. vulgaris, P. aeruginosa and E. coli) were used for study of antibacterial activity of 1 and 2. While 2 did not show activity against most strains, complex 1 showed good results against all strains, but the best against Clostridium sporagenes and Proteus vulgaris. The obtained antibacterial activity of the complexes was in accordance with the nuclease activity obtained by plasmid DNA cleavage study. Complex 2 showed higher damaging effect to supercoiled DNA, than complex 1. Minor structural modifications of arene moiety resulted in major difference in activity of the complexes.
PB  - University of Belgrade - Faculty of Chemistry
PB  - Serbian Biochemical Society
C3  - Proceedings - X Conference of Serbian Biochemical Society with international participation, “Biochemical Insights into Molecular Mechanisms”, 24.09.2021. Kragujevac, Serbia, 2021
T1  - Antibacterial activity of polypiridinearene ruthenium(II) complexes
SP  - 85
EP  - 86
UR  - https://hdl.handle.net/21.15107/rcub_cer_5838
ER  - 
@conference{
author = "Margetić, Aleksandra and Nikolić, Stefan and Mihajlović-Lalić, Ljiljana E. and Vujčić, Zoran and Grgurić-Šipka, Sanja and Vujčić, Miroslava",
year = "2021",
abstract = "Few studies concerning antibacterial activity of ruthenium complexes have been published but all of them have been performed on small limited number of strains 1,2. In this study complex 1 ([(η6-toluene)Ru(ppf)Cl]PF6) and complex 2 ([(η6-p-cymene)Ru(ppf)Cl]PF6) where ppf is pyrido[2′,3′:5,6]pyrazino[2,3-f][1,10]phenanthrolinewere investigated as antibacterial agents. Previous study proved the cytotoxicity of these compounds 3. The structural difference between 1 and 2 reflected through the presence or absence of isopropyl group onto one of the ligand (toluene), resulted in significant different activity against melanoma cells 3. Five strains of Gram-positive bacteria (C. sporagenes, M. flavus, B. subtilis, S. lutea and S. aureus), and four strains of Gram-negative bacteria (S.
enteritidis, P. vulgaris, P. aeruginosa and E. coli) were used for study of antibacterial activity of 1 and 2. While 2 did not show activity against most strains, complex 1 showed good results against all strains, but the best against Clostridium sporagenes and Proteus vulgaris. The obtained antibacterial activity of the complexes was in accordance with the nuclease activity obtained by plasmid DNA cleavage study. Complex 2 showed higher damaging effect to supercoiled DNA, than complex 1. Minor structural modifications of arene moiety resulted in major difference in activity of the complexes.",
publisher = "University of Belgrade - Faculty of Chemistry, Serbian Biochemical Society",
journal = "Proceedings - X Conference of Serbian Biochemical Society with international participation, “Biochemical Insights into Molecular Mechanisms”, 24.09.2021. Kragujevac, Serbia, 2021",
title = "Antibacterial activity of polypiridinearene ruthenium(II) complexes",
pages = "85-86",
url = "https://hdl.handle.net/21.15107/rcub_cer_5838"
}
Margetić, A., Nikolić, S., Mihajlović-Lalić, L. E., Vujčić, Z., Grgurić-Šipka, S.,& Vujčić, M.. (2021). Antibacterial activity of polypiridinearene ruthenium(II) complexes. in Proceedings - X Conference of Serbian Biochemical Society with international participation, “Biochemical Insights into Molecular Mechanisms”, 24.09.2021. Kragujevac, Serbia, 2021
University of Belgrade - Faculty of Chemistry., 85-86.
https://hdl.handle.net/21.15107/rcub_cer_5838
Margetić A, Nikolić S, Mihajlović-Lalić LE, Vujčić Z, Grgurić-Šipka S, Vujčić M. Antibacterial activity of polypiridinearene ruthenium(II) complexes. in Proceedings - X Conference of Serbian Biochemical Society with international participation, “Biochemical Insights into Molecular Mechanisms”, 24.09.2021. Kragujevac, Serbia, 2021. 2021;:85-86.
https://hdl.handle.net/21.15107/rcub_cer_5838 .
Margetić, Aleksandra, Nikolić, Stefan, Mihajlović-Lalić, Ljiljana E., Vujčić, Zoran, Grgurić-Šipka, Sanja, Vujčić, Miroslava, "Antibacterial activity of polypiridinearene ruthenium(II) complexes" in Proceedings - X Conference of Serbian Biochemical Society with international participation, “Biochemical Insights into Molecular Mechanisms”, 24.09.2021. Kragujevac, Serbia, 2021 (2021):85-86,
https://hdl.handle.net/21.15107/rcub_cer_5838 .

A search for nature’s robust proteases with zein as a substrate

Nenadović, Marija; Tomić, Nevena; Nikolić, Stefan; Vujčić, Zoran; Šokarda Slavić, Marinela

(University of Belgrade - Faculty of Chemistry, 2021)

TY  - CONF
AU  - Nenadović, Marija
AU  - Tomić, Nevena
AU  - Nikolić, Stefan
AU  - Vujčić, Zoran
AU  - Šokarda Slavić, Marinela
PY  - 2021
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/6456
AB  - Zein is produced in large quantities as a byproduct of corn starch manufacturing since it
constitutes a majority of the total protein of maize seed (44–70%). Enzymatic treatment of
zein significantly improves its aqueous solubility and provides peptides that are used as
animal feed, functional food, or biologically active carriers for other bioactive molecules.
Moreover, zein-derived peptides exhibit antioxidant, anti-inflammatory, antihypertensive,
anticancer, and antimicrobial activities in human organisms 1. Few attempts up to this day
have been made to screen for microorganisms that are capable of zein degradation.
Available protocols for proteases identification almost exclusively rely on screening on
casein, skim milk, and gelatin agar in limited experimental conditions. We have screened
different Bacillus sp strains isolated from across Serbia for zein-degrading proteases. To
do so we developed an inexpensive, simple, and reproducible way of high throughput
functional screening of zein-degrading proteases on zein-containing gels. Besides detecting
proteases with specificity towards zein, a developed diffusion assay was designed to
support screening for naturally occurring robust proteases with high potential for industrial
application. By using classical methods of protein purification, we isolated an alkaline
thermostable protease from Bacillus amyloliquefaciens strain 12B that is resistant to the
presence of detergents, organic solvents, and high salt concentrations.
PB  - University of Belgrade - Faculty of Chemistry
PB  - Serbian Biochemical Society
C3  - Proceedings - X Conference of Serbian Biochemical Society with international participation, “Biochemical Insights into Molecular Mechanisms”, 24.09.2021. Kragujevac, Serbia
T1  - A search for nature’s robust proteases with zein as a substrate
SP  - 158
EP  - 158
UR  - https://hdl.handle.net/21.15107/rcub_cer_6456
ER  - 
@conference{
author = "Nenadović, Marija and Tomić, Nevena and Nikolić, Stefan and Vujčić, Zoran and Šokarda Slavić, Marinela",
year = "2021",
abstract = "Zein is produced in large quantities as a byproduct of corn starch manufacturing since it
constitutes a majority of the total protein of maize seed (44–70%). Enzymatic treatment of
zein significantly improves its aqueous solubility and provides peptides that are used as
animal feed, functional food, or biologically active carriers for other bioactive molecules.
Moreover, zein-derived peptides exhibit antioxidant, anti-inflammatory, antihypertensive,
anticancer, and antimicrobial activities in human organisms 1. Few attempts up to this day
have been made to screen for microorganisms that are capable of zein degradation.
Available protocols for proteases identification almost exclusively rely on screening on
casein, skim milk, and gelatin agar in limited experimental conditions. We have screened
different Bacillus sp strains isolated from across Serbia for zein-degrading proteases. To
do so we developed an inexpensive, simple, and reproducible way of high throughput
functional screening of zein-degrading proteases on zein-containing gels. Besides detecting
proteases with specificity towards zein, a developed diffusion assay was designed to
support screening for naturally occurring robust proteases with high potential for industrial
application. By using classical methods of protein purification, we isolated an alkaline
thermostable protease from Bacillus amyloliquefaciens strain 12B that is resistant to the
presence of detergents, organic solvents, and high salt concentrations.",
publisher = "University of Belgrade - Faculty of Chemistry, Serbian Biochemical Society",
journal = "Proceedings - X Conference of Serbian Biochemical Society with international participation, “Biochemical Insights into Molecular Mechanisms”, 24.09.2021. Kragujevac, Serbia",
title = "A search for nature’s robust proteases with zein as a substrate",
pages = "158-158",
url = "https://hdl.handle.net/21.15107/rcub_cer_6456"
}
Nenadović, M., Tomić, N., Nikolić, S., Vujčić, Z.,& Šokarda Slavić, M.. (2021). A search for nature’s robust proteases with zein as a substrate. in Proceedings - X Conference of Serbian Biochemical Society with international participation, “Biochemical Insights into Molecular Mechanisms”, 24.09.2021. Kragujevac, Serbia
University of Belgrade - Faculty of Chemistry., 158-158.
https://hdl.handle.net/21.15107/rcub_cer_6456
Nenadović M, Tomić N, Nikolić S, Vujčić Z, Šokarda Slavić M. A search for nature’s robust proteases with zein as a substrate. in Proceedings - X Conference of Serbian Biochemical Society with international participation, “Biochemical Insights into Molecular Mechanisms”, 24.09.2021. Kragujevac, Serbia. 2021;:158-158.
https://hdl.handle.net/21.15107/rcub_cer_6456 .
Nenadović, Marija, Tomić, Nevena, Nikolić, Stefan, Vujčić, Zoran, Šokarda Slavić, Marinela, "A search for nature’s robust proteases with zein as a substrate" in Proceedings - X Conference of Serbian Biochemical Society with international participation, “Biochemical Insights into Molecular Mechanisms”, 24.09.2021. Kragujevac, Serbia (2021):158-158,
https://hdl.handle.net/21.15107/rcub_cer_6456 .

New organoruthenium compounds with pyrido[2′,3′:5,6]pyrazino[2,3-f][1, 10]phenanthroline: synthesis, characterization, cytotoxicity, and investigation of mechanism of action

Pavlović, Marijana; Nikolić, Stefan; Gligorijević, Nevenka; Dojčinović, Biljana; Aranđelović, Sandra; Grgurić-Šipka, Sanja; Radulović, Siniša

(Springer Link, 2019)

TY  - JOUR
AU  - Pavlović, Marijana
AU  - Nikolić, Stefan
AU  - Gligorijević, Nevenka
AU  - Dojčinović, Biljana
AU  - Aranđelović, Sandra
AU  - Grgurić-Šipka, Sanja
AU  - Radulović, Siniša
PY  - 2019
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2963
AB  - Three new ruthenium(II)-arene complexes with pyrido[2′,3′:5,6]pyrazino[2,3-f][1, 10]phenanthroline (ppf) of general formula: C1 ([(ƞ 6 -benzene)Ru(ppf)Cl]PF 6 , C2 ([(ƞ 6 -toluene)Ru(ppf)Cl]PF 6 ) and C3 ([(ƞ 6 -p-cymene)Ru(ppf)Cl]PF 6 ) have been synthesized. The structures of complexes were determined by elemental analysis, IR, ESI–MS, as well as with 1 H and 13 C NMR spectroscopy. Cytotoxic activity has been evaluated in three different human neoplastic cell lines (A549, A375, LS 174T) and in one human non-tumor cell line (MRC-5), by the MTT assay. Complexes C1–C3 showed IC 50 values in the micromolar range below 100 µM. Complex C3, carrying ƞ 6 -p-cymene as the arene ligand, exhibited cytoselective activity toward human malignant melanoma A375 cells (IC 50 = 15.8 ± 2.7 µM), and has been selected for further analyses of its biological effects. Drug-accumulation study performed in the A375 cells disclosed that C3 possess lower ability of entering the cells compared to cisplatin and distributes approximately equally in the cytosol and membrane/organelle fraction of cells. Investigations in the 3D model of A375 cells, disclosed different effects of the complex C3 and cisplatin on growth of multicellular tumor spheroids (MCTSs). While the size of cisplatin-treated MCTSs decreased with time, MCTSs treated with C3 continued to growth. Differences in structural organization and biological activity of this type of ruthenium(II)-arene complexes versus cisplatin in A375 malignant melanoma cells pointed out their different modes of action, and necessity for further biological studies and optimizations for potential applications.
PB  - Springer Link
T2  - Journal of Biological Inorganic Chemistry
T1  - New organoruthenium compounds with pyrido[2′,3′:5,6]pyrazino[2,3-f][1, 10]phenanthroline: synthesis, characterization, cytotoxicity, and investigation of mechanism of action
VL  - 24
IS  - 2
SP  - 297
EP  - 310
DO  - 10.1007/s00775-019-01647-4
ER  - 
@article{
author = "Pavlović, Marijana and Nikolić, Stefan and Gligorijević, Nevenka and Dojčinović, Biljana and Aranđelović, Sandra and Grgurić-Šipka, Sanja and Radulović, Siniša",
year = "2019",
abstract = "Three new ruthenium(II)-arene complexes with pyrido[2′,3′:5,6]pyrazino[2,3-f][1, 10]phenanthroline (ppf) of general formula: C1 ([(ƞ 6 -benzene)Ru(ppf)Cl]PF 6 , C2 ([(ƞ 6 -toluene)Ru(ppf)Cl]PF 6 ) and C3 ([(ƞ 6 -p-cymene)Ru(ppf)Cl]PF 6 ) have been synthesized. The structures of complexes were determined by elemental analysis, IR, ESI–MS, as well as with 1 H and 13 C NMR spectroscopy. Cytotoxic activity has been evaluated in three different human neoplastic cell lines (A549, A375, LS 174T) and in one human non-tumor cell line (MRC-5), by the MTT assay. Complexes C1–C3 showed IC 50 values in the micromolar range below 100 µM. Complex C3, carrying ƞ 6 -p-cymene as the arene ligand, exhibited cytoselective activity toward human malignant melanoma A375 cells (IC 50 = 15.8 ± 2.7 µM), and has been selected for further analyses of its biological effects. Drug-accumulation study performed in the A375 cells disclosed that C3 possess lower ability of entering the cells compared to cisplatin and distributes approximately equally in the cytosol and membrane/organelle fraction of cells. Investigations in the 3D model of A375 cells, disclosed different effects of the complex C3 and cisplatin on growth of multicellular tumor spheroids (MCTSs). While the size of cisplatin-treated MCTSs decreased with time, MCTSs treated with C3 continued to growth. Differences in structural organization and biological activity of this type of ruthenium(II)-arene complexes versus cisplatin in A375 malignant melanoma cells pointed out their different modes of action, and necessity for further biological studies and optimizations for potential applications.",
publisher = "Springer Link",
journal = "Journal of Biological Inorganic Chemistry",
title = "New organoruthenium compounds with pyrido[2′,3′:5,6]pyrazino[2,3-f][1, 10]phenanthroline: synthesis, characterization, cytotoxicity, and investigation of mechanism of action",
volume = "24",
number = "2",
pages = "297-310",
doi = "10.1007/s00775-019-01647-4"
}
Pavlović, M., Nikolić, S., Gligorijević, N., Dojčinović, B., Aranđelović, S., Grgurić-Šipka, S.,& Radulović, S.. (2019). New organoruthenium compounds with pyrido[2′,3′:5,6]pyrazino[2,3-f][1, 10]phenanthroline: synthesis, characterization, cytotoxicity, and investigation of mechanism of action. in Journal of Biological Inorganic Chemistry
Springer Link., 24(2), 297-310.
https://doi.org/10.1007/s00775-019-01647-4
Pavlović M, Nikolić S, Gligorijević N, Dojčinović B, Aranđelović S, Grgurić-Šipka S, Radulović S. New organoruthenium compounds with pyrido[2′,3′:5,6]pyrazino[2,3-f][1, 10]phenanthroline: synthesis, characterization, cytotoxicity, and investigation of mechanism of action. in Journal of Biological Inorganic Chemistry. 2019;24(2):297-310.
doi:10.1007/s00775-019-01647-4 .
Pavlović, Marijana, Nikolić, Stefan, Gligorijević, Nevenka, Dojčinović, Biljana, Aranđelović, Sandra, Grgurić-Šipka, Sanja, Radulović, Siniša, "New organoruthenium compounds with pyrido[2′,3′:5,6]pyrazino[2,3-f][1, 10]phenanthroline: synthesis, characterization, cytotoxicity, and investigation of mechanism of action" in Journal of Biological Inorganic Chemistry, 24, no. 2 (2019):297-310,
https://doi.org/10.1007/s00775-019-01647-4 . .
11
2
11

Half-sandwich ruthenium(II)-arene complexes: synthesis, spectroscopic studies, biological properties, and molecular modeling

Nikolić, Stefan; Grgurić-Šipka, Sanja; Đorđević, Ivana; Dahmani, Rahma; Dekanski, Dragana; Vidičević, Sašenka; Tošić, Jelena; Mitić, Dragana; Grubišić, Sonja

(Taylor & Francis, 2019)

TY  - JOUR
AU  - Nikolić, Stefan
AU  - Grgurić-Šipka, Sanja
AU  - Đorđević, Ivana
AU  - Dahmani, Rahma
AU  - Dekanski, Dragana
AU  - Vidičević, Sašenka
AU  - Tošić, Jelena
AU  - Mitić, Dragana
AU  - Grubišić, Sonja
PY  - 2019
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/3259
AB  - In search for antitumor metal-based drugs that would mitigate the severe side-effects of cisplatin, Ru(II) complexes are gaining increasing recent interest. In this work, we report on the synthesis, characterization (1H- and 13C-NMR, FT-IR), and cytotoxicity studies of two new half-sandwich organometallic Ru(II) complexes of the general formula [Ru(η6-arene)(XY)Cl](PF6) where arene = benzene or toluene and XY = bidentates: dipyrido[3,2-a:2′,3′-c]phenazine (dppz) or 2-(9-anthryl)-1H-imidazo[4,5-f][1,10]phenanthroline (aip), which are bound to Ru(II) via two phenanthroline-N atoms in a characteristic “piano-stool” configuration of Ru(II)-arene complexes—as confirmed by vibrational and NMR spectra. In addition, cytotoxic studies were performed for similar half-sandwich organometallic [Ru(η6-p-cymene)(Me2dppz)Cl]PF6 complex (Me2dppz = 11,12-dimethyl-dipyrido[3,2-a:2′,3′-c]phenazine). This study is complemented with elaborate modeling with density functional theory (DFT) calculations, which provided insight into reactive sites of Ru(II) structures, further detailed by molecular docking on the B-DNA dodecamer, which identified binding sites and affinities: most pronounced for the [Ru(η6-benzene)(aip)Cl](PF6) in both A-T and G-C regions of the DNA minor groove. Cytotoxic activity was probed versus tumor cell lines B16, C6, and U251 (B16 mouse melanoma, C6 rat glioma, U251 human glioblastoma) and non-tumor cell line HACAT (HACAT normal human keratinocytes).
PB  - Taylor & Francis
T2  - Journal of Coordination Chemistry
T1  - Half-sandwich ruthenium(II)-arene complexes: synthesis, spectroscopic studies, biological properties, and molecular modeling
VL  - 72
IS  - 1
SP  - 148
EP  - 163
DO  - 10.1080/00958972.2018.1553298
ER  - 
@article{
author = "Nikolić, Stefan and Grgurić-Šipka, Sanja and Đorđević, Ivana and Dahmani, Rahma and Dekanski, Dragana and Vidičević, Sašenka and Tošić, Jelena and Mitić, Dragana and Grubišić, Sonja",
year = "2019",
abstract = "In search for antitumor metal-based drugs that would mitigate the severe side-effects of cisplatin, Ru(II) complexes are gaining increasing recent interest. In this work, we report on the synthesis, characterization (1H- and 13C-NMR, FT-IR), and cytotoxicity studies of two new half-sandwich organometallic Ru(II) complexes of the general formula [Ru(η6-arene)(XY)Cl](PF6) where arene = benzene or toluene and XY = bidentates: dipyrido[3,2-a:2′,3′-c]phenazine (dppz) or 2-(9-anthryl)-1H-imidazo[4,5-f][1,10]phenanthroline (aip), which are bound to Ru(II) via two phenanthroline-N atoms in a characteristic “piano-stool” configuration of Ru(II)-arene complexes—as confirmed by vibrational and NMR spectra. In addition, cytotoxic studies were performed for similar half-sandwich organometallic [Ru(η6-p-cymene)(Me2dppz)Cl]PF6 complex (Me2dppz = 11,12-dimethyl-dipyrido[3,2-a:2′,3′-c]phenazine). This study is complemented with elaborate modeling with density functional theory (DFT) calculations, which provided insight into reactive sites of Ru(II) structures, further detailed by molecular docking on the B-DNA dodecamer, which identified binding sites and affinities: most pronounced for the [Ru(η6-benzene)(aip)Cl](PF6) in both A-T and G-C regions of the DNA minor groove. Cytotoxic activity was probed versus tumor cell lines B16, C6, and U251 (B16 mouse melanoma, C6 rat glioma, U251 human glioblastoma) and non-tumor cell line HACAT (HACAT normal human keratinocytes).",
publisher = "Taylor & Francis",
journal = "Journal of Coordination Chemistry",
title = "Half-sandwich ruthenium(II)-arene complexes: synthesis, spectroscopic studies, biological properties, and molecular modeling",
volume = "72",
number = "1",
pages = "148-163",
doi = "10.1080/00958972.2018.1553298"
}
Nikolić, S., Grgurić-Šipka, S., Đorđević, I., Dahmani, R., Dekanski, D., Vidičević, S., Tošić, J., Mitić, D.,& Grubišić, S.. (2019). Half-sandwich ruthenium(II)-arene complexes: synthesis, spectroscopic studies, biological properties, and molecular modeling. in Journal of Coordination Chemistry
Taylor & Francis., 72(1), 148-163.
https://doi.org/10.1080/00958972.2018.1553298
Nikolić S, Grgurić-Šipka S, Đorđević I, Dahmani R, Dekanski D, Vidičević S, Tošić J, Mitić D, Grubišić S. Half-sandwich ruthenium(II)-arene complexes: synthesis, spectroscopic studies, biological properties, and molecular modeling. in Journal of Coordination Chemistry. 2019;72(1):148-163.
doi:10.1080/00958972.2018.1553298 .
Nikolić, Stefan, Grgurić-Šipka, Sanja, Đorđević, Ivana, Dahmani, Rahma, Dekanski, Dragana, Vidičević, Sašenka, Tošić, Jelena, Mitić, Dragana, Grubišić, Sonja, "Half-sandwich ruthenium(II)-arene complexes: synthesis, spectroscopic studies, biological properties, and molecular modeling" in Journal of Coordination Chemistry, 72, no. 1 (2019):148-163,
https://doi.org/10.1080/00958972.2018.1553298 . .
4
4

Half-sandwich ruthenium(II)-arene complexes: synthesis, spectroscopic studies, biological properties, and molecular modeling

Nikolić, Stefan; Grgurić-Šipka, Sanja; Đorđević, Ivana; Dahmani, Rahma; Dekanski, Dragana; Vidičević, Sašenka; Tošić, Jelena; Mitić, Dragana; Grubišić, Sonja

(Taylor & Francis, 2019)

TY  - JOUR
AU  - Nikolić, Stefan
AU  - Grgurić-Šipka, Sanja
AU  - Đorđević, Ivana
AU  - Dahmani, Rahma
AU  - Dekanski, Dragana
AU  - Vidičević, Sašenka
AU  - Tošić, Jelena
AU  - Mitić, Dragana
AU  - Grubišić, Sonja
PY  - 2019
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/3260
AB  - In search for antitumor metal-based drugs that would mitigate the severe side-effects of cisplatin, Ru(II) complexes are gaining increasing recent interest. In this work, we report on the synthesis, characterization (1H- and 13C-NMR, FT-IR), and cytotoxicity studies of two new half-sandwich organometallic Ru(II) complexes of the general formula [Ru(η6-arene)(XY)Cl](PF6) where arene = benzene or toluene and XY = bidentates: dipyrido[3,2-a:2′,3′-c]phenazine (dppz) or 2-(9-anthryl)-1H-imidazo[4,5-f][1,10]phenanthroline (aip), which are bound to Ru(II) via two phenanthroline-N atoms in a characteristic “piano-stool” configuration of Ru(II)-arene complexes—as confirmed by vibrational and NMR spectra. In addition, cytotoxic studies were performed for similar half-sandwich organometallic [Ru(η6-p-cymene)(Me2dppz)Cl]PF6 complex (Me2dppz = 11,12-dimethyl-dipyrido[3,2-a:2′,3′-c]phenazine). This study is complemented with elaborate modeling with density functional theory (DFT) calculations, which provided insight into reactive sites of Ru(II) structures, further detailed by molecular docking on the B-DNA dodecamer, which identified binding sites and affinities: most pronounced for the [Ru(η6-benzene)(aip)Cl](PF6) in both A-T and G-C regions of the DNA minor groove. Cytotoxic activity was probed versus tumor cell lines B16, C6, and U251 (B16 mouse melanoma, C6 rat glioma, U251 human glioblastoma) and non-tumor cell line HACAT (HACAT normal human keratinocytes).
PB  - Taylor & Francis
T2  - Journal of Coordination Chemistry
T1  - Half-sandwich ruthenium(II)-arene complexes: synthesis, spectroscopic studies, biological properties, and molecular modeling
VL  - 72
IS  - 1
SP  - 148
EP  - 163
DO  - 10.1080/00958972.2018.1553298
ER  - 
@article{
author = "Nikolić, Stefan and Grgurić-Šipka, Sanja and Đorđević, Ivana and Dahmani, Rahma and Dekanski, Dragana and Vidičević, Sašenka and Tošić, Jelena and Mitić, Dragana and Grubišić, Sonja",
year = "2019",
abstract = "In search for antitumor metal-based drugs that would mitigate the severe side-effects of cisplatin, Ru(II) complexes are gaining increasing recent interest. In this work, we report on the synthesis, characterization (1H- and 13C-NMR, FT-IR), and cytotoxicity studies of two new half-sandwich organometallic Ru(II) complexes of the general formula [Ru(η6-arene)(XY)Cl](PF6) where arene = benzene or toluene and XY = bidentates: dipyrido[3,2-a:2′,3′-c]phenazine (dppz) or 2-(9-anthryl)-1H-imidazo[4,5-f][1,10]phenanthroline (aip), which are bound to Ru(II) via two phenanthroline-N atoms in a characteristic “piano-stool” configuration of Ru(II)-arene complexes—as confirmed by vibrational and NMR spectra. In addition, cytotoxic studies were performed for similar half-sandwich organometallic [Ru(η6-p-cymene)(Me2dppz)Cl]PF6 complex (Me2dppz = 11,12-dimethyl-dipyrido[3,2-a:2′,3′-c]phenazine). This study is complemented with elaborate modeling with density functional theory (DFT) calculations, which provided insight into reactive sites of Ru(II) structures, further detailed by molecular docking on the B-DNA dodecamer, which identified binding sites and affinities: most pronounced for the [Ru(η6-benzene)(aip)Cl](PF6) in both A-T and G-C regions of the DNA minor groove. Cytotoxic activity was probed versus tumor cell lines B16, C6, and U251 (B16 mouse melanoma, C6 rat glioma, U251 human glioblastoma) and non-tumor cell line HACAT (HACAT normal human keratinocytes).",
publisher = "Taylor & Francis",
journal = "Journal of Coordination Chemistry",
title = "Half-sandwich ruthenium(II)-arene complexes: synthesis, spectroscopic studies, biological properties, and molecular modeling",
volume = "72",
number = "1",
pages = "148-163",
doi = "10.1080/00958972.2018.1553298"
}
Nikolić, S., Grgurić-Šipka, S., Đorđević, I., Dahmani, R., Dekanski, D., Vidičević, S., Tošić, J., Mitić, D.,& Grubišić, S.. (2019). Half-sandwich ruthenium(II)-arene complexes: synthesis, spectroscopic studies, biological properties, and molecular modeling. in Journal of Coordination Chemistry
Taylor & Francis., 72(1), 148-163.
https://doi.org/10.1080/00958972.2018.1553298
Nikolić S, Grgurić-Šipka S, Đorđević I, Dahmani R, Dekanski D, Vidičević S, Tošić J, Mitić D, Grubišić S. Half-sandwich ruthenium(II)-arene complexes: synthesis, spectroscopic studies, biological properties, and molecular modeling. in Journal of Coordination Chemistry. 2019;72(1):148-163.
doi:10.1080/00958972.2018.1553298 .
Nikolić, Stefan, Grgurić-Šipka, Sanja, Đorđević, Ivana, Dahmani, Rahma, Dekanski, Dragana, Vidičević, Sašenka, Tošić, Jelena, Mitić, Dragana, Grubišić, Sonja, "Half-sandwich ruthenium(II)-arene complexes: synthesis, spectroscopic studies, biological properties, and molecular modeling" in Journal of Coordination Chemistry, 72, no. 1 (2019):148-163,
https://doi.org/10.1080/00958972.2018.1553298 . .
4
4

Strong in Vitro Cytotoxic Potential of New Ruthenium-Cymene Complexes

Nikolić, Stefan; Opsenica, Dejan; Filipović, Vuk; Dojčinović, Biljana; Arandelovic, Sandra; Radulovic, Singa; Grgurić-Šipka, Sanja

(American Chemical Society (ACS), 2015)

TY  - JOUR
AU  - Nikolić, Stefan
AU  - Opsenica, Dejan
AU  - Filipović, Vuk
AU  - Dojčinović, Biljana
AU  - Arandelovic, Sandra
AU  - Radulovic, Singa
AU  - Grgurić-Šipka, Sanja
PY  - 2015
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1618
AB  - Two p-cymenerutheniumchlorido complexes with thiourea derivative of 7-chloroquinoline (C1) and pyridine-3-imidazole (C2) were synthesized starting from [(eta(6)-p-cymene)RuCl2](2) and corresponding ligands. The structures of complexes were determined with elemental analysis and IR, ESIMS, H-1 and C-13{H-1} NMR, and 2D H-1-N-15 correlation NMR spectroscopy. Cytotoxic activities examined by the MTT assay were performed in five human neoplastic cell lines (HeLa, K562, A549, MDA-MB-231, EA.hy926) and one nontumor human fetal lung fibroblast cell line (MRC-5). Tested complexes exhibited low micromolar activities with IC50 in the range 11.03-56.45 mu M, while ligands L1 and L2 were significantly less active. Complex C1 showed cytoselective activity toward the K562 cell line (IC50 = 11.03 +/- 1.39 mu M) and was 3 times less active against the nontumor MRC-5 cell line. Flow cytometry analysis indicated that complexes C1 and C2 after 24 h treatment caused a concentration-dependent increase of the apoptotic sub-G1 fraction (up to 18.4%), comparable to cis-diamminedichloridoplatinum(II) (cisplatin, CDDP), although without other substantial alterations of the cell cycle. A drug-accumulation and DNA-binding study performed by ICP-MS in the K562 cell line revealed that complex C1 had a high intracellular uptake (1.38 mu g Ru/10 (6) cells), which significantly exceeded the intracellular uptake levels of CDDP (0.29 mu g Pt/10 (6) cells) and C2 (0.08 mu g Ru/10 (6) cells). However, both ruthenium complexes C1 and C2 bind to cellular DNA less efficiently in comparison to CDDP. The structure-activity relationship clearly suggested that introduction of a 7-chloroquinoline moiety in the ruthenium(II)-p-cymene complex significantly contributed to the intracellular uptake of C1 and higher cytotoxicity and cytoselectivity.
PB  - American Chemical Society (ACS)
T2  - Organometallics
T1  - Strong in Vitro Cytotoxic Potential of New Ruthenium-Cymene Complexes
VL  - 34
IS  - 14
SP  - 3464
EP  - 3473
DO  - 10.1021/acs.organomet.5b00041
ER  - 
@article{
author = "Nikolić, Stefan and Opsenica, Dejan and Filipović, Vuk and Dojčinović, Biljana and Arandelovic, Sandra and Radulovic, Singa and Grgurić-Šipka, Sanja",
year = "2015",
abstract = "Two p-cymenerutheniumchlorido complexes with thiourea derivative of 7-chloroquinoline (C1) and pyridine-3-imidazole (C2) were synthesized starting from [(eta(6)-p-cymene)RuCl2](2) and corresponding ligands. The structures of complexes were determined with elemental analysis and IR, ESIMS, H-1 and C-13{H-1} NMR, and 2D H-1-N-15 correlation NMR spectroscopy. Cytotoxic activities examined by the MTT assay were performed in five human neoplastic cell lines (HeLa, K562, A549, MDA-MB-231, EA.hy926) and one nontumor human fetal lung fibroblast cell line (MRC-5). Tested complexes exhibited low micromolar activities with IC50 in the range 11.03-56.45 mu M, while ligands L1 and L2 were significantly less active. Complex C1 showed cytoselective activity toward the K562 cell line (IC50 = 11.03 +/- 1.39 mu M) and was 3 times less active against the nontumor MRC-5 cell line. Flow cytometry analysis indicated that complexes C1 and C2 after 24 h treatment caused a concentration-dependent increase of the apoptotic sub-G1 fraction (up to 18.4%), comparable to cis-diamminedichloridoplatinum(II) (cisplatin, CDDP), although without other substantial alterations of the cell cycle. A drug-accumulation and DNA-binding study performed by ICP-MS in the K562 cell line revealed that complex C1 had a high intracellular uptake (1.38 mu g Ru/10 (6) cells), which significantly exceeded the intracellular uptake levels of CDDP (0.29 mu g Pt/10 (6) cells) and C2 (0.08 mu g Ru/10 (6) cells). However, both ruthenium complexes C1 and C2 bind to cellular DNA less efficiently in comparison to CDDP. The structure-activity relationship clearly suggested that introduction of a 7-chloroquinoline moiety in the ruthenium(II)-p-cymene complex significantly contributed to the intracellular uptake of C1 and higher cytotoxicity and cytoselectivity.",
publisher = "American Chemical Society (ACS)",
journal = "Organometallics",
title = "Strong in Vitro Cytotoxic Potential of New Ruthenium-Cymene Complexes",
volume = "34",
number = "14",
pages = "3464-3473",
doi = "10.1021/acs.organomet.5b00041"
}
Nikolić, S., Opsenica, D., Filipović, V., Dojčinović, B., Arandelovic, S., Radulovic, S.,& Grgurić-Šipka, S.. (2015). Strong in Vitro Cytotoxic Potential of New Ruthenium-Cymene Complexes. in Organometallics
American Chemical Society (ACS)., 34(14), 3464-3473.
https://doi.org/10.1021/acs.organomet.5b00041
Nikolić S, Opsenica D, Filipović V, Dojčinović B, Arandelovic S, Radulovic S, Grgurić-Šipka S. Strong in Vitro Cytotoxic Potential of New Ruthenium-Cymene Complexes. in Organometallics. 2015;34(14):3464-3473.
doi:10.1021/acs.organomet.5b00041 .
Nikolić, Stefan, Opsenica, Dejan, Filipović, Vuk, Dojčinović, Biljana, Arandelovic, Sandra, Radulovic, Singa, Grgurić-Šipka, Sanja, "Strong in Vitro Cytotoxic Potential of New Ruthenium-Cymene Complexes" in Organometallics, 34, no. 14 (2015):3464-3473,
https://doi.org/10.1021/acs.organomet.5b00041 . .
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