TY  - JOUR
AU  - Kaluđerović, Goran N.
AU  - Bulatović, Mirna
AU  - Krajnović, Tamara T.
AU  - Paschke, Reinhard
AU  - Zmejkovski, Bojana
AU  - Maksimović-Ivanić, Danijela D.
AU  - Mijatović, Sanja
PY  - 2017
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2222
AB  - Synthesis of platinum(II) conjugate with acetylated betulinic acid tris(hydroxymethyl) aminomethane ester (BATRIS) is presented (BATRISPt). HR-ESI-MS and multinuclear NMR spectroscopy, as well as elemental analysis were used for characterization of BATRISPt. Cytotoxicity (3-(4,5-dimethythiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT), crystal violet (CV), and sulforhodamine B (SRB) assays) of BA, BATRIS, BATRISPt, and cisplatin were assessed on seven different tumor cell lines: melanoma B16, colon HCT116 and DLD-1, adenocarcinoma HeLa, breast MCF-7, and anaplastic thyroid tumor 8505C and SW1736; as well as normal MRC-5 fibroblasts. Furthermore, the effect of the mentioned compounds on the apoptosis (Annexin V/PI assay) and autophagy induction (acridine orange (AO) assay) as well as caspase 3, 8, and 9 activation were investigated on the selected B16 melanoma cell line. BATRISPt showed lower activity than BA, BATRIS, or cisplatin. All tested compounds triggered apoptosis in B16 cells. Induction of autophagy was observed in B16 cells exposed only to BATRIS. On the other hand, new conjugate activates caspases 8 and 9 in B16 cells with higher impact than BATRIS or cisplatin alone.
PB  - MDPI
T2  - Inorganics
T1  - (18-Crown-6)potassium(I) trichlorido[28-acetyl-3- (tris-(hydroxylmethyl)amino-ethane)betulinic ester-κN]platinum(II): Synthesis and in vitro antitumor activity
VL  - 5
IS  - 3
DO  - 10.3390/inorganics5030056
ER  - 

@article{
author = "Kaluđerović, Goran N. and Bulatović, Mirna and Krajnović, Tamara T. and Paschke, Reinhard and Zmejkovski, Bojana and Maksimović-Ivanić, Danijela D. and Mijatović, Sanja",
year = "2017",
abstract = "Synthesis of platinum(II) conjugate with acetylated betulinic acid tris(hydroxymethyl) aminomethane ester (BATRIS) is presented (BATRISPt). HR-ESI-MS and multinuclear NMR spectroscopy, as well as elemental analysis were used for characterization of BATRISPt. Cytotoxicity (3-(4,5-dimethythiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT), crystal violet (CV), and sulforhodamine B (SRB) assays) of BA, BATRIS, BATRISPt, and cisplatin were assessed on seven different tumor cell lines: melanoma B16, colon HCT116 and DLD-1, adenocarcinoma HeLa, breast MCF-7, and anaplastic thyroid tumor 8505C and SW1736; as well as normal MRC-5 fibroblasts. Furthermore, the effect of the mentioned compounds on the apoptosis (Annexin V/PI assay) and autophagy induction (acridine orange (AO) assay) as well as caspase 3, 8, and 9 activation were investigated on the selected B16 melanoma cell line. BATRISPt showed lower activity than BA, BATRIS, or cisplatin. All tested compounds triggered apoptosis in B16 cells. Induction of autophagy was observed in B16 cells exposed only to BATRIS. On the other hand, new conjugate activates caspases 8 and 9 in B16 cells with higher impact than BATRIS or cisplatin alone.",
publisher = "MDPI",
journal = "Inorganics",
title = "(18-Crown-6)potassium(I) trichlorido[28-acetyl-3- (tris-(hydroxylmethyl)amino-ethane)betulinic ester-κN]platinum(II): Synthesis and in vitro antitumor activity",
volume = "5",
number = "3",
doi = "10.3390/inorganics5030056"
}

Kaluđerović, G. N., Bulatović, M., Krajnović, T. T., Paschke, R., Zmejkovski, B., Maksimović-Ivanić, D. D.,& Mijatović, S.. (2017). (18-Crown-6)potassium(I) trichlorido[28-acetyl-3- (tris-(hydroxylmethyl)amino-ethane)betulinic ester-κN]platinum(II): Synthesis and in vitro antitumor activity. in Inorganics
MDPI., 5(3).
https://doi.org/10.3390/inorganics5030056

Kaluđerović GN, Bulatović M, Krajnović TT, Paschke R, Zmejkovski B, Maksimović-Ivanić DD, Mijatović S. (18-Crown-6)potassium(I) trichlorido[28-acetyl-3- (tris-(hydroxylmethyl)amino-ethane)betulinic ester-κN]platinum(II): Synthesis and in vitro antitumor activity. in Inorganics. 2017;5(3).
doi:10.3390/inorganics5030056 .

Kaluđerović, Goran N., Bulatović, Mirna, Krajnović, Tamara T., Paschke, Reinhard, Zmejkovski, Bojana, Maksimović-Ivanić, Danijela D., Mijatović, Sanja, "(18-Crown-6)potassium(I) trichlorido[28-acetyl-3- (tris-(hydroxylmethyl)amino-ethane)betulinic ester-κN]platinum(II): Synthesis and in vitro antitumor activity" in Inorganics, 5, no. 3 (2017),
https://doi.org/10.3390/inorganics5030056 . .

TY  - JOUR
AU  - Bulatović, Mirna
AU  - Kaluderovic, Milena R
AU  - Mojic, Marija
AU  - Zmejkovski, Bojana
AU  - Hey-Hawkins, Evamarie
AU  - Vidakovic, Melita
AU  - Grdovic, Nevena
AU  - Kaluđerović, Goran N.
AU  - Mijatović, Sanja
AU  - Maksimović-Ivanić, Danijela D.
PY  - 2015
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1650
AB  - (O,O'-Diisobutyl-ethylenediamine-N,N'-di-3-propionate)tetrachloridoplatinum(IV), [PtCl4(iBu(2)eddp)]. shows an improved pharmacological profile in comparison to cisplatin. This is manifested through accelerated dying process led by necrotic cell death, reflected through mitochondrial collapse, strong ATP depletion and reactive oxygen species production. Loss of mitochondrial potential was further followed with intensive apoptosis that finalized with DNA fragmentation. Different dynamic of tumoricidal action could be partly ascribed to less affected repair mechanisms in comparison to cisplatin. Importantly, [PtCl4(iBu(2)eddp)] did not induce necrosis in primary fibroblasts suggesting different intracellular response of normal vs. tumor cells. This selectivity toward malignant phenotype is further confirmed by retained tumoricidal potential in hypoxic conditions, while cisplatin became completely inefficient.
PB  - Elsevier
T2  - European Journal of Pharmacology
T1  - Improved in vitro antitumor potential of (O,O'-Diisobutyl-ethylenediamine-N,N'-di-3-propionate)tetrachloridoplatinum(IV) complex under normoxic and hypoxic conditions
VL  - 760
SP  - 136
EP  - 144
DO  - 10.1016/j.ejphar.2015.04.012
ER  - 

@article{
author = "Bulatović, Mirna and Kaluderovic, Milena R and Mojic, Marija and Zmejkovski, Bojana and Hey-Hawkins, Evamarie and Vidakovic, Melita and Grdovic, Nevena and Kaluđerović, Goran N. and Mijatović, Sanja and Maksimović-Ivanić, Danijela D.",
year = "2015",
abstract = "(O,O'-Diisobutyl-ethylenediamine-N,N'-di-3-propionate)tetrachloridoplatinum(IV), [PtCl4(iBu(2)eddp)]. shows an improved pharmacological profile in comparison to cisplatin. This is manifested through accelerated dying process led by necrotic cell death, reflected through mitochondrial collapse, strong ATP depletion and reactive oxygen species production. Loss of mitochondrial potential was further followed with intensive apoptosis that finalized with DNA fragmentation. Different dynamic of tumoricidal action could be partly ascribed to less affected repair mechanisms in comparison to cisplatin. Importantly, [PtCl4(iBu(2)eddp)] did not induce necrosis in primary fibroblasts suggesting different intracellular response of normal vs. tumor cells. This selectivity toward malignant phenotype is further confirmed by retained tumoricidal potential in hypoxic conditions, while cisplatin became completely inefficient.",
publisher = "Elsevier",
journal = "European Journal of Pharmacology",
title = "Improved in vitro antitumor potential of (O,O'-Diisobutyl-ethylenediamine-N,N'-di-3-propionate)tetrachloridoplatinum(IV) complex under normoxic and hypoxic conditions",
volume = "760",
pages = "136-144",
doi = "10.1016/j.ejphar.2015.04.012"
}

Bulatović, M., Kaluderovic, M. R., Mojic, M., Zmejkovski, B., Hey-Hawkins, E., Vidakovic, M., Grdovic, N., Kaluđerović, G. N., Mijatović, S.,& Maksimović-Ivanić, D. D.. (2015). Improved in vitro antitumor potential of (O,O'-Diisobutyl-ethylenediamine-N,N'-di-3-propionate)tetrachloridoplatinum(IV) complex under normoxic and hypoxic conditions. in European Journal of Pharmacology
Elsevier., 760, 136-144.
https://doi.org/10.1016/j.ejphar.2015.04.012

Bulatović M, Kaluderovic MR, Mojic M, Zmejkovski B, Hey-Hawkins E, Vidakovic M, Grdovic N, Kaluđerović GN, Mijatović S, Maksimović-Ivanić DD. Improved in vitro antitumor potential of (O,O'-Diisobutyl-ethylenediamine-N,N'-di-3-propionate)tetrachloridoplatinum(IV) complex under normoxic and hypoxic conditions. in European Journal of Pharmacology. 2015;760:136-144.
doi:10.1016/j.ejphar.2015.04.012 .

Bulatović, Mirna, Kaluderovic, Milena R, Mojic, Marija, Zmejkovski, Bojana, Hey-Hawkins, Evamarie, Vidakovic, Melita, Grdovic, Nevena, Kaluđerović, Goran N., Mijatović, Sanja, Maksimović-Ivanić, Danijela D., "Improved in vitro antitumor potential of (O,O'-Diisobutyl-ethylenediamine-N,N'-di-3-propionate)tetrachloridoplatinum(IV) complex under normoxic and hypoxic conditions" in European Journal of Pharmacology, 760 (2015):136-144,
https://doi.org/10.1016/j.ejphar.2015.04.012 . .

TY  - JOUR
AU  - Kaluđerović, Goran N.
AU  - Mijatović, Sanja
AU  - Zmejkovski, Bojana
AU  - Bulatović, Mirna
AU  - Gómez-Ruiz, Santiago
AU  - Mojic, Marija K.
AU  - Steinborn, Dirk
AU  - Miljkovic, Djordje M.
AU  - Schmidt, Harry
AU  - Stosic-Grujicic, Stanislava D.
AU  - Sabo, Tibor
AU  - Maksimović-Ivanić, Danijela D.
PY  - 2012
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1112
AB  - Several new R(2)eddp (R = i-Pr, i-Bu; eddp = ethylenediamine-N,N'-di-3-propionate) esters and corresponding platinum(II) and platinum(IV) complexes of the general formula [PtCln(R(2)edda-type)] (n = 2, 4) were synthesized and characterized by spectroscopic methods (IR, H-1 and C-13 NMR) and elemental analysis. The crystal structure of platinum(IV) complex [PtCl4{(c-Pe)(2)eddip}] (3a) was resolved and is given herein. Ligand precursors, platinum(II), and platinum(IV) complexes were tested against eight tumor cell lines (CT26CL25, HTC116, SW620, PC3, LNCaP, U251, A375, and B16). Selectivity in the action of those compounds between tumor and two normal primary cells (fibroblasts and keratinocytes) are discussed. A structure-activity relationship of these compounds is discussed. Furthermore, cell cycle distribution, induction of necrosis, apoptosis, autophagy, anoikis, caspase activation, ROS, and RNS are presented on the cisplatin-resistant colon carcinoma HCT116 cell line.
PB  - Royal Soc Chemistry, Cambridge
T2  - Metallomics
T1  - Platinum(II/IV) complexes containing ethylenediamine-N,N '-di-2/3-propionate ester ligands induced caspase-dependent apoptosis in cisplatin-resistant colon cancer cells
VL  - 4
IS  - 9
SP  - 979
EP  - 987
DO  - 10.1039/c2mt20058a
ER  - 

@article{
author = "Kaluđerović, Goran N. and Mijatović, Sanja and Zmejkovski, Bojana and Bulatović, Mirna and Gómez-Ruiz, Santiago and Mojic, Marija K. and Steinborn, Dirk and Miljkovic, Djordje M. and Schmidt, Harry and Stosic-Grujicic, Stanislava D. and Sabo, Tibor and Maksimović-Ivanić, Danijela D.",
year = "2012",
abstract = "Several new R(2)eddp (R = i-Pr, i-Bu; eddp = ethylenediamine-N,N'-di-3-propionate) esters and corresponding platinum(II) and platinum(IV) complexes of the general formula [PtCln(R(2)edda-type)] (n = 2, 4) were synthesized and characterized by spectroscopic methods (IR, H-1 and C-13 NMR) and elemental analysis. The crystal structure of platinum(IV) complex [PtCl4{(c-Pe)(2)eddip}] (3a) was resolved and is given herein. Ligand precursors, platinum(II), and platinum(IV) complexes were tested against eight tumor cell lines (CT26CL25, HTC116, SW620, PC3, LNCaP, U251, A375, and B16). Selectivity in the action of those compounds between tumor and two normal primary cells (fibroblasts and keratinocytes) are discussed. A structure-activity relationship of these compounds is discussed. Furthermore, cell cycle distribution, induction of necrosis, apoptosis, autophagy, anoikis, caspase activation, ROS, and RNS are presented on the cisplatin-resistant colon carcinoma HCT116 cell line.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "Metallomics",
title = "Platinum(II/IV) complexes containing ethylenediamine-N,N '-di-2/3-propionate ester ligands induced caspase-dependent apoptosis in cisplatin-resistant colon cancer cells",
volume = "4",
number = "9",
pages = "979-987",
doi = "10.1039/c2mt20058a"
}

Kaluđerović, G. N., Mijatović, S., Zmejkovski, B., Bulatović, M., Gómez-Ruiz, S., Mojic, M. K., Steinborn, D., Miljkovic, D. M., Schmidt, H., Stosic-Grujicic, S. D., Sabo, T.,& Maksimović-Ivanić, D. D.. (2012). Platinum(II/IV) complexes containing ethylenediamine-N,N '-di-2/3-propionate ester ligands induced caspase-dependent apoptosis in cisplatin-resistant colon cancer cells. in Metallomics
Royal Soc Chemistry, Cambridge., 4(9), 979-987.
https://doi.org/10.1039/c2mt20058a

Kaluđerović GN, Mijatović S, Zmejkovski B, Bulatović M, Gómez-Ruiz S, Mojic MK, Steinborn D, Miljkovic DM, Schmidt H, Stosic-Grujicic SD, Sabo T, Maksimović-Ivanić DD. Platinum(II/IV) complexes containing ethylenediamine-N,N '-di-2/3-propionate ester ligands induced caspase-dependent apoptosis in cisplatin-resistant colon cancer cells. in Metallomics. 2012;4(9):979-987.
doi:10.1039/c2mt20058a .

Kaluđerović, Goran N., Mijatović, Sanja, Zmejkovski, Bojana, Bulatović, Mirna, Gómez-Ruiz, Santiago, Mojic, Marija K., Steinborn, Dirk, Miljkovic, Djordje M., Schmidt, Harry, Stosic-Grujicic, Stanislava D., Sabo, Tibor, Maksimović-Ivanić, Danijela D., "Platinum(II/IV) complexes containing ethylenediamine-N,N '-di-2/3-propionate ester ligands induced caspase-dependent apoptosis in cisplatin-resistant colon cancer cells" in Metallomics, 4, no. 9 (2012):979-987,
https://doi.org/10.1039/c2mt20058a . .