Filipović, Vuk

Link to this page

Authority KeyName Variants
orcid::0000-0002-3682-2124
  • Filipović, Vuk (8)
  • Filipović, Vuk V. (1)
Projects
Synthesis and characterization of novel functional polymers and polymeric nanocomposites The synthesis of aminoquinoline-based antimalarials and botulinum neurotoxin A inhibitors
Chemical and structural designing of nanomaterials for application in medicine and tissue engineering Geologic and ecotoxicologic research in identification of geopathogen zones of toxic elements in drinking water reservoirs- research into methods and procedures for reduction of biochemical anomalies
National Cancer Institute National Institute of Allergy and Infectious Diseases (USA) [5-U01 AI082051-02]
National Institutes of Health (USA) [HHSN261200800001E] NATOs Public Diplomacy Division
SCOPES programme of the Swiss National Science Foundation Swiss Agency for Development and Cooperation - IZ73ZO_152327
The SCOPES program of the Swiss National Science Foundation (SNSF) 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
Rational design and synthesis of biologically active and coordination compounds and functional materials, relevant for (bio)nanotechnology Physiological, chemical and molecular analysis of the diversity of selected rare and endangered plant species and application of biotechnology for ex situ conservation and production of biologically active compounds
Pharmacodynamic and pharmacogenomic research of new drugs in the treatment of solid tumors SCOPES program of the Swiss National Science Foundation (SNSF) and the Swiss Agency for Development and Cooperation (SDC) (grants No. IZ73ZO_152327)
The Swiss Agency for Development and Cooperation (SDC) [Grant No IZ73ZO_152327] The Swiss Agency for Development and Cooperation (SDC) (Grants No IZ73ZO_152327)

Author's Bibliography

Biodegradable Hydrogel Scaffolds Based on 2-Hydroxyethyl Methacrylate, Gelatin, Poly(β-amino esters), and Hydroxyapatite

Filipović, Vuk; Babić Radić, Marija M.; Vuković, Jovana S.; Vukomanović, Marija; Rubert, Marina; Hofmann, Sandra; Müller, Ralph; Tomić, Simonida Lj.

(MDPI, 2022)

TY  - JOUR
AU  - Filipović, Vuk
AU  - Babić Radić, Marija M.
AU  - Vuković, Jovana S.
AU  - Vukomanović, Marija
AU  - Rubert, Marina
AU  - Hofmann, Sandra
AU  - Müller, Ralph
AU  - Tomić, Simonida Lj.
PY  - 2022
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/5309
AB  - New composite 3D scaffolds were developed as a combination of synthetic polymer, poly(2-
hydroxyethyl methacrylate) (PHEMA), and a natural polymer, gelatin, with a ceramic component,
nanohydroxyapatite (ID nHAp) dopped with metal ions. The combination of a synthetic polymer,
to be able to tune the structure and the physicochemical and mechanical properties, and a natural
polymer, to ensure the specific biological functions of the scaffold, with inorganic filler was applied.
The goal was to make a new material with superior properties for applications in the biomedical
field which mimics as closely as possible the native bone extracellular matrix (ECM). Biodegrad able PHEMA hydrogel was obtained by crosslinking HEMA by poly(β-amino esters) (PBAE). The
scaffold’s physicochemical and mechanical properties, in vitro degradation, and biological activity
were assessed so to study the effects of the incorporation of nHAp in the (PHEMA/PBAE/gelatin)
hydrogel, as well as the effect of the different pore-forming methods. Cryogels had higher elasticity,
swelling, porosity, and percent of mass loss during degradation than the samples obtained by poro genation. The composite scaffolds had a higher mechanical strength, 10.14 MPa for the porogenated
samples and 5.87 MPa for the cryogels, but a slightly lower degree of swelling, percent of mass loss,
and porosity than the hybrid ones. All the scaffolds were nontoxic and had a high cell adhesion rate,
which was 15–20% higher in the composite samples. Cell metabolic activity after 2 and 7 days of
culture was higher in the composites, although not statistically different. After 28 days, cell metabolic
activity was similar in all scaffolds and the TCP control. No effect of integrating nHAp into the
scaffolds on osteogenic cell differentiation could be observed. Synergetic effects occurred which
influenced the mechanical behavior, structure, physicochemical properties, and interactions with
biological species.
PB  - MDPI
T2  - Polymers
T1  - Biodegradable Hydrogel Scaffolds Based on 2-Hydroxyethyl Methacrylate, Gelatin, Poly(β-amino esters), and Hydroxyapatite
VL  - 14
IS  - 1
SP  - 18
DO  - 10.3390/polym14010018
ER  - 
@article{
author = "Filipović, Vuk and Babić Radić, Marija M. and Vuković, Jovana S. and Vukomanović, Marija and Rubert, Marina and Hofmann, Sandra and Müller, Ralph and Tomić, Simonida Lj.",
year = "2022",
abstract = "New composite 3D scaffolds were developed as a combination of synthetic polymer, poly(2-
hydroxyethyl methacrylate) (PHEMA), and a natural polymer, gelatin, with a ceramic component,
nanohydroxyapatite (ID nHAp) dopped with metal ions. The combination of a synthetic polymer,
to be able to tune the structure and the physicochemical and mechanical properties, and a natural
polymer, to ensure the specific biological functions of the scaffold, with inorganic filler was applied.
The goal was to make a new material with superior properties for applications in the biomedical
field which mimics as closely as possible the native bone extracellular matrix (ECM). Biodegrad able PHEMA hydrogel was obtained by crosslinking HEMA by poly(β-amino esters) (PBAE). The
scaffold’s physicochemical and mechanical properties, in vitro degradation, and biological activity
were assessed so to study the effects of the incorporation of nHAp in the (PHEMA/PBAE/gelatin)
hydrogel, as well as the effect of the different pore-forming methods. Cryogels had higher elasticity,
swelling, porosity, and percent of mass loss during degradation than the samples obtained by poro genation. The composite scaffolds had a higher mechanical strength, 10.14 MPa for the porogenated
samples and 5.87 MPa for the cryogels, but a slightly lower degree of swelling, percent of mass loss,
and porosity than the hybrid ones. All the scaffolds were nontoxic and had a high cell adhesion rate,
which was 15–20% higher in the composite samples. Cell metabolic activity after 2 and 7 days of
culture was higher in the composites, although not statistically different. After 28 days, cell metabolic
activity was similar in all scaffolds and the TCP control. No effect of integrating nHAp into the
scaffolds on osteogenic cell differentiation could be observed. Synergetic effects occurred which
influenced the mechanical behavior, structure, physicochemical properties, and interactions with
biological species.",
publisher = "MDPI",
journal = "Polymers",
title = "Biodegradable Hydrogel Scaffolds Based on 2-Hydroxyethyl Methacrylate, Gelatin, Poly(β-amino esters), and Hydroxyapatite",
volume = "14",
number = "1",
pages = "18",
doi = "10.3390/polym14010018"
}
Filipović, V., Babić Radić, M. M., Vuković, J. S., Vukomanović, M., Rubert, M., Hofmann, S., Müller, R.,& Tomić, S. Lj.. (2022). Biodegradable Hydrogel Scaffolds Based on 2-Hydroxyethyl Methacrylate, Gelatin, Poly(β-amino esters), and Hydroxyapatite. in Polymers
MDPI., 14(1), 18.
https://doi.org/10.3390/polym14010018
Filipović V, Babić Radić MM, Vuković JS, Vukomanović M, Rubert M, Hofmann S, Müller R, Tomić SL. Biodegradable Hydrogel Scaffolds Based on 2-Hydroxyethyl Methacrylate, Gelatin, Poly(β-amino esters), and Hydroxyapatite. in Polymers. 2022;14(1):18.
doi:10.3390/polym14010018 .
Filipović, Vuk, Babić Radić, Marija M., Vuković, Jovana S., Vukomanović, Marija, Rubert, Marina, Hofmann, Sandra, Müller, Ralph, Tomić, Simonida Lj., "Biodegradable Hydrogel Scaffolds Based on 2-Hydroxyethyl Methacrylate, Gelatin, Poly(β-amino esters), and Hydroxyapatite" in Polymers, 14, no. 1 (2022):18,
https://doi.org/10.3390/polym14010018 . .
10
9

Bioactive Interpenetrating Hydrogel Networks Based on 2-Hydroxyethyl Methacrylate and Gelatin Intertwined with Alginate and Dopped with Apatite as Scaffolding Biomaterials

Babić Radić, Marija M.; Filipović, Vuk V.; Vuković, Jovana S.; Vukomanović, Marija; Rubert, Marina; Hofmann, Sandra; Müller, Ralph; Tomić, Simonida Lj.

(Switzerland : Multidisciplinary Digital Publishing Institute (MDPI), 2022)

TY  - JOUR
AU  - Babić Radić, Marija M.
AU  - Filipović, Vuk V.
AU  - Vuković, Jovana S.
AU  - Vukomanović, Marija
AU  - Rubert, Marina
AU  - Hofmann, Sandra
AU  - Müller, Ralph
AU  - Tomić, Simonida Lj.
PY  - 2022
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/5391
AB  - Our goal was to create bioimitated scaffolding materials for biomedical purposes. The guiding idea was that we used an interpenetrating structural hierarchy of natural extracellular matrix as a “pattern” to design hydrogel scaffolds that show favorable properties for tissue regeneration. Polymeric hydrogel scaffolds are made in a simple, environmentally friendly way without additional functionalization. Gelatin and 2-hydroxyethyl methacrylate were selected to prepare interpenetrating polymeric networks and linear alginate chains were added as an interpenetrant to study their influence on the scaffold’s functionalities. Cryogelation and porogenation methods were used to obtain the designed scaffolding biomaterials. The scaffold’s structural, morphological, and mechanical properties, in vitro degradation, and cell viability properties were assessed to study the effects of the preparation method and alginate loading. Apatite as an inorganic agent was incorporated into cryogelated scaffolds to perform an extensive biological assay. Cryogelated scaffolds possess superior functionalities essential for tissue regeneration: fully hydrophilicity, degradability and mechanical features (2.08–9.75 MPa), and an optimal LDH activity. Furthermore, cryogelated scaffolds loaded with apatite showed good cell adhesion capacity, biocompatibility, and non-toxic behavior. All scaffolds performed equally in terms of metabolic activity and osteoconductivity. Cryogelated scaffolds with/without HAp could represent a new advance to promote osteoconductivity and enhance hard tissue repair. The obtained series of scaffolding biomaterials described here can provide a wide range of potential applications in the area of biomedical engineering.
PB  - Switzerland : Multidisciplinary Digital Publishing Institute (MDPI)
T2  - Polymers
T1  - Bioactive Interpenetrating Hydrogel Networks Based on 2-Hydroxyethyl Methacrylate and Gelatin Intertwined with Alginate and Dopped with Apatite as Scaffolding Biomaterials
VL  - 14
IS  - 15
SP  - 3112
DO  - 10.3390/polym14153112
ER  - 
@article{
author = "Babić Radić, Marija M. and Filipović, Vuk V. and Vuković, Jovana S. and Vukomanović, Marija and Rubert, Marina and Hofmann, Sandra and Müller, Ralph and Tomić, Simonida Lj.",
year = "2022",
abstract = "Our goal was to create bioimitated scaffolding materials for biomedical purposes. The guiding idea was that we used an interpenetrating structural hierarchy of natural extracellular matrix as a “pattern” to design hydrogel scaffolds that show favorable properties for tissue regeneration. Polymeric hydrogel scaffolds are made in a simple, environmentally friendly way without additional functionalization. Gelatin and 2-hydroxyethyl methacrylate were selected to prepare interpenetrating polymeric networks and linear alginate chains were added as an interpenetrant to study their influence on the scaffold’s functionalities. Cryogelation and porogenation methods were used to obtain the designed scaffolding biomaterials. The scaffold’s structural, morphological, and mechanical properties, in vitro degradation, and cell viability properties were assessed to study the effects of the preparation method and alginate loading. Apatite as an inorganic agent was incorporated into cryogelated scaffolds to perform an extensive biological assay. Cryogelated scaffolds possess superior functionalities essential for tissue regeneration: fully hydrophilicity, degradability and mechanical features (2.08–9.75 MPa), and an optimal LDH activity. Furthermore, cryogelated scaffolds loaded with apatite showed good cell adhesion capacity, biocompatibility, and non-toxic behavior. All scaffolds performed equally in terms of metabolic activity and osteoconductivity. Cryogelated scaffolds with/without HAp could represent a new advance to promote osteoconductivity and enhance hard tissue repair. The obtained series of scaffolding biomaterials described here can provide a wide range of potential applications in the area of biomedical engineering.",
publisher = "Switzerland : Multidisciplinary Digital Publishing Institute (MDPI)",
journal = "Polymers",
title = "Bioactive Interpenetrating Hydrogel Networks Based on 2-Hydroxyethyl Methacrylate and Gelatin Intertwined with Alginate and Dopped with Apatite as Scaffolding Biomaterials",
volume = "14",
number = "15",
pages = "3112",
doi = "10.3390/polym14153112"
}
Babić Radić, M. M., Filipović, V. V., Vuković, J. S., Vukomanović, M., Rubert, M., Hofmann, S., Müller, R.,& Tomić, S. Lj.. (2022). Bioactive Interpenetrating Hydrogel Networks Based on 2-Hydroxyethyl Methacrylate and Gelatin Intertwined with Alginate and Dopped with Apatite as Scaffolding Biomaterials. in Polymers
Switzerland : Multidisciplinary Digital Publishing Institute (MDPI)., 14(15), 3112.
https://doi.org/10.3390/polym14153112
Babić Radić MM, Filipović VV, Vuković JS, Vukomanović M, Rubert M, Hofmann S, Müller R, Tomić SL. Bioactive Interpenetrating Hydrogel Networks Based on 2-Hydroxyethyl Methacrylate and Gelatin Intertwined with Alginate and Dopped with Apatite as Scaffolding Biomaterials. in Polymers. 2022;14(15):3112.
doi:10.3390/polym14153112 .
Babić Radić, Marija M., Filipović, Vuk V., Vuković, Jovana S., Vukomanović, Marija, Rubert, Marina, Hofmann, Sandra, Müller, Ralph, Tomić, Simonida Lj., "Bioactive Interpenetrating Hydrogel Networks Based on 2-Hydroxyethyl Methacrylate and Gelatin Intertwined with Alginate and Dopped with Apatite as Scaffolding Biomaterials" in Polymers, 14, no. 15 (2022):3112,
https://doi.org/10.3390/polym14153112 . .
7
5

Degradable 2-Hydroxyethyl Methacrylate/Gelatin/Alginate Hydrogels Infused by Nanocolloidal Graphene Oxide as Promising Drug Delivery and Scaffolding Biomaterials

Babić Radić, Marija M.; Filipović, Vuk; Vukomanović, Marija; Nikodinović Runić, Jasmina; Tomić, Simonida

(MDPI, 2022)

TY  - JOUR
AU  - Babić Radić, Marija M.
AU  - Filipović, Vuk
AU  - Vukomanović, Marija
AU  - Nikodinović Runić, Jasmina
AU  - Tomić, Simonida
PY  - 2022
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/5311
AB  - The design and evaluation of novel 2-hydroxyethyl methacrylate/gelatin/alginate/
graphene oxide hydrogels as innovative scaffolding biomaterials, which concurrently are the suitable
drug delivery carrier, was proposed. The hydrogels were prepared by the adapted porogen leaching
method; this is also the first time this method has been used to incorporate nanocolloidal graphene
oxide through the hydrogel and simultaneously form porous structures. The effects of a material’s
composition on its chemical, morphological, mechanical, and swelling properties, as well as on
cell viability and in vitro degradation, were assessed using Fourier transform infrared spectroscopy
(FTIR), scanning electron microscopy (SEM), measurements of Young’s modulus, gravimetric method
and MTT test, respectively. The engineered hydrogels show good swelling capacity, fully hydrophilic
surfaces, tunable porosity (from 56 to 76%) and mechanical properties (from 1.69 to 4.78 MPa),
curcumin entrapment efficiency above 99% and excellent curcumin release performances. In vitro
cytotoxicity on healthy human fibroblast (MRC5 cells) by MTT test reveal that the materials are
nontoxic and biocompatible, proposing novel hydrogels for in vivo clinical evaluation to optimize
tissue regeneration treatments by coupling the hydrogels with cells and different active agents to
create material/biofactor hybrids with new levels of biofunctionality.
PB  - MDPI
T2  - Gels
T1  - Degradable 2-Hydroxyethyl Methacrylate/Gelatin/Alginate Hydrogels Infused by Nanocolloidal Graphene Oxide as Promising Drug Delivery and Scaffolding Biomaterials
VL  - 8
IS  - 22
SP  - 2
EP  - 14
DO  - 10.3390/gels8010022
ER  - 
@article{
author = "Babić Radić, Marija M. and Filipović, Vuk and Vukomanović, Marija and Nikodinović Runić, Jasmina and Tomić, Simonida",
year = "2022",
abstract = "The design and evaluation of novel 2-hydroxyethyl methacrylate/gelatin/alginate/
graphene oxide hydrogels as innovative scaffolding biomaterials, which concurrently are the suitable
drug delivery carrier, was proposed. The hydrogels were prepared by the adapted porogen leaching
method; this is also the first time this method has been used to incorporate nanocolloidal graphene
oxide through the hydrogel and simultaneously form porous structures. The effects of a material’s
composition on its chemical, morphological, mechanical, and swelling properties, as well as on
cell viability and in vitro degradation, were assessed using Fourier transform infrared spectroscopy
(FTIR), scanning electron microscopy (SEM), measurements of Young’s modulus, gravimetric method
and MTT test, respectively. The engineered hydrogels show good swelling capacity, fully hydrophilic
surfaces, tunable porosity (from 56 to 76%) and mechanical properties (from 1.69 to 4.78 MPa),
curcumin entrapment efficiency above 99% and excellent curcumin release performances. In vitro
cytotoxicity on healthy human fibroblast (MRC5 cells) by MTT test reveal that the materials are
nontoxic and biocompatible, proposing novel hydrogels for in vivo clinical evaluation to optimize
tissue regeneration treatments by coupling the hydrogels with cells and different active agents to
create material/biofactor hybrids with new levels of biofunctionality.",
publisher = "MDPI",
journal = "Gels",
title = "Degradable 2-Hydroxyethyl Methacrylate/Gelatin/Alginate Hydrogels Infused by Nanocolloidal Graphene Oxide as Promising Drug Delivery and Scaffolding Biomaterials",
volume = "8",
number = "22",
pages = "2-14",
doi = "10.3390/gels8010022"
}
Babić Radić, M. M., Filipović, V., Vukomanović, M., Nikodinović Runić, J.,& Tomić, S.. (2022). Degradable 2-Hydroxyethyl Methacrylate/Gelatin/Alginate Hydrogels Infused by Nanocolloidal Graphene Oxide as Promising Drug Delivery and Scaffolding Biomaterials. in Gels
MDPI., 8(22), 2-14.
https://doi.org/10.3390/gels8010022
Babić Radić MM, Filipović V, Vukomanović M, Nikodinović Runić J, Tomić S. Degradable 2-Hydroxyethyl Methacrylate/Gelatin/Alginate Hydrogels Infused by Nanocolloidal Graphene Oxide as Promising Drug Delivery and Scaffolding Biomaterials. in Gels. 2022;8(22):2-14.
doi:10.3390/gels8010022 .
Babić Radić, Marija M., Filipović, Vuk, Vukomanović, Marija, Nikodinović Runić, Jasmina, Tomić, Simonida, "Degradable 2-Hydroxyethyl Methacrylate/Gelatin/Alginate Hydrogels Infused by Nanocolloidal Graphene Oxide as Promising Drug Delivery and Scaffolding Biomaterials" in Gels, 8, no. 22 (2022):2-14,
https://doi.org/10.3390/gels8010022 . .
15
15

Biocompatible and degradable scaffolds based on 2-hydroxyethyl methacrylate, gelatin and poly(beta amino ester) crosslinkers

Filipović, Vuk; Nedeljkovic, Biljana D. Bozic; Vukomanović, Marija; Tomić, Simonida Lj.

(Elsevier Sci Ltd, Oxford, 2018)

TY  - JOUR
AU  - Filipović, Vuk
AU  - Nedeljkovic, Biljana D. Bozic
AU  - Vukomanović, Marija
AU  - Tomić, Simonida Lj.
PY  - 2018
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2440
AB  - Gelatin hydrogels have great potential in regenerative medicine but their weak mechanical properties are a major drawback for the load-bearing applications, such as scaffolds for tissue engineering. To overcome this deficiency, novel biodegradable hydrogels with improved mechanical properties were prepared by combining gelatine with 2-hydroxyethyl methacrylate (HEMA), using a double network synthetic procedure. The first, superporous and mechanically strong network, was obtained by free radical polymerization of HEMA at cryogenic temperature, in the presence of gelatin. Degradable poly (beta-amino ester) (PBAE) macromers of different chemical composition or molecular weight were used as crosslinkers to introduce hydrolytically labile bonds in PHEMA. The second gelatin network was formed by crosslinking gelatin with glutaraldehyde. For comparison, a set of biodegradable PHEMA networks was obtained by polymerization of HEMA at cryogenic temperature. All samples were characterized revealing that mechanical strength, swelling behavior and degradation rate as well as high biocompatibility of new IPNs are in accordance with values required for scaffolds in tissue engineering applications and that tuning of these properties is accomplished by simply using different PBAE macromers.
PB  - Elsevier Sci Ltd, Oxford
T2  - Polymer Testing
T1  - Biocompatible and degradable scaffolds based on 2-hydroxyethyl methacrylate, gelatin and poly(beta amino ester) crosslinkers
VL  - 68
SP  - 270
EP  - 278
DO  - 10.1016/j.polymertesting.2018.04.024
ER  - 
@article{
author = "Filipović, Vuk and Nedeljkovic, Biljana D. Bozic and Vukomanović, Marija and Tomić, Simonida Lj.",
year = "2018",
abstract = "Gelatin hydrogels have great potential in regenerative medicine but their weak mechanical properties are a major drawback for the load-bearing applications, such as scaffolds for tissue engineering. To overcome this deficiency, novel biodegradable hydrogels with improved mechanical properties were prepared by combining gelatine with 2-hydroxyethyl methacrylate (HEMA), using a double network synthetic procedure. The first, superporous and mechanically strong network, was obtained by free radical polymerization of HEMA at cryogenic temperature, in the presence of gelatin. Degradable poly (beta-amino ester) (PBAE) macromers of different chemical composition or molecular weight were used as crosslinkers to introduce hydrolytically labile bonds in PHEMA. The second gelatin network was formed by crosslinking gelatin with glutaraldehyde. For comparison, a set of biodegradable PHEMA networks was obtained by polymerization of HEMA at cryogenic temperature. All samples were characterized revealing that mechanical strength, swelling behavior and degradation rate as well as high biocompatibility of new IPNs are in accordance with values required for scaffolds in tissue engineering applications and that tuning of these properties is accomplished by simply using different PBAE macromers.",
publisher = "Elsevier Sci Ltd, Oxford",
journal = "Polymer Testing",
title = "Biocompatible and degradable scaffolds based on 2-hydroxyethyl methacrylate, gelatin and poly(beta amino ester) crosslinkers",
volume = "68",
pages = "270-278",
doi = "10.1016/j.polymertesting.2018.04.024"
}
Filipović, V., Nedeljkovic, B. D. B., Vukomanović, M.,& Tomić, S. Lj.. (2018). Biocompatible and degradable scaffolds based on 2-hydroxyethyl methacrylate, gelatin and poly(beta amino ester) crosslinkers. in Polymer Testing
Elsevier Sci Ltd, Oxford., 68, 270-278.
https://doi.org/10.1016/j.polymertesting.2018.04.024
Filipović V, Nedeljkovic BDB, Vukomanović M, Tomić SL. Biocompatible and degradable scaffolds based on 2-hydroxyethyl methacrylate, gelatin and poly(beta amino ester) crosslinkers. in Polymer Testing. 2018;68:270-278.
doi:10.1016/j.polymertesting.2018.04.024 .
Filipović, Vuk, Nedeljkovic, Biljana D. Bozic, Vukomanović, Marija, Tomić, Simonida Lj., "Biocompatible and degradable scaffolds based on 2-hydroxyethyl methacrylate, gelatin and poly(beta amino ester) crosslinkers" in Polymer Testing, 68 (2018):270-278,
https://doi.org/10.1016/j.polymertesting.2018.04.024 . .
3
22
10
23

Biocompatible and degradable scaffolds based on 2-hydroxyethyl methacrylate, gelatin and poly(beta amino ester) crosslinkers

Filipović, Vuk; Nedeljkovic, Biljana D. Bozic; Vukomanović, Marija; Tomić, Simonida Lj.

(Elsevier, 2018)

TY  - JOUR
AU  - Filipović, Vuk
AU  - Nedeljkovic, Biljana D. Bozic
AU  - Vukomanović, Marija
AU  - Tomić, Simonida Lj.
PY  - 2018
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4293
AB  - Gelatin hydrogels have great potential in regenerative medicine but their weak mechanical properties are a major drawback for the load-bearing applications, such as scaffolds for tissue engineering. To overcome this deficiency, novel biodegradable hydrogels with improved mechanical properties were prepared by combining gelatine with 2-hydroxyethyl methacrylate (HEMA), using a double network synthetic procedure. The first, superporous and mechanically strong network, was obtained by free radical polymerization of HEMA at cryogenic temperature, in the presence of gelatin. Degradable poly (beta-amino ester) (PBAE) macromers of different chemical composition or molecular weight were used as crosslinkers to introduce hydrolytically labile bonds in PHEMA. The second gelatin network was formed by crosslinking gelatin with glutaraldehyde. For comparison, a set of biodegradable PHEMA networks was obtained by polymerization of HEMA at cryogenic temperature. All samples were characterized revealing that mechanical strength, swelling behavior and degradation rate as well as high biocompatibility of new IPNs are in accordance with values required for scaffolds in tissue engineering applications and that tuning of these properties is accomplished by simply using different PBAE macromers.
PB  - Elsevier
T2  - Polymer Testing
T1  - Biocompatible and degradable scaffolds based on 2-hydroxyethyl methacrylate, gelatin and poly(beta amino ester) crosslinkers
VL  - 68
SP  - 270
EP  - 278
DO  - 10.1016/j.polymertesting.2018.04.024
ER  - 
@article{
author = "Filipović, Vuk and Nedeljkovic, Biljana D. Bozic and Vukomanović, Marija and Tomić, Simonida Lj.",
year = "2018",
abstract = "Gelatin hydrogels have great potential in regenerative medicine but their weak mechanical properties are a major drawback for the load-bearing applications, such as scaffolds for tissue engineering. To overcome this deficiency, novel biodegradable hydrogels with improved mechanical properties were prepared by combining gelatine with 2-hydroxyethyl methacrylate (HEMA), using a double network synthetic procedure. The first, superporous and mechanically strong network, was obtained by free radical polymerization of HEMA at cryogenic temperature, in the presence of gelatin. Degradable poly (beta-amino ester) (PBAE) macromers of different chemical composition or molecular weight were used as crosslinkers to introduce hydrolytically labile bonds in PHEMA. The second gelatin network was formed by crosslinking gelatin with glutaraldehyde. For comparison, a set of biodegradable PHEMA networks was obtained by polymerization of HEMA at cryogenic temperature. All samples were characterized revealing that mechanical strength, swelling behavior and degradation rate as well as high biocompatibility of new IPNs are in accordance with values required for scaffolds in tissue engineering applications and that tuning of these properties is accomplished by simply using different PBAE macromers.",
publisher = "Elsevier",
journal = "Polymer Testing",
title = "Biocompatible and degradable scaffolds based on 2-hydroxyethyl methacrylate, gelatin and poly(beta amino ester) crosslinkers",
volume = "68",
pages = "270-278",
doi = "10.1016/j.polymertesting.2018.04.024"
}
Filipović, V., Nedeljkovic, B. D. B., Vukomanović, M.,& Tomić, S. Lj.. (2018). Biocompatible and degradable scaffolds based on 2-hydroxyethyl methacrylate, gelatin and poly(beta amino ester) crosslinkers. in Polymer Testing
Elsevier., 68, 270-278.
https://doi.org/10.1016/j.polymertesting.2018.04.024
Filipović V, Nedeljkovic BDB, Vukomanović M, Tomić SL. Biocompatible and degradable scaffolds based on 2-hydroxyethyl methacrylate, gelatin and poly(beta amino ester) crosslinkers. in Polymer Testing. 2018;68:270-278.
doi:10.1016/j.polymertesting.2018.04.024 .
Filipović, Vuk, Nedeljkovic, Biljana D. Bozic, Vukomanović, Marija, Tomić, Simonida Lj., "Biocompatible and degradable scaffolds based on 2-hydroxyethyl methacrylate, gelatin and poly(beta amino ester) crosslinkers" in Polymer Testing, 68 (2018):270-278,
https://doi.org/10.1016/j.polymertesting.2018.04.024 . .
3
22
10
23

Elicitation effects of a synthetic 1,2,4,5-tetraoxane and a 2,5-diphenylthiophene in shoot cultures of two Nepeta species

Dmitrović, Slavica; Škorić, Marijana; Boljević, Jelena; Aničić, Neda; Božić, Dragana; Mišić, Danijela; Filipović, Vuk; Opsenica, Dejan

(Serbian Chemical Society, 2016)

TY  - JOUR
AU  - Dmitrović, Slavica
AU  - Škorić, Marijana
AU  - Boljević, Jelena
AU  - Aničić, Neda
AU  - Božić, Dragana
AU  - Mišić, Danijela
AU  - Filipović, Vuk
AU  - Opsenica, Dejan
PY  - 2016
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1892
AB  - The presented study aimed to investigate the elicitation possibility for the production of main secondary metabolites in Nepeta cataria L. and N. pannonica L. plants, by exposing them to synthetic compounds belonging to tetraoxanes and thiophenes group. The effect of DO63 (1,2,4,5-tetraoxane) and DOVF15 (2,5-diphenylthiophene) on the production of cis-trans-nepetalactone (NL) and rosmarinic acid (RA) in two Nepeta species, was investigated in shoots grown on the culture medium with the addition of synthetic compounds in the concentrations ranging from 0.1 to 2 mg L-1. The content of targeted metabolites in tested in vitro shoots depended on the type and concentration of applied synthetic compounds. Application of DO63 in the concentration range 0.1-1 mg L-1 affected only NL production in both Nepeta species resulting in its increased content, while production of RA was not influenced in the treated shoots. Addition of DOVF15 caused decreased RA content in N. pannonica shoots and an increase in N. cataria shoots, whereas NL production was not affected. The presented results reveal the possibility of DO63 and DOVF15 application for the elicitation of the main secondary metabolites production in species from the genus Nepeta.
PB  - Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - Elicitation effects of a synthetic 1,2,4,5-tetraoxane and a 2,5-diphenylthiophene in shoot cultures of two Nepeta species
VL  - 81
IS  - 9
SP  - 999
EP  - 1012
DO  - 10.2298/JSC160226054D
ER  - 
@article{
author = "Dmitrović, Slavica and Škorić, Marijana and Boljević, Jelena and Aničić, Neda and Božić, Dragana and Mišić, Danijela and Filipović, Vuk and Opsenica, Dejan",
year = "2016",
abstract = "The presented study aimed to investigate the elicitation possibility for the production of main secondary metabolites in Nepeta cataria L. and N. pannonica L. plants, by exposing them to synthetic compounds belonging to tetraoxanes and thiophenes group. The effect of DO63 (1,2,4,5-tetraoxane) and DOVF15 (2,5-diphenylthiophene) on the production of cis-trans-nepetalactone (NL) and rosmarinic acid (RA) in two Nepeta species, was investigated in shoots grown on the culture medium with the addition of synthetic compounds in the concentrations ranging from 0.1 to 2 mg L-1. The content of targeted metabolites in tested in vitro shoots depended on the type and concentration of applied synthetic compounds. Application of DO63 in the concentration range 0.1-1 mg L-1 affected only NL production in both Nepeta species resulting in its increased content, while production of RA was not influenced in the treated shoots. Addition of DOVF15 caused decreased RA content in N. pannonica shoots and an increase in N. cataria shoots, whereas NL production was not affected. The presented results reveal the possibility of DO63 and DOVF15 application for the elicitation of the main secondary metabolites production in species from the genus Nepeta.",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Elicitation effects of a synthetic 1,2,4,5-tetraoxane and a 2,5-diphenylthiophene in shoot cultures of two Nepeta species",
volume = "81",
number = "9",
pages = "999-1012",
doi = "10.2298/JSC160226054D"
}
Dmitrović, S., Škorić, M., Boljević, J., Aničić, N., Božić, D., Mišić, D., Filipović, V.,& Opsenica, D.. (2016). Elicitation effects of a synthetic 1,2,4,5-tetraoxane and a 2,5-diphenylthiophene in shoot cultures of two Nepeta species. in Journal of the Serbian Chemical Society
Serbian Chemical Society., 81(9), 999-1012.
https://doi.org/10.2298/JSC160226054D
Dmitrović S, Škorić M, Boljević J, Aničić N, Božić D, Mišić D, Filipović V, Opsenica D. Elicitation effects of a synthetic 1,2,4,5-tetraoxane and a 2,5-diphenylthiophene in shoot cultures of two Nepeta species. in Journal of the Serbian Chemical Society. 2016;81(9):999-1012.
doi:10.2298/JSC160226054D .
Dmitrović, Slavica, Škorić, Marijana, Boljević, Jelena, Aničić, Neda, Božić, Dragana, Mišić, Danijela, Filipović, Vuk, Opsenica, Dejan, "Elicitation effects of a synthetic 1,2,4,5-tetraoxane and a 2,5-diphenylthiophene in shoot cultures of two Nepeta species" in Journal of the Serbian Chemical Society, 81, no. 9 (2016):999-1012,
https://doi.org/10.2298/JSC160226054D . .
4
2
2

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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The synthesis of 2,5-bis(4-amidinophenyl)thiophene derivatives providing submicromolar-range inhibition of the botulinum neurotoxin serotype A metalloprotease

Opsenica, Igor; Filipović, Vuk; Nuss, Jon E.; Gomba, Laura M.; Opsenica, Dejan; Burnett, James C.; Gussio, Rick; Šolaja, Bogdan; Bavari, Sina

(Elsevier France-Editions Scientifiques Medicales Elsevier, Paris, 2012)

TY  - JOUR
AU  - Opsenica, Igor
AU  - Filipović, Vuk
AU  - Nuss, Jon E.
AU  - Gomba, Laura M.
AU  - Opsenica, Dejan
AU  - Burnett, James C.
AU  - Gussio, Rick
AU  - Šolaja, Bogdan
AU  - Bavari, Sina
PY  - 2012
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2676
AB  - Botulinum neurotoxins (BoNTs), composed of a family of seven serotypes (categorized A-G), are the deadliest of known biological toxins. The activity of the metalloprotease, light chain (LC) component of the toxins is responsible for causing the life-threatening paralysis associated with the disease botulism. Herein we report significantly more potent analogs of novel, lead BoNT serotype A LC inhibitor 2,5-bis(4-amidinophenyl)thiophene (K-i = 10.881 mu M +/- 0.90 mu M). Specifically, synthetic modifications involved simultaneously replacing the lead inhibitor's terminal bis-amidines with secondary amines and the systematic tethering of 4-amino-7-chloroquinoline substituents to provide derivatives with K-i values ranging from 0.302 mu M (+/- 0.03 mu M) to 0.889 mu M (+/- 0.11 mu M).
PB  - Elsevier France-Editions Scientifiques Medicales Elsevier, Paris
T2  - European Journal of Medicinal Chemistry
T1  - The synthesis of 2,5-bis(4-amidinophenyl)thiophene derivatives providing submicromolar-range inhibition of the botulinum neurotoxin serotype A metalloprotease
VL  - 53
SP  - 374
EP  - 379
DO  - 10.1016/j.ejmech.2012.03.043
ER  - 
@article{
author = "Opsenica, Igor and Filipović, Vuk and Nuss, Jon E. and Gomba, Laura M. and Opsenica, Dejan and Burnett, James C. and Gussio, Rick and Šolaja, Bogdan and Bavari, Sina",
year = "2012",
abstract = "Botulinum neurotoxins (BoNTs), composed of a family of seven serotypes (categorized A-G), are the deadliest of known biological toxins. The activity of the metalloprotease, light chain (LC) component of the toxins is responsible for causing the life-threatening paralysis associated with the disease botulism. Herein we report significantly more potent analogs of novel, lead BoNT serotype A LC inhibitor 2,5-bis(4-amidinophenyl)thiophene (K-i = 10.881 mu M +/- 0.90 mu M). Specifically, synthetic modifications involved simultaneously replacing the lead inhibitor's terminal bis-amidines with secondary amines and the systematic tethering of 4-amino-7-chloroquinoline substituents to provide derivatives with K-i values ranging from 0.302 mu M (+/- 0.03 mu M) to 0.889 mu M (+/- 0.11 mu M).",
publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Paris",
journal = "European Journal of Medicinal Chemistry",
title = "The synthesis of 2,5-bis(4-amidinophenyl)thiophene derivatives providing submicromolar-range inhibition of the botulinum neurotoxin serotype A metalloprotease",
volume = "53",
pages = "374-379",
doi = "10.1016/j.ejmech.2012.03.043"
}
Opsenica, I., Filipović, V., Nuss, J. E., Gomba, L. M., Opsenica, D., Burnett, J. C., Gussio, R., Šolaja, B.,& Bavari, S.. (2012). The synthesis of 2,5-bis(4-amidinophenyl)thiophene derivatives providing submicromolar-range inhibition of the botulinum neurotoxin serotype A metalloprotease. in European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Paris., 53, 374-379.
https://doi.org/10.1016/j.ejmech.2012.03.043
Opsenica I, Filipović V, Nuss JE, Gomba LM, Opsenica D, Burnett JC, Gussio R, Šolaja B, Bavari S. The synthesis of 2,5-bis(4-amidinophenyl)thiophene derivatives providing submicromolar-range inhibition of the botulinum neurotoxin serotype A metalloprotease. in European Journal of Medicinal Chemistry. 2012;53:374-379.
doi:10.1016/j.ejmech.2012.03.043 .
Opsenica, Igor, Filipović, Vuk, Nuss, Jon E., Gomba, Laura M., Opsenica, Dejan, Burnett, James C., Gussio, Rick, Šolaja, Bogdan, Bavari, Sina, "The synthesis of 2,5-bis(4-amidinophenyl)thiophene derivatives providing submicromolar-range inhibition of the botulinum neurotoxin serotype A metalloprotease" in European Journal of Medicinal Chemistry, 53 (2012):374-379,
https://doi.org/10.1016/j.ejmech.2012.03.043 . .
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The synthesis of 2,5-bis(4-amidinophenyl)thiophene derivatives providing submicromolar-range inhibition of the botulinum neurotoxin serotype A metalloprotease

Opsenica, Igor; Filipović, Vuk; Nuss, Jon E.; Gomba, Laura M.; Opsenica, Dejan; Burnett, James C.; Gussio, Rick; Šolaja, Bogdan; Bavari, Sina

(Elsevier France-Editions Scientifiques Medicales Elsevier, Paris, 2012)

TY  - JOUR
AU  - Opsenica, Igor
AU  - Filipović, Vuk
AU  - Nuss, Jon E.
AU  - Gomba, Laura M.
AU  - Opsenica, Dejan
AU  - Burnett, James C.
AU  - Gussio, Rick
AU  - Šolaja, Bogdan
AU  - Bavari, Sina
PY  - 2012
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/971
AB  - Botulinum neurotoxins (BoNTs), composed of a family of seven serotypes (categorized A-G), are the deadliest of known biological toxins. The activity of the metalloprotease, light chain (LC) component of the toxins is responsible for causing the life-threatening paralysis associated with the disease botulism. Herein we report significantly more potent analogs of novel, lead BoNT serotype A LC inhibitor 2,5-bis(4-amidinophenyl)thiophene (K-i = 10.881 mu M +/- 0.90 mu M). Specifically, synthetic modifications involved simultaneously replacing the lead inhibitor's terminal bis-amidines with secondary amines and the systematic tethering of 4-amino-7-chloroquinoline substituents to provide derivatives with K-i values ranging from 0.302 mu M (+/- 0.03 mu M) to 0.889 mu M (+/- 0.11 mu M).
PB  - Elsevier France-Editions Scientifiques Medicales Elsevier, Paris
T2  - European Journal of Medicinal Chemistry
T1  - The synthesis of 2,5-bis(4-amidinophenyl)thiophene derivatives providing submicromolar-range inhibition of the botulinum neurotoxin serotype A metalloprotease
VL  - 53
SP  - 374
EP  - 379
DO  - 10.1016/j.ejmech.2012.03.043
ER  - 
@article{
author = "Opsenica, Igor and Filipović, Vuk and Nuss, Jon E. and Gomba, Laura M. and Opsenica, Dejan and Burnett, James C. and Gussio, Rick and Šolaja, Bogdan and Bavari, Sina",
year = "2012",
abstract = "Botulinum neurotoxins (BoNTs), composed of a family of seven serotypes (categorized A-G), are the deadliest of known biological toxins. The activity of the metalloprotease, light chain (LC) component of the toxins is responsible for causing the life-threatening paralysis associated with the disease botulism. Herein we report significantly more potent analogs of novel, lead BoNT serotype A LC inhibitor 2,5-bis(4-amidinophenyl)thiophene (K-i = 10.881 mu M +/- 0.90 mu M). Specifically, synthetic modifications involved simultaneously replacing the lead inhibitor's terminal bis-amidines with secondary amines and the systematic tethering of 4-amino-7-chloroquinoline substituents to provide derivatives with K-i values ranging from 0.302 mu M (+/- 0.03 mu M) to 0.889 mu M (+/- 0.11 mu M).",
publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Paris",
journal = "European Journal of Medicinal Chemistry",
title = "The synthesis of 2,5-bis(4-amidinophenyl)thiophene derivatives providing submicromolar-range inhibition of the botulinum neurotoxin serotype A metalloprotease",
volume = "53",
pages = "374-379",
doi = "10.1016/j.ejmech.2012.03.043"
}
Opsenica, I., Filipović, V., Nuss, J. E., Gomba, L. M., Opsenica, D., Burnett, J. C., Gussio, R., Šolaja, B.,& Bavari, S.. (2012). The synthesis of 2,5-bis(4-amidinophenyl)thiophene derivatives providing submicromolar-range inhibition of the botulinum neurotoxin serotype A metalloprotease. in European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Paris., 53, 374-379.
https://doi.org/10.1016/j.ejmech.2012.03.043
Opsenica I, Filipović V, Nuss JE, Gomba LM, Opsenica D, Burnett JC, Gussio R, Šolaja B, Bavari S. The synthesis of 2,5-bis(4-amidinophenyl)thiophene derivatives providing submicromolar-range inhibition of the botulinum neurotoxin serotype A metalloprotease. in European Journal of Medicinal Chemistry. 2012;53:374-379.
doi:10.1016/j.ejmech.2012.03.043 .
Opsenica, Igor, Filipović, Vuk, Nuss, Jon E., Gomba, Laura M., Opsenica, Dejan, Burnett, James C., Gussio, Rick, Šolaja, Bogdan, Bavari, Sina, "The synthesis of 2,5-bis(4-amidinophenyl)thiophene derivatives providing submicromolar-range inhibition of the botulinum neurotoxin serotype A metalloprotease" in European Journal of Medicinal Chemistry, 53 (2012):374-379,
https://doi.org/10.1016/j.ejmech.2012.03.043 . .
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