Development of molecules with antiinflammatory and cardioprotective activity: structural modifications, modelling, physicochemical characterization and formulation investigations

Link to this page

info:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172041/RS//

Development of molecules with antiinflammatory and cardioprotective activity: structural modifications, modelling, physicochemical characterization and formulation investigations (en)
Развој молекула са антиинфламаторним и кардиопроактивним дејством: структурне модификације, моделовање, физичкохемијска карактеризација и формулациона испитивања (sr)
Razvoj molekula sa antiinflamatornim i kardioproaktivnim dejstvom: strukturne modifikacije, modelovanje, fizičkohemijska karakterizacija i formulaciona ispitivanja (sr_RS)
Authors

Publications

Structure-activity relationships of propafenone analogues on Pseudomonas aeruginosa: experimental and docking studies

Senćanski, Milan V.; Ivković, B.; Božić, D.; Grubišić, S.; Milenković, Milica; Vujić, Z.

(Society of Physical Chemists of Serbia, 2016)

TY  - CONF
AU  - Senćanski, Milan V.
AU  - Ivković, B.
AU  - Božić, D.
AU  - Grubišić, S.
AU  - Milenković, Milica
AU  - Vujić, Z.
PY  - 2016
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/9211
AB  - Series  of  six  propafenone  analogues  has  been  evaluated  for  antimicrobial activities  against Pseudomonas  aeruginosa. Antimicrobial  activity  were confirmed  for  all  tested  compounds. The  Docking  studies  of propafenone analogues  into  a  X-ray  crystal  structures  of  porin  Pseudomonas  aeruginosa suggest  that  propafenone  analogues  show  an  interactions  which  may  affect the functionality of porin i.e. bacterial cell.
PB  - Society of Physical Chemists of Serbia
C3  - Physical chemistry 2016 : 13th international conference on fundamental and applied aspects of physical chemistry
T1  - Structure-activity relationships of propafenone analogues on Pseudomonas aeruginosa: experimental and docking studies
SP  - 475
EP  - 478
UR  - https://hdl.handle.net/21.15107/rcub_vinar_9211
ER  - 
@conference{
author = "Senćanski, Milan V. and Ivković, B. and Božić, D. and Grubišić, S. and Milenković, Milica and Vujić, Z.",
year = "2016",
abstract = "Series  of  six  propafenone  analogues  has  been  evaluated  for  antimicrobial activities  against Pseudomonas  aeruginosa. Antimicrobial  activity  were confirmed  for  all  tested  compounds. The  Docking  studies  of propafenone analogues  into  a  X-ray  crystal  structures  of  porin  Pseudomonas  aeruginosa suggest  that  propafenone  analogues  show  an  interactions  which  may  affect the functionality of porin i.e. bacterial cell.",
publisher = "Society of Physical Chemists of Serbia",
journal = "Physical chemistry 2016 : 13th international conference on fundamental and applied aspects of physical chemistry",
title = "Structure-activity relationships of propafenone analogues on Pseudomonas aeruginosa: experimental and docking studies",
pages = "475-478",
url = "https://hdl.handle.net/21.15107/rcub_vinar_9211"
}
Senćanski, M. V., Ivković, B., Božić, D., Grubišić, S., Milenković, M.,& Vujić, Z.. (2016). Structure-activity relationships of propafenone analogues on Pseudomonas aeruginosa: experimental and docking studies. in Physical chemistry 2016 : 13th international conference on fundamental and applied aspects of physical chemistry
Society of Physical Chemists of Serbia., 475-478.
https://hdl.handle.net/21.15107/rcub_vinar_9211
Senćanski MV, Ivković B, Božić D, Grubišić S, Milenković M, Vujić Z. Structure-activity relationships of propafenone analogues on Pseudomonas aeruginosa: experimental and docking studies. in Physical chemistry 2016 : 13th international conference on fundamental and applied aspects of physical chemistry. 2016;:475-478.
https://hdl.handle.net/21.15107/rcub_vinar_9211 .
Senćanski, Milan V., Ivković, B., Božić, D., Grubišić, S., Milenković, Milica, Vujić, Z., "Structure-activity relationships of propafenone analogues on Pseudomonas aeruginosa: experimental and docking studies" in Physical chemistry 2016 : 13th international conference on fundamental and applied aspects of physical chemistry (2016):475-478,
https://hdl.handle.net/21.15107/rcub_vinar_9211 .

Synthesis, crystal structure and local anti-inflammatory activity of the L-phenylalanine methyl ester derivative of dexamethasone-derived cortienic acid

Dobričić, Vladimir; Francuski, Bojana M.; Jaćević, Vesna; Rodić, Marko V.; Vladimirov, Sote; Čudina, Olivera; Francuski, Đorđe D.

(2015)

TY  - JOUR
AU  - Dobričić, Vladimir
AU  - Francuski, Bojana M.
AU  - Jaćević, Vesna
AU  - Rodić, Marko V.
AU  - Vladimirov, Sote
AU  - Čudina, Olivera
AU  - Francuski, Đorđe D.
PY  - 2015
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/866
AB  - The L-phenylalanine methyl ester derivative of dexamethasone-derived cortienic acid (DF) was synthesized and its crystal structure characterized by the X-ray diffraction method. The crystal system is orthorhombic with space group P2(1)2(1)2(1) and cell constants a = 8.2969(3) angstrom, b = 18.9358(8) angstrom, c = 20.0904(6) angstrom, V = 3156.4(2) angstrom(3) and Z = 4. Ring A of the steroid nucleus and phenyl ring in the 17 beta-side chain are almost planar. Rings B and C have a slightly distorted chair conformation, whereas ring D has an envelope conformation. The packing of DF is characterized by a network of intermolecular hydrogen bonds involving the O4 atom from one side of the steroid nucleus and O1 and F1 atoms from the other side as hydrogen bond acceptors. Apart from the intermolecular hydrogen bonds in the crystal packing, there are also numerous intramolecular hydrogen bonds of the N-H center dot center dot center dot O, C-H center dot center dot center dot O and C-H center dot center dot center dot F type. The local anti-inflammatory activity of DF was evaluated using the croton oil-induced ear oedema test. This derivative achieved maximal inhibition of ear oedema at significantly lower concentration in comparison with dexamethasone.
T2  - Journal of the Serbian Chemical Society
T1  - Synthesis, crystal structure and local anti-inflammatory activity of the L-phenylalanine methyl ester derivative of dexamethasone-derived cortienic acid
VL  - 80
IS  - 12
SP  - 1481
EP  - 1488
DO  - 10.2298/JSC150505067D
ER  - 
@article{
author = "Dobričić, Vladimir and Francuski, Bojana M. and Jaćević, Vesna and Rodić, Marko V. and Vladimirov, Sote and Čudina, Olivera and Francuski, Đorđe D.",
year = "2015",
abstract = "The L-phenylalanine methyl ester derivative of dexamethasone-derived cortienic acid (DF) was synthesized and its crystal structure characterized by the X-ray diffraction method. The crystal system is orthorhombic with space group P2(1)2(1)2(1) and cell constants a = 8.2969(3) angstrom, b = 18.9358(8) angstrom, c = 20.0904(6) angstrom, V = 3156.4(2) angstrom(3) and Z = 4. Ring A of the steroid nucleus and phenyl ring in the 17 beta-side chain are almost planar. Rings B and C have a slightly distorted chair conformation, whereas ring D has an envelope conformation. The packing of DF is characterized by a network of intermolecular hydrogen bonds involving the O4 atom from one side of the steroid nucleus and O1 and F1 atoms from the other side as hydrogen bond acceptors. Apart from the intermolecular hydrogen bonds in the crystal packing, there are also numerous intramolecular hydrogen bonds of the N-H center dot center dot center dot O, C-H center dot center dot center dot O and C-H center dot center dot center dot F type. The local anti-inflammatory activity of DF was evaluated using the croton oil-induced ear oedema test. This derivative achieved maximal inhibition of ear oedema at significantly lower concentration in comparison with dexamethasone.",
journal = "Journal of the Serbian Chemical Society",
title = "Synthesis, crystal structure and local anti-inflammatory activity of the L-phenylalanine methyl ester derivative of dexamethasone-derived cortienic acid",
volume = "80",
number = "12",
pages = "1481-1488",
doi = "10.2298/JSC150505067D"
}
Dobričić, V., Francuski, B. M., Jaćević, V., Rodić, M. V., Vladimirov, S., Čudina, O.,& Francuski, Đ. D.. (2015). Synthesis, crystal structure and local anti-inflammatory activity of the L-phenylalanine methyl ester derivative of dexamethasone-derived cortienic acid. in Journal of the Serbian Chemical Society, 80(12), 1481-1488.
https://doi.org/10.2298/JSC150505067D
Dobričić V, Francuski BM, Jaćević V, Rodić MV, Vladimirov S, Čudina O, Francuski ĐD. Synthesis, crystal structure and local anti-inflammatory activity of the L-phenylalanine methyl ester derivative of dexamethasone-derived cortienic acid. in Journal of the Serbian Chemical Society. 2015;80(12):1481-1488.
doi:10.2298/JSC150505067D .
Dobričić, Vladimir, Francuski, Bojana M., Jaćević, Vesna, Rodić, Marko V., Vladimirov, Sote, Čudina, Olivera, Francuski, Đorđe D., "Synthesis, crystal structure and local anti-inflammatory activity of the L-phenylalanine methyl ester derivative of dexamethasone-derived cortienic acid" in Journal of the Serbian Chemical Society, 80, no. 12 (2015):1481-1488,
https://doi.org/10.2298/JSC150505067D . .
4
3
5

The effect of lipophilicity on the hepatobiliary properties of iminodiacetic acid derivatives in the conditions of hyperbilirubinemia

Brborić, Jasmina; Jovanovic, M. S.; Vranješ-Đurić, Sanja; Čudina, Olivera; Marković, Bojan D.; Vladimirov, Sote

(2013)

TY  - JOUR
AU  - Brborić, Jasmina
AU  - Jovanovic, M. S.
AU  - Vranješ-Đurić, Sanja
AU  - Čudina, Olivera
AU  - Marković, Bojan D.
AU  - Vladimirov, Sote
PY  - 2013
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/5394
AB  - The partition coefficients (log P) of theoretically possible alkyliodinated iminodiacetic acid (IDA) derivatives and commercial IDA derivatives were calculated using two computer programs: ChemSketch Log P and ChemOffice Ultra. Newly synthesized ligands (DIETHYLIODIDA and DIISOPROPYLIODIDA) with the highest calculated log P were labeled with technetium-99m. The biodistribution and the influence of bilirubin on their biokinetics were investigated in rats and compared to corresponding results for commercial Tc-99m-BROMIDA. Log P of Tc-99m-complexes of synthesized ligands were determined experimentally as well as the protein binding. In comparison to Tc-99m-BROMIDA, Tc-99m-DIETHYLIODIDA has: (a) better biliary excretion (2.76 +/- 0.15%ID/g versus 1.83 +/- 0.10%ID/g); (b) faster hepatic clearance (2.90 +/- 0.21%ID/g versus 7.47 +/- 0.70%ID/g) and decreased biliary excretion (for 14% versus 22%) in conditions of hyperbilirubinemia after 15 min. It is proved that Tc-99m-DIISOPROPYLIODIDA has a prolonged hepatic transit time and decreased biliary excretion. (c) 2012 Elsevier Ltd. All rights reserved.
T2  - Applied Radiation and Isotopes
T1  - The effect of lipophilicity on the hepatobiliary properties of iminodiacetic acid derivatives in the conditions of hyperbilirubinemia
VL  - 74
SP  - 31
EP  - 35
DO  - 10.1016/j.apradiso.2012.12.014
ER  - 
@article{
author = "Brborić, Jasmina and Jovanovic, M. S. and Vranješ-Đurić, Sanja and Čudina, Olivera and Marković, Bojan D. and Vladimirov, Sote",
year = "2013",
abstract = "The partition coefficients (log P) of theoretically possible alkyliodinated iminodiacetic acid (IDA) derivatives and commercial IDA derivatives were calculated using two computer programs: ChemSketch Log P and ChemOffice Ultra. Newly synthesized ligands (DIETHYLIODIDA and DIISOPROPYLIODIDA) with the highest calculated log P were labeled with technetium-99m. The biodistribution and the influence of bilirubin on their biokinetics were investigated in rats and compared to corresponding results for commercial Tc-99m-BROMIDA. Log P of Tc-99m-complexes of synthesized ligands were determined experimentally as well as the protein binding. In comparison to Tc-99m-BROMIDA, Tc-99m-DIETHYLIODIDA has: (a) better biliary excretion (2.76 +/- 0.15%ID/g versus 1.83 +/- 0.10%ID/g); (b) faster hepatic clearance (2.90 +/- 0.21%ID/g versus 7.47 +/- 0.70%ID/g) and decreased biliary excretion (for 14% versus 22%) in conditions of hyperbilirubinemia after 15 min. It is proved that Tc-99m-DIISOPROPYLIODIDA has a prolonged hepatic transit time and decreased biliary excretion. (c) 2012 Elsevier Ltd. All rights reserved.",
journal = "Applied Radiation and Isotopes",
title = "The effect of lipophilicity on the hepatobiliary properties of iminodiacetic acid derivatives in the conditions of hyperbilirubinemia",
volume = "74",
pages = "31-35",
doi = "10.1016/j.apradiso.2012.12.014"
}
Brborić, J., Jovanovic, M. S., Vranješ-Đurić, S., Čudina, O., Marković, B. D.,& Vladimirov, S.. (2013). The effect of lipophilicity on the hepatobiliary properties of iminodiacetic acid derivatives in the conditions of hyperbilirubinemia. in Applied Radiation and Isotopes, 74, 31-35.
https://doi.org/10.1016/j.apradiso.2012.12.014
Brborić J, Jovanovic MS, Vranješ-Đurić S, Čudina O, Marković BD, Vladimirov S. The effect of lipophilicity on the hepatobiliary properties of iminodiacetic acid derivatives in the conditions of hyperbilirubinemia. in Applied Radiation and Isotopes. 2013;74:31-35.
doi:10.1016/j.apradiso.2012.12.014 .
Brborić, Jasmina, Jovanovic, M. S., Vranješ-Đurić, Sanja, Čudina, Olivera, Marković, Bojan D., Vladimirov, Sote, "The effect of lipophilicity on the hepatobiliary properties of iminodiacetic acid derivatives in the conditions of hyperbilirubinemia" in Applied Radiation and Isotopes, 74 (2013):31-35,
https://doi.org/10.1016/j.apradiso.2012.12.014 . .
3
3
4