title: DNA cleavage, antimicrobial studies and a DFT-based QSAR study of new antimony(III) complexes as glutathione reductase inhibitor.
abstract: New antimony(III) complexes, [Sb(2-aminopyridine)2Cl3] (1a), [Sb(2-aminopyridine)2Br3] (1b), [Sb(5-methyl-2-aminopyridine)2Cl3] (2a), [Sb(5-methyl-2-aminopyridine)2Br3] (2b), [Sb(2-aminopyrimidine)2Cl3] (3a), [Sb(2-aminopyrimidine)2Br3] (3b), [Sb(4,6-dimethoxy-2-aminopyrimidine)2Cl3] (4a), [Sb(4,6-dimethoxy-2-aminopyrimidine)2Br3] (4b), [Sb(2-amino-1,3,5-triazine)2Cl3] (5a), [Sb(2-amino-1,3,5-triazine)2Br3] (5b), [Sb(2-guanidinobenzimidazole) Cl3] (6a), [Sb(2-guanidinobenzimidazole)Br3] (6b) [Sb(2- benzyl-2-thiopseudeourea)2Cl3] (7a) and [Sb(2- benzyl-2-thiopseudeourea)2Br3] (7b) were synthesized. Their structures were characterized by elemental analysis, molecular conductivity, FT-IR, (1)H NMR, LC-MS techniques. Glutathione reductase inhibitor activity, antimicrobial activity and DNA cleavage studies of the complexes were determined. The geometrical structures of the complexes were optimized by DFT/B3LYP method with LANL2DZ as basis set. Calculation results indicated that the equilibrium geometries of all complexes have square pyramidal shape. About 350 molecular descriptors (constitutional, topological, geometrical, electrostatic and quantum chemical parameters) of the complexes were calculated by DFT/B3LYP/LANL2DZ method with CODESSA software. Calculated molecular parameters were correlated to glutathione reductase inhibitory activity values (pIC50) of all complexes by Best Multi-Linear Regression (BMLR) method. Obtained two-parameter QSAR equation shows that increase in "maximum partial charge for a H atom" and decrease in HOMO-LUMO gap would be favorable for the glutathione reductase inhibitory activity.
authors.affiliation: Ahi Evran University, Science Faculty, Chemistry Department, Kirsehir, Turkey.
authors.forename: Turgay
authors.initials: T
authors.lastname: Tunç
authors.affiliation: Ankara University, Science Faculty, Biology Department, Ankara, Turkey.
authors.forename: Yasemin
authors.initials: Y
authors.lastname: Koç
authors.affiliation: Gazi University, Science Faculty, Biology Department, Ankara, Turkey.
authors.forename: Leyla
authors.initials: L
authors.lastname: Açık
authors.affiliation: Gazi University, Science Faculty, Chemistry Department, Ankara, Turkey.
authors.forename: Mehmet Sayım
authors.initials: MS
authors.lastname: Karacan
authors.affiliation: Gazi University, Science Faculty, Chemistry Department, Ankara, Turkey. Electronic address: nkaracan@gazi.edu.tr.
authors.forename: Nurcan
authors.initials: N
authors.lastname: Karacan
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D000965:Antimony / Q000737:chemistry / Q000494:pharmacology; D056831:Coordination Complexes / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D053837:DNA Cleavage / Q000187:drug effects*; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D005980:Glutathione Reductase / Q000037:antagonists & inhibitors*; D008826:Microbial Sensitivity Tests; D021281:Quantitative Structure-Activity Relationship; D017550:Spectroscopy, Fourier Transform Infrared
chemical_list: D000900:Anti-Bacterial Agents; D056831:Coordination Complexes; D004791:Enzyme Inhibitors; D000965:Antimony; D005980:Glutathione Reductase
keywords: Antimony(III) complexes; DNA cleavage activity antimicrobial activity; Glutathione reductase inhibitors; QSAR