title: Antimony(III) complexes with 2-amino-4,6-dimethoxypyrimidines: Synthesis, characterization and biological evaluation.
abstract: Novel pyrimidine compound bearing disulfide bridge, 5,5'-disulfanediylbis(2-amino-4,6-dimetoxypyrimidine) (3) was synthesized by reduction of 2-amino-4,6-dimethoxy-5-thiocyanatopyrimidine for the first time, and its structure was confirmed by X-ray crystallographic analysis. Novel binuclear antimony(III) compound of (3), {Sb[5,5'-disulfanediylbis(2-amino-4,6-dimetoxypyrimidine)]Cl3}2 (4) and mononuclear antimony(III) compounds, SbL2Cl3, [L: 2-amino-5-thiol-4,6-dimethoxy pyrimidine (2) and 2-amino-5-(1H-tetrazol-5-ylthio)-4,6-dimethoxypyrimidine (6)] were synthesized and characterized with the help of elemental analysis, molecular conductivity, FT-IR, (1)H-NMR and LC-MS techniques. The geometrical structures optimized by a DFT/B3LYP/LANL2DZ method of the compounds, indicated that monomeric compounds have square pyramidal shape. Both antileishmanial activity against Leishmania tropica promastigote and glutathione reductase inhibitory activity were determined in vitro. The results showed that (3) has the best biological activity.
authors.affiliation: Ahi Evran University, Faculty of Engineering-Architecture, Departmant of Chemistry and Process Engineering, Kirsehir, Turkey.
authors.forename: Turgay
authors.initials: T
authors.lastname: Tunç
authors.affiliation: Gazi University, Science Faculty, Chemistry Department, Ankara, Turkey. Electronic address: mkaracan@gazi.edu.tr.
authors.forename: Mehmet Sayım
authors.initials: MS
authors.lastname: Karacan
authors.affiliation: Department of Physics, Faculty of Science and Arts, Ondokuz Mayıs University, Samsun, Turkey.
authors.forename: Hatice
authors.initials: H
authors.lastname: Ertabaklar
authors.affiliation: Department of Physics Education, Gazi University, Ankara, Turkey.
authors.forename: Musa
authors.initials: M
authors.lastname: Sarı
authors.affiliation: Gazi University, Science Faculty, Chemistry Department, Ankara, Turkey.
authors.forename: Nurcan
authors.initials: N
authors.lastname: Karacan
authors.affiliation: Adnan Menderes University, Medicine Faculty, Parasitology Department, Aydin, Turkey.
authors.forename: Orhan
authors.initials: O
authors.lastname: Büyükgüngör
mesh_terms: D000965:Antimony / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D056831:Coordination Complexes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D018360:Crystallography, X-Ray; D005980:Glutathione Reductase / Q000037:antagonists & inhibitors / Q000378:metabolism; D020128:Inhibitory Concentration 50; D007895:Leishmania tropica / Q000187:drug effects; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008968:Molecular Conformation; D011485:Protein Binding; D011743:Pyrimidines / Q000737:chemistry*; D017550:Spectroscopy, Fourier Transform Infrared
chemical_list: D056831:Coordination Complexes; D011743:Pyrimidines; C518759:2-amino-4,6-dimethoxypyrimidine; D000965:Antimony; D005980:Glutathione Reductase
keywords: Antileishmanial activity; Antimony(III) complexes; Glutathione reductase inhibition