Tunç Turgay, Karacan Mehmet Sayım, Ertabaklar Hatice, Sarı Musa, Karacan Nurcan, Büyükgüngör Orhan
Ahi Evran University, Faculty of Engineering-Architecture, Departmant of Chemistry and Process Engineering, Kirsehir, Turkey.
Gazi University, Science Faculty, Chemistry Department, Ankara, Turkey.
J Photochem Photobiol B. 2015 Dec;153:206-14. doi: 10.1016/j.jphotobiol.2015.09.022. Epub 2015 Sep 25.
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.
首次通过还原 2-氨基-4,6-二甲氧基-5-硫氰基嘧啶合成了带有二硫键的新型嘧啶化合物 5,5'-二硫烷二基双(2-氨基-4,6-二甲氧基嘧啶)(3)，其结构通过 X 射线晶体学分析得以确证。合成了(3)的新型双核锑(III)化合物{ Sb[5,5'-二硫烷二基双(2-氨基-4,6-二甲氧基嘧啶)]Cl3}2 (4)以及单核锑(III)化合物 SbL2Cl3 [L: 2-氨基-5-硫醇基-4,6-二甲氧基嘧啶(2)和 2-氨基-5-(1H-四唑-5-基硫基)-4,6-二甲氧基嘧啶(6)]，并借助元素分析、分子电导率、傅里叶变换红外光谱、(1)H-核磁共振和液相色谱-质谱技术对其进行了表征。通过 DFT/B3LYP/LANL2DZ 方法对这些化合物的几何结构进行优化，结果表明单体化合物呈四方锥形状。在体外测定了对热带利什曼原虫前鞭毛体的抗利什曼活性以及谷胱甘肽还原酶抑制活性。结果显示(3)具有最佳的生物活性。
