氨基葡萄糖基衍生物新型二丁基锡羧酸盐的合成及其抗肿瘤活性
Synthesis and antitumor activity of novel dibutyltin carboxylates of aminoglucosyl derivatives.
作者信息
Li Wei, Zhang Zhong-Wei, Ren Su-Mei, Sibiril Yann, Parent Massin Dominique, Jiang Tao
机构信息
Key Laboratory of Marine Drugs, The Ministry of Education of China, School of Pharmacy, Ocean University of China, Qingdao, China.
出版信息
Chem Biol Drug Des. 2009 Jun;73(6):682-6. doi: 10.1111/j.1747-0285.2009.00822.x.
In this study, di-n-butyltin(IV) oxide was reacted with the amino glucose analog, cis-4-[N-(1',3',4',6'-tetra-O-benzoyl-2-deoxy-glucopyranosyl)imido]-4-oxo-2-butenoic acid (1a) and o-[N-(1',3',4',6'-tetra-O-benzoyl-2-deoxy-glucopyranosyl) carbamoyl] benzoic acid (2a) to give the complexes bis-{cis-4-[N-(1',3',4',6'-tetra-O-benzoyl-2-deoxy-glucopyranosyl)imido-4-oxo-2-butenoic acid]-di-n-butyltin} carboxylate (1) and bis-{o-[N-(1',3',4',6'-tetra-O-benzoyl-2-deoxy-glucopyranosyl) carbamoyl-benzoic acid]-di-n-butyltin}carboxylate (2). These two compounds were then characterized by IR, NMR and MS. In vitro tests showed that both compounds have high cytotoxicity in four tumor cell lines (P388, HL-60, A549 and BEL-7402). Clonogenic assays demonstrated that both compounds 1 and 2 have hematopoietic cell toxicity at 10(-6) M.
在本研究中，二氧化二正丁基锡(IV) 与氨基葡萄糖类似物顺式-4-[N-(1',3',4',6'-四-O-苯甲酰基-2-脱氧吡喃葡萄糖基)亚氨基]-4-氧代-2-丁烯酸 (1a) 和邻-[N-(1',3',4',6'-四-O-苯甲酰基-2-脱氧吡喃葡萄糖基)氨基甲酰基]苯甲酸 (2a) 反应，得到配合物双-{顺式-4-[N-(1',3',4',6'-四-O-苯甲酰基-2-脱氧吡喃葡萄糖基)亚氨基-4-氧代-2-丁烯酸]-二正丁基锡}羧酸盐 (1) 和双-{邻-[N-(1',3',4',6'-四-O-苯甲酰基-2-脱氧吡喃葡萄糖基)氨基甲酰基-苯甲酸]-二正丁基锡}羧酸盐 (2)。然后通过红外光谱、核磁共振和质谱对这两种化合物进行了表征。体外试验表明，这两种化合物在四种肿瘤细胞系（P388、HL-60、A549 和 BEL-7402）中均具有高细胞毒性。克隆形成试验表明，化合物 1 和 2 在 10(-6) M 时均具有造血细胞毒性。
Zotero 插件