Design and microwave-assisted synthesis of tri- and dialkyltin(IV) hippurates, characterization, in vitro anti-cancer and in vivo anti-inflammatory activities

被引：0
作者：
Mala Nath
Monika Vats
Parta Roy
机构：
[1] Indian Institute of Technology Roorkee,Department of Chemistry
[2] Indian Institute of Technology Roorkee,Department of Biotechnology
来源：
Medicinal Chemistry Research | 2015年 / 24卷
关键词：
Organotin(IV) hippurates; Anti-cancer activity; Anti-inflammatory activity; Microwave-assisted synthesis; Conventional thermal synthesis;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
Microwave-assisted reactions of triorganotin(IV)/diorganotin(IV) chlorides/oxides with hippuric acid (HHA), in 1:1 or 1:2 molar ratio resulted R3Sn(HA) (R = Ph (1b), n-Bu (2b), and Me (3b))/R2Sn(HA)2 (R = n-Oct (4b),n-Bu (5b), and Me (6b)); (HA = anion of hippuric acid). However, all complexes (1a–6a) were also synthesized under conventional thermal conditions for comparison. IR, ESI–MS, and NMR (1H, 13C and 119Sn) spectroscopic studies revealed that R3Sn(HA) (1–3) and R2Sn(HA)2 (4, 5) exhibit trigonal–bipyramidal and tetrahedral geometry, respectively (except dimethyltin(IV) hippurate (6) exhibiting octahedral geometry). All complexes (1b–6b) have been screened in vitro against five cancer cell lines of human origin, viz. MCF-7 (mammary cancer), HEK-293 (kidney cancer), PC-3 (prostate cancer), HCT-15 (colon cancer), and HepG-2 (liver cancer). Compounds 1b and 3b exhibited good anti-cancer activity against MCF-7, HEK-293, and PC-3 cell lines, while 6b showed better activity against PC-3 and HepG-2 cell lines. Toxicity and in vivo anti-inflammatory activity of all (1b–6b) complexes in Swiss albino mice have also been carried out. Compound 1b exhibited the highest anti-inflammatory activity among the studied complexes.
引用
收藏
页码：51 / 62
页数：11
相关论文
共 200 条
[21]  
Parge HE(2008)SnC Altern Med Rev 13 292-306
[22]  
Smith FE(2010)H J Organomet Chem 695 2493-2498
[23]  
Davies AG(2010)N BMC Complement Altern Med 10 55-62
[24]  
Deacon GB(1986)O Organometallics 5 85-89
[25]  
Phillips RJ(2010)In vitro cytotoxic activity of Thai medicinal plants used traditionally to treat cancer Tanz J Health Res 12 63-67
[26]  
Gielen M(1983)Characterization of diorganotin(IV) complexes with captopril. The first crystallographically authenticated metal complex of this anti-hypertensive agent J Immunol Methods 65 55-63
[27]  
Gupta RK(2008)Organotin(IV) esters of 4-male-imidobenzoic acid: Synthesis, characterization and in vitro anti-leishmanial effects J Organomet Chem 693 3111-3116
[28]  
Mishra R(1999)Novel synthetic approach for antifungal and antibacterial organotin compounds J Organomet Chem 577 1-8
[29]  
Mukhopadhyay K(1999)Structure determination by NMR spectroscopy. Coorelation of | Appl Organomet Chem 13 29-37
[30]  
Tiwari RK(2001)J( Coord Chem Rev 215 99-149
12345678910