Synthesis, crystal structure and in vitro antitumor activity of di-n-butyltin 4′-(7-oxabicyclo [2,2,1]-5-heptane-2,3-dicarboximide) benzoates

被引：29

作者：

Zhou, YZ

Jiang, T ^{[1
]}

Ren, SM

Yu, JS

Xia, ZC

机构：

[1] Ocean Univ China, Marine Drug & Food Inst, Qingdao 266003, Peoples R China

[2] Jilin Univ, Minist Educ, Key Lab Supramol Struct & Mat, Changchun 130023, Peoples R China

[3] McGill Univ, Dept Chem, Montreal, PQ H3A 2K6, Canada

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2005年 / 690卷 / 09期

关键词：

organotin; cantharidin; synthesis; crystal structure; antitumor activity;

D O I：

10.1016/j.jorganchem.2005.01.062

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Dibutyltin(IV) oxide reacts with the cantharidin analogue, 4'-(7-oxabicyclo [2,2,1]-5-heptane-2,3-dicarboximide) benzoic acid, A, to give the complexes [(p-C8H8NO3-C6H4-COOBu2Sn)(2)O](2) (1) and (p-C8H8NO3-C6H4-COO)(2)SnBu2 (2) which had been characterized by IR and H-1, C-13, Sn-119 NMR. Single X-ray crystal structure analysis has been determined for compound (1), which was analogue to most other [(RCOOBu2Sn)(2)O](2). The dimer features central of Bu4SnO2 unit with the two Bu2Sn groups being linked via bridging oxygen atom. Each tin atom adopts distorted trigonal bipyramidal structures via two carbons from a dibutyl moiety and three oxygen atoms from cantharidin derivative and bridging oxygen atom. In vitro tests show compounds I and 2 exhibit high cytotoxicity against P388 and HL-60. (c) 2005 Elsevier B.V. All rights reserved.

引用

页码：2186 / 2190

页数：5

共 16 条

[1] Synthesis, characterization, X-ray crystal structure and in vitro antitumour activity of sodium bis(2-(3′,6′,9′-trioxadecyl)-1,2-dicarba-closo- dodecaborane-1-carboxylato)triphenylstannate
Bregade, VI
Glazun, SA
Petrovskii, PV
Starikova, ZA
Buyanovskaya, AG
Takazova, RU
Gielen, M
de Vos, D
Kemmer, M
Biesemans, M
Willem, R
[J]. APPLIED ORGANOMETALLIC CHEMISTRY, 2004, 18 (04) : 191 - 194
[2] Synthesis, characterization, X-ray crystal structure and in vitro antitumour activity of bis(1,2-dicarba-closo-decaborane-9-carboxylato)di-n-butyltin
Bregadze, VI
Glazun, SA
Petrovskii, PV
Starikova, ZA
Rochev, VY
Dalil, H
Biesemans, M
Willem, R
Gielen, M
de Vos, D
[J]. APPLIED ORGANOMETALLIC CHEMISTRY, 2003, 17 (6-7) : 453 - 457
[3] CHENG XZ, 2004, UNPUB J OCEAN U CHIN
[4] Organotin compounds and their therapeutic potential: a report from the Organometallic Chemistry Department of the Free University of Brussels
Gielen, M
[J]. APPLIED ORGANOMETALLIC CHEMISTRY, 2002, 16 (09) : 481 - 494
[5] Synthesis, characterization and in vitro antitumor activity of di- and triorganotin derivatives of polyoxa- and biologically relevant carboxylic acids
Gielen, M
Biesemans, M
de Vos, D
Willem, R
[J]. JOURNAL OF INORGANIC BIOCHEMISTRY, 2000, 79 (1-4) : 139 - 145
[6] HOLCEEK J, 1986, J ORGANOMET CHEM, V315, P299
[7] HU C, 1994, CHIN J MED CHEM, V4, P32
[8] Dibutyltin perfluoroalkanecarboxylates: synthesis, NMR characterization and in vitro antitumour activity
Kemmer, M
Dalil, H
Biesemans, M
Martins, JC
Mahieu, B
Horn, E
de Vos, D
Tiekink, ERT
Willem, R
Gielen, M
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2000, 608 (1-2) : 63 - 70
[9] Liu FL, 2002, CHINESE J ORG CHEM, V22, P761
[10] Organotin(IV)n+ complexes formed with biologically active ligands:: equilibrium and structural studies, and some biological aspects
Pellerito, L
Nagy, L
[J]. COORDINATION CHEMISTRY REVIEWS, 2002, 224 (1-2) : 111 - 150

← 1 2 →