期刊论文

Yin, S.-F.

英文

Journal of Organometallic Chemistry

0022-328X

2009

694

18

3019-3026

10.1016/j.jorganchem.2009.05.003

本校为其他机构

Six compounds of cyclic hypervalent organobismuth(III) chlorides and triphenylgermylpropionates bearing a nitrogen or sulfur atom as intramolecular coordination atom have been synthesized and characterized. The results of single-crystal X-ray analysis reveal that the eight-membered tetrahydroazabismocine rings are highly flexible. The Bi-S or Bi-N bond lengths in the thiabismocine or azabismocine derivatives are dependent on how the substituted groups are acting on the Bi, S or N atom. The replacement of the chlorine atom in azabismocine and thiabismocine with the triphenylgermylpropionic group (Ph<inf>3</inf>GeCH<inf>2</inf>CH<inf>2</inf>COO{single bond}) leads to the lengthening of Bi-N and Bi-S bond. The substituents connected with the nitrogen atom also have an effect on the Bi-N bond length of azabismocine. For example, a cyclohexyl group has electron-donating ability higher than a phenyl group;the replacement of the former by the latter would lead to the decline of Bi-N bond length and increase of C<inf>Ar</inf>-Bi-C<inf>Ar</inf> angle in the eight-membered ring. The in vitro antiproliferative activities of the fabricated materials were compared on gastric carcinoma cells by means of the 3-(4,5-dimethyl-2-thiazolyl)-2,5-diphenyl tetrazolium bromide (MTT) method. It was found that the compounds show antiproliferative activity on gastric carcinoma cells (MGC-803) much higher than that of cisplatin. Moreover, there is enhancement of antiproliferative activity when the chlorine atom of the bismocine compounds is replaced by the triphenylgermylpropionic group, giving a low IC<inf>50</inf> value of 0.7 &mu;M for thiabismocine triphenylgermylpropionate. &copy;2009 Elsevier B.V. All rights reserved.