Premium
Synthesis, characterization, X‐ray crystal structure and in vitro antitumour activity of bis(1,2‐dicarba‐ closo ‐dodecaborane‐9‐carboxylato)di‐ n ‐butyltin
Author(s) -
Bregadze Vladimir I.,
Glazun Sergey A.,
Petrovskii Pavel V.,
Starikova Zoya A.,
Rochev Valery Ya.,
Dalil Hassan,
Biesemans Monique,
Willem Rudolph,
Gielen Marcel,
de Vos Dick
Publication year - 2003
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.456
Subject(s) - chemistry , carborane , moiety , stereochemistry , crystal structure , nuclear magnetic resonance spectroscopy , medicinal chemistry , crystallography
The 1 : 2 condensation of dibutyltin(IV) oxide with 1,2‐carborane‐9‐carboxylic acid resulted in bis(1,2‐dicarba‐ closo ‐dodecaborane‐9‐carboxylato)di‐ n ‐butyltin ( 1 ), the first carborane‐based organotin compound where the carborane cage is linked to the carboxylic moiety via a boron atom. The structure of 1 , characterized by 1 H, 11 B, 13 C, 119 Sn NMR spectroscopy and X‐ray diffraction, was shown to correspond to bis(1,2‐dicarba‐ closo ‐dodecaborane‐9‐carboxylato)di‐ n ‐butyltin. Compound 1 was screened in vitro against seven tumour cell lines of human origin and was found to be significantly more active than 5‐fluorouracil, cis ‐platin and carboplatin but less active than methotrexate and doxorubicin. Copyright © 2003 John Wiley & Sons, Ltd.