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Synthesis, structure and cytotoxic activity of new 1‐[5‐organylsilyl(germyl)‐2‐furyl (thienyl)]nitroethenes
Author(s) -
Ignatovich Luba,
Muravenko Velta,
Romanovs Vitalijs,
Sleiksha Ilze,
Shestakova Irina,
Domrachova Ilona,
Belyakov Sergey,
Popelis Jury,
Lukevics Edmunds
Publication year - 2010
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.1712
Subject(s) - chemistry , nitromethane , ammonium acetate , substituent , catalysis , condensation reaction , stereochemistry , cytotoxicity , medicinal chemistry , organic chemistry , high performance liquid chromatography , in vitro , biochemistry
New highly cytotoxic 1‐[5‐organylsilyl(germyl)‐2‐furyl(thienyl)]nitroethenes (IC 50 0.3–3 µg ml −1 ) have been prepared by condensation reaction of corresponding silicon‐ and germanium‐containing heterocyclic aldehydes with nitromethane using ammonium acetate as the catalyst. The desired nitroethenes were identified by NMR ( 1 H, 13 C and 29 Si), IR, HRMS and GC‐MS spectra. The structure of 1‐(5‐triphenylsilyl‐2‐thienyl)nitroethene was studied by X‐ray. The influence of the substituent structure on the cytotoxicity was investigated. Copyright © 2010 John Wiley & Sons, Ltd.