Cytotoxic Activity of Silyl‐ and Germyl‐Substituted 4,4‐Dioxo‐3a,6a‐Dihydrothieno[2, 3 − d]isoxazolines‐2
Author(s) -
E. Lukevics,
Pavel Arsenyan,
Irīna Shestakova,
Olga Zharkova,
I. Kanepe,
R. Mezapuke,
Olga Pudova
Publication year - 2000
Publication title -
metal-based drugs
Language(s) - English
Resource type - Journals
ISSN - 0793-0291
DOI - 10.1155/mbd.2000.63
Subject(s) - cycloaddition , benzonitrile , silylation , chemistry , nitrile , acetonitrile , stereochemistry , thiophene , medicinal chemistry , organic chemistry , catalysis
The [2+3] dipolar cycloaddition of nitrile oxides to the double C = C bonds of thiophene-1, 1-dioxides leads to formation of the fused isoxazolines-2 (1, 2). Tumor growth inhibition of these compounds strongly depends on the nature of group IV A element increasing from slightly active tert-butyl derivatives to silicon and germanium containing analogues. The products of benzonitrile oxide cycloaddition have greater cytotoxic effect than the compounds obtained from the cycloaddition reaction of 2, 5-disubstituted thiophene-1, 1-dioxides with acetonitrile oxide. Fused silyl substituted isoxazolines-2 are stronger NO-inducers than their germyl and tert-butyl analogues.
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