Open AccessUse of synthetic equivalents of dipolar [C2] 2/2+ -synthons for synthesis of biologically active heterocyclic assemblies with coumarin links
Author(s) -
С. Н. Коваленко,
V. P. Chernykh,
Ya. V. Belokon,
I. V. Orlenko,
I. A. Zhuravel,
V. M. Nikitchenko,
A. V. Silin
Publication year - 1995
Publication title -
kazanskij medicinskij žurnal
Language(s) - English
Resource type - Journals
eISSN - 2587-9359
pISSN - 0368-4814
DOI - 10.17816/kazmj100584
Subject(s) - synthon , chemistry , biological activity , coumarin , combinatorial chemistry , nucleophile , stereochemistry , chemical synthesis , organic chemistry , biochemistry , in vitro , catalysis
Within the synthon approach the analysis of synthetical potential of the dipolar [C2] 2/2+ - synthons is performed. The possible reaction pathways of cyclization of the dipolar electrophilic [C2]22+-synthons with the dipolar nucleophilic [SN]32-, [SN]42-, [CN]32-, [N2]32--synthons are determined. As synthetical equivalents of [C2]22+-synthons, 3-(-bromoacetyl) coumarins are chosen. On the basis of the new and improved methods of syntheseis two- and threelink biologically active assemlies of cycles with terminal coumarin links containing thriazole, indolizine, azoindolizine, 1, 3, 4-thiadiazine, furane, quinoxaline and oxazole rings are synthesized. The biological activity of 3-thiazolylcoumarins is investigated. It is stated that all of the compounds under investigation are low toxic and some of them manifest the pronounetd diuretic, antiinflammatory and membrane-stabilizing activities.