Table of Contents
Metal-Based Drugs
Volume 5, Issue 4, Pages 251-257
http://dx.doi.org/10.1155/MBD.1998.251

Synthesis, Vasodilating, Antithrombotic and Cardioprotective Activity of Pyridyl Substituted 5-Silyl(Germyl)Isoxazolines-2

Latvian Institute of Organic Synthesis, Aizkraukles 21, Riga LV-1006, Latvia

Received 9 July 1998; Accepted 14 July 1998

Copyright © 1998 Hindawi Publishing Corporation. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Abstract

The reactions of [2+3] cycloaddition of pyridylnitrile oxides to vinyl- and allylgermanes proceed regioselectively and afford 5-Ge-substituted isoxazolines-2. We have synthesized 9 new pyridyl substituted 5-Si(Ge)-isoxazolines-2 and investigated their biological activity. The vasodilating, anticoagulant and cardioprotective activities of 5-Si(Ge) substituted isoxazolines-2 have been studied in vitro and in vivo. Substitution of the silicon atom for the germanium one leads to the significant increase in vasodilating, antithrombotic and cardioprotective activity. The insertion of the methylene group between Ge and the isoxazoline ring reduces the vasodilating activity. The most active isoxazoline - 3-(5-triethylgermyl-3-isoxazolinyl)pyridine hydrochloride protects the heart from rhythm disturbances and lethality during ischaemia-reperfusion.