Abstract

SYNTHESIS AND CHARACTERIZATION OF VARIOUS 3-(6- SUBSTITUTED-3-HYDROXY-2,2-DIMETHYL-3,4-DIHYDRO-2HBENZOPYRAN- 4-YL)-2-SUBSTITUTED-1,3-THIAZOLIDIN-4-ONES AND THEIR ANTIHYPERTENSIVE ACTIVITY

Soma Pramanik* and Amit Kumar Das

Abstract

The present work was aimed at exploring a series of novel 3-(6- substituted-3-hydroxy-2,2-dimethyl-3,4-dihydro-2H-benzopyran-4-yl)- 2-substituted-1,3-thiazolidin-4-ones by utilizing substituted phenols as their starting material. The methodology comprised of acylation, fries rearrangement reaction, cyclisation, reduction, epoxidation, ring opening reaction, Schiff‟s reaction. Substituted phenols were first acylated with acetic acid in presence of Lewis acid to substituted acetophenones which were smoothly converted to benzopyran derivatives showing excellent yields. The structures of the synthesized compounds were established through 1HNMR, MASS and FT-IR Spectroscopic techniques. The synthesized compounds were screened for their in vivo antihypertensive activity using tail-cuff method in fructose-induced Albino Wistar rats.

Keywords: Benzopyrans, Fries rearrangement reaction, Schiff?s reaction, thiazolidin-4- ones, antihypertensive activity, tail-cuff method.