Record Details

Synthesis and biochemical evaluation of benzyl propargyl ethers as inhibitors of 5-lipoxygenase

NOPR - NISCAIR Online Periodicals Repository

View Archive Info
 
 
Field Value
 
Title Synthesis and biochemical evaluation of benzyl propargyl ethers as inhibitors of 5-lipoxygenase
 
Creator Barhate, N B
Reddy, Madhava C
Reddy, P Srinivas
Wakharkar, R D
Reddanna, P
 
Description 264-273
A series of benzyl propargyl ethers were
synthesized and tested as inhibitors of 5- lipoxygenase, the key enzyme involved
in leukotriene biosynthesis. Among these, optimum activity was displayed by
1-(2-heptynyloxymethyl) benzene 12 (IC50 1.2 ยตM). Addition of carboxyl group at the end of the alkyl
side chain attached to the acetylenic group abolished the inhibition. Selective
reduction of the acetylenic group to cis or trails double bond
reduced the inhibitory potential,  the cis
isomer 24 showing more than
20-fold higher inhibition than the trans isomer 25.
Introduction of sulphur in place of oxygen in th e alkyl side chain attached to
the (carboxyalkyl) benzyl group also reduced the inhibition. The IC50value
of 12, towards rabbit reticulocyte
15-LOX is > 50 fold higher than that of 5-LOX. These results indicate that
compound 12 is a specific inhibitor
of 5-LOX.
 
Date 2012-12-22T19:58:51Z
2012-12-22T19:58:51Z
2002-08
 
Type Article
 
Identifier 0975-0959 (Online); 0301-1208 (Print)
http://hdl.handle.net/123456789/15270
 
Language en_US
 
Rights CC Attribution-Noncommercial-No Derivative Works 2.5 India
 
Publisher NISCAIR-CSIR, India
 
Source IJBB Vol.39(4) [August 2002]