Synthesis and anti-inflammatory activity of alpha-substituted p-(methanesulfonyl)phenylpropenamides.
- Author:
Gui-zhen AO
1
;
Yi-hua ZHANG
;
Hui JI
;
Gang DENG
Author Information
- Publication Type:Journal Article
- MeSH: Animals; Anti-Inflammatory Agents, Non-Steroidal; adverse effects; chemical synthesis; pharmacology; therapeutic use; Carrageenan; Edema; chemically induced; drug therapy; Mice; Peptic Ulcer; chemically induced; Phenylpropionates; adverse effects; chemical synthesis; pharmacology; Rats; Structure-Activity Relationship; Sulfones; adverse effects; chemical synthesis; pharmacology; Xylenes
- From: Acta Pharmaceutica Sinica 2003;38(9):671-676
- CountryChina
- Language:Chinese
-
Abstract:
AIMTo search for new compounds with strong anti-inflammatory activity and low gastrointestinal (GI) side effects.
METHODSA series of alpha-substituted p-(methanesulfonyl) phenyl-propenamides were synthesized. Their anti-inflammatory activities against xylene-induced mice ear swelling and carrageenan-induced rat paw edema were evaluated, and their GI side effects in rats were examined.
RESULTSTwenty-five target compounds (II1-25) were obtained, and their structures were determined by IR, 1H NMR, MS and elemental analysis. Thirteen compounds (II1,3,5,8-13,15,18,19,23) exhibited marked anti-inflammatory activity comparable to diclofenac sodium (DC) and rofecoxib (RC) in xylene-induced mice ear swelling model, and twelve compounds (II1,3,5,7,8,10-12,17,18,20,23) showed remarkable anti-inflammatory activity comparable to DC and RC in carrageenan-induced rat paw edema. Compounds II3,8,10,11,18,20 showed GI side effects less than DC (P < 0.01), and no significant difference compared with RC and CMC-Na (P > 0.05).
CONCLUSIONalpha-Substituted p-(methanesulfonyl)phenylpropenamides showed strong anti-inflammatory activity but few GI side effects and deserve to be further investigated.
