Synthesis and anti-inflammatory activity of p-(methanesulfonyl) styrene-linked cyclic ketone derivatives.
- 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; chemistry; Carrageenan; Edema; chemically induced; drug therapy; Ketones; chemical synthesis; chemistry; Mice; Peptic Ulcer; drug therapy; Rats; Structure-Activity Relationship; Styrenes; chemical synthesis; chemistry
- From: Acta Pharmaceutica Sinica 2004;39(10):803-807
- CountryChina
- Language:Chinese
-
Abstract:
AIMTo search for new compounds with strong anti-inflammatory activity and low gastrointestinal (GI) side effects.
METHODSA series of p-(methanesulfonyl) styrene-linked cyclic ketone derivatives 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 the rats were examined.
RESULTSNine target compounds (ZA(1-9)) were obtained, and their structures were determined by IR, 1HNMR, MS and elemental analysis. Compared with controls diclofenac (DC) and rofecoxib (RC) , ZA(3, 5-9) showed no significant difference in anti-inflammatory activity against xylene-induced ear swelling in mice. ZA(3, 7, 8) showed potency comparable to DC and RC (P > 0.05) and ZA6 was more potent than DC and RC (P < 0.05) in the treatment of carrageenan-induced rat paw edema. ZA(3, 5-9) showed less GI side effects than DC (P < 0.05, P < 0.01) and no significant difference compared with RC (P > 0.05).
CONCLUSIONp-(Methanesulfonyl) styrene-linked cyclic ketone derivatives showed strong anti-inflammatory activity but few GI side effects and deserve to be further investigated.
