New jasmonate analogues as potential anti-inflammatory agents

被引：53

作者：

Dang, Hung The ^{[1
]}

Lee, Hye Ja ^{[2
]}

Yoo, Eun Sook ^{[2
]}

Hong, Jongki ^{[3
]}

Bao, Baoquan ^{[1
]}

Choi, Jae Sue ^{[4
]}

Jung, Jee H. ^{[1
]}

机构：

[1] Pusan Natl Univ, Coll Pharm, Pusan 609735, South Korea

[2] Jeju Natl Univ, Coll Med, Cheju, South Korea

[3] Kyung Hee Univ, Coll Pharm, Seoul, South Korea

[4] Pukyong Natl Univ, Fac Food Sci & Biotechnol, Pusan, South Korea

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2008年 / 16卷 / 24期

关键词：

Methyl jasmonate; Anti-inflammatory activity; Enone functionality; Cytokine;

D O I：

10.1016/j.bmc.2008.10.050

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

In an effort to develop new anti-inflammatory agents, methyl jasmonate analogues (2-20) were synthesized and evaluated for their inhibitory effects on the production of pro-inflammatory mediators (NO, IL-6, and TNF-alpha) in lipopolysaccharide (LPS)-activated RAW264.7 murine macrophage cells. The introduction of an enone functionality to the structure of a plant hormone ( 1) rendered the product (2) a significant anti-inflammatory activity. Analogues further derived from 2 (7, 9, 13, and 15) exhibited even more enhanced activity, and these compounds were much more potent than natural anti-inflammatory prostaglandins (PGA(1), PGA(2), and 15-deoxy-Delta(12,14)-PGJ(2)). Among them, compounds 9 and 15 showed the highest potency, while compounds 7 and 13 would be more desirable with respect to safety. This is the first study demonstrating the anti-inflammatory potential of jasmonate derivatives, and the present results suggest that alpha-haloenone jasmonates (7, 9, 13, and 15) may serve as potential anti-inflammatory leads. (C) 2008 Elsevier Ltd. All rights reserved.

引用

页码：10228 / 10235

页数：8

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