The ambrosanolide cumanin inhibits macrophage nitric oxide synthesis: some structural considerations.

Abstract:

:Since its role in inflammatory diseases was recognized, nitric oxide (NO) has become an important mediator to evaluate anti-inflammatory agents. Sesquiterpene lactones, which occur in several medicinal plants, inhibit the NO production in macrophage-like cells. This action is probably due to a 1,4 addition reaction between its alpha,beta-unsaturated carbonyl group with sulfhydryl (SH)-containing compounds. For this reason it is believed that these compounds are cytotoxic, which restricts their therapeutic use. In this contribution, the ability of the ambrosanolide-type sesquiterpene lactone cumanin (from the Asteraceae Ambrosia psilostachya) to inhibit NO biosynthesis was evaluated in lipopolisaccharide-induced peritoneal murine macrophages and its cytotoxicity was assessed in the MTT assay. Cumanin showed a potent inhibitory effect in NO production (IC(50) = 9.38+/-0.38 microM) with low cytotoxicity. The 1,4-addition reaction of thiols was slow, which does not explain the inhibition of NO production but does explain the low cytotoxicity of cumanin with respect to other lactones.

journal_name

J Ethnopharmacol

authors

Lastra AL,Ramírez TO,Salazar L,Martínez M,Trujillo-Ferrara J

doi

10.1016/j.jep.2004.07.020

keywords:

subject

Has Abstract

pub_date

2004-12-01 00:00:00

pages

221-7

issue

2-3

eissn

0378-8741

issn

1872-7573

pii

S0378-8741(04)00391-5

journal_volume

95

pub_type

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