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红藻江蓠的抗炎成分及其合成类似物。

Anti-inflammatory constituents of the red alga Gracilaria verrucosa and their synthetic analogues.

作者信息

Dang Hung The, Lee Hye Ja, Yoo Eun Sook, Shinde Pramod B, Lee Yoon Mi, Hong Jongki, Kim Dong Kyoo, Jung Jee H

机构信息

College of Pharmacy, Pusan National University, Busan, Korea.

出版信息

J Nat Prod. 2008 Feb;71(2):232-40. doi: 10.1021/np070452q. Epub 2008 Jan 26.

DOI:10.1021/np070452q
PMID:18220352
Abstract

A chemical study on the anti-inflammatory components of the red alga Gracilaria verrucosa led to the isolation of new 11-deoxyprostaglandins ( 1- 4), a ceramide ( 5), and a C 16 keto fatty acid ( 6), along with known oxygenated fatty acids ( 7- 14). Their structures were elucidated on the basis of NMR and MS data. The absolute configurations of compounds 1- 5 were determined by Mosher's method. The anti-inflammatory activity of the isolated compounds ( 1- 14) was evaluated by determining their inhibitory effects on the production of pro-inflammatory mediators (NO, IL-6, and TNF-alpha) in lipopolysaccharide (LPS)-activated RAW 264.7 murine macrophage cells. Compounds 9 and 10 exhibited the most potent activity. In the evaluation of these two compounds and derivatized analogues ( 15- 40), the anti-inflammatory activity was enhanced in some synthetic analogues. These enone fatty acids were investigated as potential anti-inflammatory leads for the first time.

摘要

对红藻江蓠的抗炎成分进行的化学研究,导致分离出新型11-脱氧前列腺素(1-4)、一种神经酰胺(5)和一种C16酮脂肪酸(6),以及已知的氧化脂肪酸(7-14)。根据核磁共振和质谱数据阐明了它们的结构。化合物1-5的绝对构型通过莫舍尔法确定。通过测定分离出的化合物(1-14)对脂多糖(LPS)激活的RAW 264.7小鼠巨噬细胞中促炎介质(NO、IL-6和TNF-α)产生的抑制作用,评估了这些化合物的抗炎活性。化合物9和10表现出最强的活性。在对这两种化合物及其衍生类似物(15-40)的评估中,一些合成类似物的抗炎活性有所增强。这些烯酮脂肪酸首次作为潜在的抗炎先导物进行了研究。

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