Dang Hung The, Lee Hye Ja, Yoo Eun Sook, Shinde Pramod B, Lee Yoon Mi, Hong Jongki, Kim Dong Kyoo, Jung Jee H
College of Pharmacy, Pusan National University, Busan, Korea.
J Nat Prod. 2008 Feb;71(2):232-40. doi: 10.1021/np070452q. Epub 2008 Jan 26.
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.
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。