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来自海洋蓝藻巨大鞘丝藻的含环丙基脂肪酸代谢产物——肉豆蔻二烯和肉豆蔻酰胺。

Grenadadiene and grenadamide, cyclopropyl-containing fatty acid metabolites from the marine cyanobacterium Lyngbya majuscula.

作者信息

Sitachitta N, Gerwick W H

机构信息

College of Pharmacy, Oregon State University, Corvallis, Oregon 97331, USA.

出版信息

J Nat Prod. 1998 May;61(5):681-4. doi: 10.1021/np970576a.

DOI:10.1021/np970576a
PMID:9599279
Abstract

Grenadadiene (1), debromogrenadiene (2), and grenadamide (3), three structurally unique cyclopropyl-containing metabolites, were isolated from the organic extract of a Grenada collection of the marine cyanobacterium Lyngbya majuscula. The structures and the relative stereochemistries of these compounds were determined using spectroscopic methods. These are the first reported cyclopropyl-containing fatty acid derivatives from a Lyngbya sp. Grenadadiene (1) has an interesting profile of cytotoxicity in the NCI 60 cell line assay, while grenadamide (2) exhibited modest brine shrimp toxicity (LD50 = 5 microg/mL) and cannabinoid receptor binding activity (Ki = 4.7 microM).

摘要

从格林纳达采集的海洋蓝藻巨大鞘丝藻(Lyngbya majuscula)的有机提取物中分离出了三种结构独特的含环丙基代谢产物,即格氏二烯(1)、脱溴格氏二烯(2)和格氏酰胺(3)。使用光谱方法确定了这些化合物的结构和相对立体化学。这些是首次报道的来自鞘丝藻属(Lyngbya sp.)的含环丙基脂肪酸衍生物。格氏二烯(1)在NCI 60细胞系试验中具有有趣的细胞毒性特征,而格氏酰胺(2)表现出适度的卤虫毒性(LD50 = 5微克/毫升)和大麻素受体结合活性(Ki = 4.7微摩尔)。

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