从 Amphidinium carterae 中分离到的溶血化合物 amphidinol 17 的结构与生物合成。

Structure and biosynthesis of amphidinol 17, a hemolytic compound from Amphidinium carterae.

机构信息

Center for Marine Science, University of North Carolina Wilmington, Wilmington, North Carolina 28409, USA.

出版信息

J Nat Prod. 2010 Mar 26;73(3):409-15. doi: 10.1021/np900616q.

PMID:20108948

Abstract

Amphidinol 17 (AM17; 1), a novel amphidinol, has been isolated from a Bahamas strain of Amphidinium carterae. This new congener contains the signature hairpin region and a Delta(6) polyene arm, whereas the polyol arm is distinct from those of other amphidinols. The pattern of acetate incorporation in 1 was directly determined by feeding a single labeled substrate, [2-(13)C]acetate. While the highly conserved regions within the amphidinol family of AM17 have exhibited identical occurrences of cleaved acetates to other amphidinols for which the biosynthesis has been explored, the polyol arm for AM17 displays a higher degree of nascent chain processing that shows similarities to amphidinolide biosynthesis. AM17 exhibited an EC(50) of 4.9 microM in a hemolytic assay using human red blood cells but displayed no detectable antifungal activity.

摘要

从巴哈马产的 Amphidinium carterae 菌株中分离到了一种新型 Amphidinol 17（AM17；1）。这种新的同系物包含特征性的发夹区和 Delta(6) 多烯臂，而多元醇臂与其他 Amphidinols 不同。通过喂食单个标记的底物 [2-(13)C] 乙酸盐，直接确定了 1 中乙酸盐的掺入模式。虽然在已探索生物合成的其他 Amphidinols 中，Amphidinol 家族中高度保守的区域都表现出相同的被切割的乙酸盐，但 AM17 的多元醇臂显示出更高程度的新生链加工，与 Amphidinolide 生物合成相似。在使用人红细胞的溶血测定中，AM17 的 EC(50)为 4.9 microM，但没有显示出可检测的抗真菌活性。