海兔氮杂卓，一种从红海海洋海绵直立海兔中提取的氮杂卓吲哚型生物碱。

Hyrtiazepine, an azepino-indole-type alkaloid from the Red Sea marine sponge Hyrtios erectus.

作者信息

Sauleau Pierre, Martin Marie-Thérèse, Dau Marie-Elise Tran Huu, Youssef Diaa T A, Bourguet-Kondracki Marie-Lise

机构信息

Laboratoire de Chimie et Biochimie des Substances Naturelles, MNHN, UMR 5154 CNRS, 57 rue Cuvier (Case Postale 54), 75005 Paris, France.

出版信息

J Nat Prod. 2006 Dec;69(12):1676-9. doi: 10.1021/np060132r.

DOI:10.1021/np060132r

PMID:17190441

Abstract

Biological and chemical investigations of the methanolic crude extract of the Red Sea marine sponge Hyrtios erectus led to the isolation of a novel azepino-indole-type alkaloid named hyrtiazepine (2) and 5-hydroxy-1H-indole-3-carboxylic acid methyl ester (3), together with the known metabolites hyrtiosulawesine (1), 5-hydroxyindole-3-carbaldehyde (4), hyrtiosin A (5), and hyrtiosin B (6). Their structures were elucidated on the basis of mass spectrometry and detailed 2D NMR spectroscopic data. Hyrtiosulawesine (1) displayed a significant antiphospholipase A2 activity with an IC50 value of 14 microM in a fluorometric assay using Crotalus adamanteus venom phospholipase A2.

摘要

对红海海洋海绵直立希氏海绵甲醇粗提物进行的生物学和化学研究，导致分离出一种名为hyrtiazepine（2）的新型氮杂环庚三烯并吲哚型生物碱和5-羟基-1H-吲哚-3-羧酸甲酯（3），以及已知代谢物hyrtiosulawesine（1）、5-羟基吲哚-3-甲醛（4）、hyrtiosin A（5）和hyrtiosin B（6）。它们的结构通过质谱和详细的二维核磁共振光谱数据得以阐明。在使用眼镜王蛇毒液磷脂酶A2的荧光测定中，hyrtiosulawesine（1）表现出显著的抗磷脂酶A2活性，IC50值为14微摩尔。