来自红藻膜叶红皮藻的多卤代吲哚：首次分离出溴氯碘代次级代谢产物。

Polyhalogenated Indoles from the Red Alga Rhodophyllis membranacea: The First Isolation of Bromo-Chloro-Iodo Secondary Metabolites.

作者信息

Woolner Victoria H, Jones Cori M, Field Jessica J, Fadzilah Nazmi H, Munkacsi Andrew B, Miller John H, Keyzers Robert A, Northcote Peter T

机构信息

Centre for Biodiscovery and School of Chemical and Physical Sciences and §Centre for Biodiscovery and School of Biological Sciences, Victoria University of Wellington , P.O. Box 600, Wellington, New Zealand.

出版信息

J Nat Prod. 2016 Mar 25;79(3):463-9. doi: 10.1021/acs.jnatprod.5b00831. Epub 2016 Jan 12.

DOI:10.1021/acs.jnatprod.5b00831

PMID:26756908

Abstract

An unusual tetrahalogenated indole with the exceptionally rare inclusion of the three halogens bromine, chlorine, and iodine was found using mass spectrometry within a fraction of a semipurified extract obtained from the red alga Rhodophyllis membranacea. We report herein the isolation and structure elucidation, using a combination of NMR spectroscopy and mass spectrometry, of 11 new tetrahalogenated indoles (1-11), including four bromochloroiodoindoles (5-7, 10). Several were evaluated for cytotoxic and antifungal activities against the HL-60 promyelocytic cell line and Saccharomyces cerevisiae, respectively.

摘要

在从红藻膜叶红皮藻获得的半纯化提取物的一部分中，通过质谱法发现了一种不同寻常的四卤代吲哚，其中异常罕见地包含了溴、氯和碘这三种卤素。本文报道了11种新的四卤代吲哚（1-11）的分离和结构解析，采用了核磁共振光谱和质谱联用的方法，其中包括4种溴氯碘代吲哚（5-7，10）。分别对其中几种化合物针对HL-60早幼粒细胞系和酿酒酵母进行了细胞毒性和抗真菌活性评估。