A 2-substituted prodiginine, 2-(p-hydroxybenzyl)prodigiosin, from Pseudoalteromonas rubra

  • J Nat Prod. 2008 Nov;71(11):1970-2. doi: 10.1021/np800493p.
Domonkos Fehér  1 ,  Russell S Barlow ,  Patricia S Lorenzo ,  Thomas K Hemscheidt
Affiliations
  • 1. Department of Chemistry, University of Hawaii at Manoa, 2545 McCarthy Mall, Honolulu, Hawaii 96822, USA.
PMID: 18922034 DOI: 10.1021/np800493p
Abstract

In the course of work aimed at the discovery of new pharmaceutical lead compounds from marine bacteria, a lipophilic extract of the bacterium Pseudoalteromonas rubra displayed significant cytotoxicity against SKOV-3, a human ovarian adenocarcinoma cell line. Bioassay-directed fractionation of this extract resulted in the isolation of a series of known and new prodiginine-type azafulvenes. The structure of the major metabolite was elucidated by interpretation of spectroscopic data as a 2-substituted prodigiosin, which we named 2-(p-hydroxybenzyl)prodigiosin (HBPG).