Title: | "Mahorones, highly brominated cyclopentenones from the red alga Asparagopsis taxiformis" |
Author(s): | Greff S; Zubia M; Genta-Jouve G; Massi L; Perez T; Thomas OP; |
Address: | "Institut Mediterraneen de Biodiversite et d'Ecologie Marine et Continentale, IMBE UMR 7263 CNRS/IRD/ Aix-Marseille Universite/Universite d'Avignon et des Pays du Vaucluse , Station Marine d'Endoume, rue de la Batterie des Lions, 13007 Marseille, France" |
ISSN/ISBN: | 1520-6025 (Electronic) 0163-3864 (Linking) |
Abstract: | "The red alga Asparagopsis taxiformis (Rhodophyta, Bonnemaisoniaceae) has been shown to produce a large diversity of halogenated volatile organic compounds, with one to four carbons. As the distribution of this alga may expand worldwide, we implemented a research program that aims to understand the functions of its specialized metabolome in marine ecosystems. Phytochemical investigations performed on A. taxiformis gametophyte stages from the Indian Ocean revealed two new highly brominated cyclopentenones named mahorone (1) and 5-bromomahorone (2). They are the first examples of natural 2,3-dibromocyclopentenone derivatives. Their structure elucidation was achieved using spectrometric methods including NMR and MS. A standardized ecotoxicological assay was used as an assessment of their role in the environment, revealing high toxicities for both compounds (EC50 0.16 muM for 1 and 2). Additionally, both compounds were evaluated in antibacterial, antifungal, and cytotoxicity assays. Compounds 1 and 2 exhibit mild antibacterial activities against the human pathogen Acinetobacter baumannii" |
Keywords: | Acinetobacter baumannii/drug effects Anti-Bacterial Agents/chemistry/*isolation & purification/*pharmacology Antifungal Agents/chemistry/*isolation & purification/*pharmacology Cyclopentanes/chemistry/*isolation & purification/*pharmacology Humans Hydroca; |
Notes: | "MedlineGreff, Stephane Zubia, Mayalen Genta-Jouve, Gregory Massi, Lionel Perez, Thierry Thomas, Olivier P eng Research Support, Non-U.S. Gov't 2014/04/22 J Nat Prod. 2014 May 23; 77(5):1150-5. doi: 10.1021/np401094h. Epub 2014 Apr 18" |