Structure elucidation of the new citharoxazole from the Mediterranean deep-sea sponge Latrunculia (Biannulata) citharistae

Grégory Genta-Jouve; Nellie Francezon; Alexandre Puissant; Patrick Auberger; Jean Vacelet; Thierry Pérez; Angelo Fontana; Ali Al Mourabit; Olivier P Thomas

doi:10.1002/mrc.2772

Structure elucidation of the new citharoxazole from the Mediterranean deep-sea sponge Latrunculia (Biannulata) citharistae

Magn Reson Chem. 2011 Aug;49(8):533-6. doi: 10.1002/mrc.2772. Epub 2011 Jul 14.

Authors

Grégory Genta-Jouve¹, Nellie Francezon, Alexandre Puissant, Patrick Auberger, Jean Vacelet, Thierry Pérez, Angelo Fontana, Ali Al Mourabit, Olivier P Thomas

Affiliation

¹ Laboratoire de Chimie des Molécules Bioactives et des Arômes UMR 6001 CNRS, Institut de Chimie de Nice, Faculté des Science, Université de Nice-Sophia Antipolis, Parc Valrose, 06108 Nice Cedex 02, France.

PMID: 21761452
DOI: 10.1002/mrc.2772

Abstract

Citharoxazole (1), a new batzelline derivative featuring a benzoxazole moiety, was isolated from the Mediterranean deep-sea sponge Latrunculia (Biannulata) citharistae Vacelet, 1969, together with the known batzelline C (2). This is the first chemical study of a Mediterranean Latrunculia species and the benzoxazole moiety is unprecedented for this family of marine natural products. The structure was mainly elucidated by the interpretation of NMR spectra and especially HMBC correlations.

Keywords: 13C; 1H; HMBC; NMR; alkaloid; sponge.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Benzoxazoles / chemistry*
Benzoxazoles / isolation & purification
Magnetic Resonance Spectroscopy
Mediterranean Sea
Molecular Structure
Porifera / chemistry*

Substances

Benzoxazoles
citharoxazole