NEW C-33 POLYACETYLENIC ACID FROM THE MARINE SPONGE Halichondria SPECIE
ADEYEMI FRANCIS GABRIEL *
Department of Chemistry, Faculty of Science, University of Abuja, PMB 117 Abuja, Nigeria.
CHIAKI TANAKA
Department of Natural Products Chemistry, Graduate School of Pharmaceutical Sciences, Kyushu University, Maidaishi 3-1-1 Higashiku Fukuoka, 812-8582, Japan
TOMOFUMI MIYAMOTO
Department of Natural Products Chemistry, Graduate School of Pharmaceutical Sciences, Kyushu University, Maidaishi 3-1-1 Higashiku Fukuoka, 812-8582, Japan
*Author to whom correspondence should be addressed.
Abstract
Marine sponges have been known to be a bank of some sort for polyacetylenic compounds which have been attributed to some biological activities. The specimen was extracted with ethanol and the crude extract was further partitioned to give ether, n-butanol and water extracts. The Ether extract was fractionated in an open column chromatography and the fraction therefrom was further purified by C30 reversed phase High Performance Liquid Chromatography (HPLC) to afford compounds 1-3 which are long chain polyacetylenic acids. The structure elucidation was carried out using 2D-NMR and mass spectrometric analysis of the products derived from the RuCl3 oxidation. The absolute stereochemistry of 1 was determined to be R at C-31.
Keywords: Polyacetylenic acid, marine sponge, Halichondria specie, stereochemistry