Extending the Record of Meroditerpenes from Cacospongia Marine Sponges
- 9 March 2007
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Natural Products
- Vol. 70 (4) , 628-631
- https://doi.org/10.1021/np060633c
Abstract
A new meroditerpene, (+)-isojaspic acid (1), along with two known meroditerpenes, cacospongin D (2) and jaspaquinol (3), have been isolated from a marine sponge Cacospongia. Comprehensive taxonomic identification distinguished this Cacospongia apart from morphologically similar Psammocinia. The absolute stereochemistry of 1 was elucidated on the basis of extensive 1D and 2D NMR techniques and analysis of the optical rotation versus (+)-zonarol (8), (+)-isozonarol (9), (−)-dactylosponol (10), and (+)-hyatellaquinone (11). Furthermore, bioactivity evaluation showed that the meroditerpenes isolated significantly inhibited Staphylococcus epidermidis.Keywords
This publication has 17 references indexed in Scilit:
- A Reassignment of (−)-Mycothiazole and the Isolation of a Related DiolJournal of Natural Products, 2006
- Redox Inactivation of Human 15-Lipoxygenase by Marine-Derived Meroditerpenes and Synthetic Chromanes: Archetypes for a Unique Class of Selective and Recyclable InhibitorsJournal of the American Chemical Society, 2004
- Psymberin, A Potent Sponge-Derived Cytotoxin from Psammocinia Distantly Related to the Pederin FamilyOrganic Letters, 2004
- New Terpenoids from a Cacospongia sp. from the PhilippinesTetrahedron, 2000
- Absolute stereostructure of swinholide A, a potent cytotoxic macrolide from the Okinawan marine sponge Theonella swinhoeiJournal of the American Chemical Society, 1990
- Novel Bromo Metabolites From a Dictyoceratid Sponge of the Cacospongia GenusAustralian Journal of Chemistry, 1989
- Fijianolides, polyketide heterocycles from a marine spongeThe Journal of Organic Chemistry, 1988
- Novel method for regioselective 2'-O-methylation and its application to the synthesis of 2'-O-methyl-5-[[(carboxymethyl)amino]methyl]uridineThe Journal of Organic Chemistry, 1987
- Minor pyrroloterpenoids from the marine spongeCacospongia molliorCellular and Molecular Life Sciences, 1979
- Marine natural products. VII. Zonarol and isozonarol, fungitoxic hydroquinones from the brown seaweed Dictyopteris zonarioidesThe Journal of Organic Chemistry, 1973