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The marine sponge Plakortis zyggompha: a source of original bioactive polyketides |
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| Authors: | Fabrice Berrue,Remi Laville,Jerô me Golebiowski,Philippe Amade |
| Affiliation: | a Laboratoire de Chimie des Molécules Bioactives et des Arômes, UMR6001 CNRS, Université de Nice-Sophia Antipolis, Faculté des Sciences, Parc Valrose, 06108 Nice Cedex 02, France b Unité de Génétique Moléculaire Bactérienne, Unité de Chimie Organique, Institut Pasteur, 28 rue du Docteur Roux, 75724 Paris Cedex 15, France c PharmaMar S.A., Medicinal Chemistry Department, Poligono Industrial La Mina, Avenida de los Reyes, 1, 28770 Colmenar Viejo, Madrid, Spain |
| Abstract: | Three new spiculoic acids 1-3 and two members of a new closely related family of natural products named zyggomphic acids 4 and 5 were isolated from the very little studied marine sponge Plakortis zyggompha. Both families of compounds share a unique trans-hydrindan-2-one skeleton with six stereogenic centers. A total of 15 new metabolites were isolated from this sponge, all are of polyketide origin. The structures were elucidated using LC-MS, 1D, and 2D NMR methods. The absolute stereochemistry was determined by circular dichroism. The large number of close bioactive analogues allowed us to propose preliminary structure-activity relationships as antitumoral and antimycobaterial agents. |
| Keywords: | Natural products Marine sponge Polyketides Spiculoic acid Antitumoral |
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