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Ecological leads for natural product discovery: novel sesquiterpene hydroquinones from the red macroalga Peyssonnelia sp

Lane, A.L. and Mular, L. and Drenkard, E.J. and Shearer, T.L. and Engel, S. and Fredericq, S. and Fairchild, C.R. and Prudhomme, J. and Le Roch, K. and Hay, M.E. and Aalbersberg, William G.L. and Kubanek, J. (2010) Ecological leads for natural product discovery: novel sesquiterpene hydroquinones from the red macroalga Peyssonnelia sp. Tetrahedron, 66 (2). pp. 455-461. ISSN 0040-4020

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Abstract

Pharmacologically-motivated marine natural product investigations have yielded a large variety of structurally unique compounds with interesting biomedical properties, but the natural roles of these molecules often remain unknown. While secondary metabolites may function as antimicrobial chemical defenses, few studies have examined this hypothesis. In the present investigation, chromatographic fractions from 69 collections of Fijian red macroalgae representing at least 43 species were evaluated for growth inhibition of three microbial pathogens and saprophytes of marine macrophytes. At least one microbe was suppressed by fraction(s) of all evaluated algae, suggesting that antimicrobial defenses are common among tropical seaweeds. From these leads, peyssonoic acids A-B (1-2), novel sesquiterpene hydroquinones, were isolated from the crustose red alga Peyssonnelia sp. At ecologically realistic concentrations, both compounds inhibited growth of Pseudoalteromonas bacteriolytica, a bacterial pathogen of marine algae, and Lindra thalassiae, a fungal pathogen of marine algae, and exhibited modest antineoplastic activity against ovarian cancer cells. The peyssonoic acids included one novel carbon skeleton and illustrated the utility of ecological studies in natural product discovery.

Item Type: Journal Article
Subjects: Q Science > QD Chemistry
Divisions: Faculty of Science, Technology and Environment (FSTE) > Institute of Applied Science
Depositing User: Ms Mereoni Camailakeba
Date Deposited: 25 May 2010 13:17
Last Modified: 08 Jan 2015 11:46
URI: http://repository.usp.ac.fj/id/eprint/1893
UNSPECIFIED

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