13-epi-9-deacetoxyxenicin, a cytotoxic diterpene from the soft coral asterospicularia laurae (alcyonacea)13-epi-9-deacetoxyxenicin,细胞毒性二萜的软珊瑚asterospicularia laurae(软珊瑚目).pdfVIP

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13-epi-9-deacetoxyxenicin, a cytotoxic diterpene from the soft coral asterospicularia laurae (alcyonacea)13-epi-9-deacetoxyxenicin,细胞毒性二萜的软珊瑚asterospicularia laurae(软珊瑚目).pdf

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13-epi-9-deacetoxyxenicin, a cytotoxic diterpene from the soft coral asterospicularia laurae (alcyonacea)13-epi-9-deacetoxyxenicin,细胞毒性二萜的软珊瑚asterospicularia laurae(软珊瑚目)

Mar. Drugs 2003, 1, 18-26 Marine Drugs ISSN 1660-3397 /marinedrugs/ 13-Epi-9-deacetoxyxenicin, a Cytotoxic Diterpene from the Soft Coral Asterospicularia laurae (Alcyonacea) Bruce F. Bowden*, Bernard J. Cusack and Alissa Dangel Department of Chemistry, School of Pharmacy and Molecular Sciences, James Cook University, Townsville, Qld., 4811, Australia. Tel. +61 747 814533, Fax +61 747 816078 * Author to whom correspondence should be addressed; E-mail: bruce.bowden@.au Received: 14 February 2003/ Accepted: 16 October 2003 / Published: 15 November 2003 Abstract: An investigation of the soft coral Asterospicularia laurae collected on the Great Barrier Reef, Australia, afforded the cytotoxic diterpene 13-epi-9-deacetoxyxenicin (1) in addition to the known metabolites 13-epi-9-deacetylxenicin (2) and gorgosterol. 13-Epi-9-deacetoxyxenicin readily underwent an autoxidation reaction in solution to afford a single product, the hydroperoxide 3. Structures, stereochemistry, and NMR assignments were established by high resolution NMR spectroscopy and by comparison with published data for known compounds. Keywords: Cytotoxic, xenicane diterpene, soft coral, Asterospicularia. Introduction Asterospicularia laurae Utinomi is a moderately abundant soft coral species found in well lit areas of the Great Barrier Reef, especially on reef flats. Fabricius and Alderslade [1] have remarked upon the similarity between the polyp structure of Asterospicularia and those of the genera Xenia and Sympodium. The chemistry of only one member of the genu