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Int. J. Mol. Sci. 2008, 9(3), 401-421; doi:10.3390/ijms9030401

Synthetic Efforts for Stereo Structure Determination of Cytotoxic Marine Natural Product Pericosines as Metabolites of Periconia sp. from Sea Hare

Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, Japan
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Author to whom correspondence should be addressed.
Received: 10 January 2008 / Revised: 18 March 2008 / Accepted: 19 March 2008 / Published: 24 March 2008
(This article belongs to the Special Issue Natural Compounds for Cancer Treatment and Prevention)

Abstract

Pericosines are unique C7 cyclohexenoid metabolites of Periconia byssoides OUPS-N133 fungus that was originally isolated from the sea hare, Aplysia kurodai. Pericosines show significant in vitro cytotoxicity against P388 lymphocytic leukemia cells. Pericosine A, in particular, shows the most potent activity and significant in vivo antitumor activity against P388 cells. Thus, pericosines are promising candidates for seed compounds of anticancer drugs. However, before the total syntheses of pericosines were accomplished, their stereo structures could not be determined by spectral analyses because they have multifunctionalized cyclohexenoid structures with torsional strain. In this review, synthetic efforts for pericosines in this decade are surveyed.
Keywords: marine natural product; antitumor; pericosine; structure determination; total synthesis; carbasugar marine natural product; antitumor; pericosine; structure determination; total synthesis; carbasugar
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Usami, Y.; Ichikawa, H.; Arimoto, M. Synthetic Efforts for Stereo Structure Determination of Cytotoxic Marine Natural Product Pericosines as Metabolites of Periconia sp. from Sea Hare. Int. J. Mol. Sci. 2008, 9, 401-421.

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