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

Pericosines are unique C(7) 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 poten...

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Detalles Bibliográficos
Autores principales: Usami, Yoshihide, Ichikawa, Hayato, Arimoto, Masao
Formato: Texto
Lenguaje:English
Publicado: Molecular Diversity Preservation International (MDPI) 2008
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2635666/
https://www.ncbi.nlm.nih.gov/pubmed/19325758
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author Usami, Yoshihide
Ichikawa, Hayato
Arimoto, Masao
author_facet Usami, Yoshihide
Ichikawa, Hayato
Arimoto, Masao
author_sort Usami, Yoshihide
collection PubMed
description Pericosines are unique C(7) 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 multi-functionalized cyclohexenoid structures with torsional strain. In this review, synthetic efforts for pericosines in this decade are surveyed.
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spelling pubmed-26356662009-03-25 Synthetic Efforts for Stereo Structure Determination of Cytotoxic Marine Natural Product Pericosines as Metabolites of Periconia sp. from Sea Hare Usami, Yoshihide Ichikawa, Hayato Arimoto, Masao Int J Mol Sci Review Pericosines are unique C(7) 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 multi-functionalized cyclohexenoid structures with torsional strain. In this review, synthetic efforts for pericosines in this decade are surveyed. Molecular Diversity Preservation International (MDPI) 2008-03-24 /pmc/articles/PMC2635666/ /pubmed/19325758 Text en © 2008 by MDPI
spellingShingle Review
Usami, Yoshihide
Ichikawa, Hayato
Arimoto, Masao
Synthetic Efforts for Stereo Structure Determination of Cytotoxic Marine Natural Product Pericosines as Metabolites of Periconia sp. from Sea Hare
title Synthetic Efforts for Stereo Structure Determination of Cytotoxic Marine Natural Product Pericosines as Metabolites of Periconia sp. from Sea Hare
title_full Synthetic Efforts for Stereo Structure Determination of Cytotoxic Marine Natural Product Pericosines as Metabolites of Periconia sp. from Sea Hare
title_fullStr Synthetic Efforts for Stereo Structure Determination of Cytotoxic Marine Natural Product Pericosines as Metabolites of Periconia sp. from Sea Hare
title_full_unstemmed Synthetic Efforts for Stereo Structure Determination of Cytotoxic Marine Natural Product Pericosines as Metabolites of Periconia sp. from Sea Hare
title_short Synthetic Efforts for Stereo Structure Determination of Cytotoxic Marine Natural Product Pericosines as Metabolites of Periconia sp. from Sea Hare
title_sort synthetic efforts for stereo structure determination of cytotoxic marine natural product pericosines as metabolites of periconia sp. from sea hare
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2635666/
https://www.ncbi.nlm.nih.gov/pubmed/19325758
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