Sporochartines A-E, A New Family of Natural Products from the Marine Fungus Hypoxylon monticulosum Isolated from a Sphaerocladina Sponge

Type Article
Date 2017
Language English
Author(s) Leman-Loubiere Charlotte1, Le Goff Geraldine1, Debitus CecileORCID2, Ouazzani JamalORCID1
Affiliation(s) 1 : Centre National de la Recherche Scientifique, Institut de Chimie des Substances Naturelles ICSN, Gif-sur-Yvette, France
2 : LEMAR, IRD, Centre National de la Recherche Scientifique, IFREMER, Université de Bretagne Occidentale, IUEM, Technopole Brest-Iroise, Plouzané, France
Source Frontiers In Marine Science (2296-7745), 2017 , Vol. 4 , N. 399 , P. 9p.
DOI 10.3389/fmars.2017.00399
WOS© Times Cited 14
Keyword(s) Hypoxylon, Sphaerocladina, sporothriolide, sporochartines, cytotoxic compounds

Four new sporochartines B-E were isolated from the marine fungus Hypoxylon monticulosurn CLL-205, isolated from a sponge belonging to the Sphaerocladina order and collected in Tahiti coast. Sporochartine A (1), the first representative of this family was previously isolated from the same fungus. The structures of sporochartines B-E were elucidated using 1D and 2D NMR, HRMS and IR data. Their configurations were established according to ROE correlations and comparison with the absolute configuration of sporochartine A (1) previously obtained from X-ray analysis. Sporochartines A-D (2-4) may be derived from endo Diels-Alderase type catalysis and sporochartine E (5) from an exo Diels-Alderase catalysis. The spatial conformation of sporochartines drastically influences the results of the cytotoxic bioassay against HCT-116, PC-3, and MCF-7 human cancer cell lines.

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