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J Nat Prod. 2017 Oct 27;80(10):2850-2854. doi: 10.1021/acs.jnatprod.7b00714. Epub 2017 Oct 18.

Sporothriolide-Related Compounds from the Fungus Hypoxylon monticulosum CLL-205 Isolated from a Sphaerocladina Sponge from the Tahiti Coast.

Author information

1
Centre National de la Recherche Scientifique, Institut de Chimie des Substances Naturelles ICSN , Avenue de la Terrasse, 91198 Gif-sur-Yvette, Cedex, France.
2
LEMAR, IRD, CNRS, IFREMER, Université de Bretagne Occidentale, IUEM, Technopole Brest-Iroise , Rue Dumont d'Urville, 29280 Plouzané, France.

Abstract

Two sporothriolide-related compounds were obtained from an extract of the fungus Hypoxylon monticulosum CLL-205, isolated from a Sphaerocladina sponge collected from the Tahiti coast. Compound 2 is a deoxy analogue of sporothric acid (4). Compound 3 is a newly reported unusual scaffold combining sporothriolide (1) and trienylfuranol A (5) moieties, through a Diels-Alderase-type reaction. Various experimental and analytical arguments supported the biocatalytic origin of compound 3. The structures of the isolated compounds were elucidated using 1D and 2D NMR, HRMS, and IR data. The structure and the absolute configuration of 3 were unambiguously confirmed by a single-crystal X-ray diffraction analysis.

PMID:
29043802
DOI:
10.1021/acs.jnatprod.7b00714
[Indexed for MEDLINE]

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