Colletofurans A–E, 1‑Octyl-1,3-dihydroisobenzofuran Derivatives from Colletotrichum boninense AM-12‑2

3-(3-Hydroxy-2-(hydroxymethyl)­phenyl)­propanoic acid, 2-hydroxymethyl-3-hydroxy-(E)-cinnamic acid, and colletofurans A–E were isolated from Colletotrichum boninense AM-12–2. Colletofurans A–E are the first natural compounds featuring a 1-octyl-1,3-dihydroisobenzofuran core. Their structures were in...

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Bibliographic Details
Published in:Organic letters 2020-04, Vol.22 (8), p.3161-3165
Main Authors: Ariefta, Nanang R, Azim, Muhlisun, Aboshi, Takako, Koseki, Takuya, Taniguchi, Yoshimasa, Fujita, Makoto, Shiono, Yoshihito
Format: Article
Language:English
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Summary:3-(3-Hydroxy-2-(hydroxymethyl)­phenyl)­propanoic acid, 2-hydroxymethyl-3-hydroxy-(E)-cinnamic acid, and colletofurans A–E were isolated from Colletotrichum boninense AM-12–2. Colletofurans A–E are the first natural compounds featuring a 1-octyl-1,3-dihydroisobenzofuran core. Their structures were initially established by 1D/2D-NMR and HRESITOFMS. Mosher’s ester method was used to determine the absolute configurations of secondary alcohols in colletofurans A–C. The structures of colletofurans A and B–E were further confirmed by DFT GIAO calculations and the X-ray crystalline sponge method, respectively.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.0c00925