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

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journal contribution
posted on 27.03.2020, 11:39 by Nanang R. Ariefta, Muhlisun Azim, Takako Aboshi, Takuya Koseki, Yoshimasa Taniguchi, Makoto Fujita, Yoshihito Shiono
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.