New Oblongolides Isolated from the Endophytic Fungus <i>Phomopsis </i>sp. from <i>Melilotus dentata</i> from the Shores of the Baltic Sea

Abstract

Abstract Thirteen new metabolites, namely oblongolides B–M ( 2 – 13 ) and 4‐[5‐(1‐hydroxyethyl)furan‐2‐yl]‐4‐oxobutanoic acid ( 14 ), together with the six known compounds phomopsolide B ( 15 ), alternariol dimethyl ether ( 16 ), alternariol monomethyl ether ( 17 ), the mycotoxin alternariol ( 18 ), ergosterol ( 19 ), and 5α,8α‐epidioxyergosterol ( 20 ) were isolated from the endophytic fungus Phomopsis sp. The new biologically active norsesquiterpene γ‐lactones differ in their degree of substitution, saturation, and substituent pattern from the known oblongolide 1 . Their structures were determined by means of spectroscopic data including HREIMS, 1 H NMR, 13 C NMR, 2D NMR (HMQC, HMBC, NOESY) and X‐ray single crystal analysis. (© Wiley‐VCH Verlag GmbH &amp; Co. KGaA, 69451 Weinheim, Germany, 2005)