Prenylated Phenol and Benzofuran Derivatives from Aspergillus terreus EN-539, an Endophytic Fungus Derived from Marine Red Alga Laurencia okamurai

Three new prenylated phenol derivatives, terreprenphenols A&#8722;C (<b>1</b>&#8722;<b>3</b>), along with four known related compounds (<b>4</b>&#8722;<b>7</b>), were isolated from <i>Aspergillus terreus</i> EN-539, an endophytic fungus obtained from the marine red alga <i>Laurencia okamurai</i>. The structures of these compounds were established by extensive analysis of 1D/2D NMR data, mass spectrometric data, and optical rotation (OR). The corresponding relationship between absolute configuration and optical rotation for known compounds anodendroic acid (<b>4</b>) and asperterreusine C (<b>5</b>) was ambiguous in literature, and their absolute configurations were therefore discussed and confirmed for the first time by time-dependent density functional (TDDFT) ECD and OR calculations. Compounds <b>1</b>&#8722;<b>7</b> inhibited some common aquatic bacteria with MIC values ranging from 2 to 64 &#956;g/mL.

Abstract licence: CC BY

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