Novel Highly Substituted Biraryl Ethers, Phomosines D–G, Isolated from the Endophytic Fungus Phomopsis sp. from Adenocarpus foliolosus

Six new metabolites, phomosines D–G ( 4 – 7 ), 6‐hydroxy‐6‐isopropylcyclohex‐1‐enecarboxylic acid ( 8 ) and(1a S ,3 R ,4 R ,4a R ,6 S ,7 R ,8a S )‐7‐chloro‐3,6‐dihydroxy‐3,4a,8,8‐tetramethyl‐octahydro‐1a H ‐naphtho[1‐ b ]oxirene‐4‐carboxylic acid ( 9 ) were isolated together with seven known compounds ( 1 – 3 , 10 – 13 ) from the endophytic fungus Phomopsis sp. The structures of 1 – 13 were determined by spectroscopic methods (mainly extensive 1D and 2D NMR experiments and by mass spectrometric measurements). The antibacterial, fungicidal, and herbicidal properties of the new compounds were evaluated. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)