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Novel Highly Substituted Biraryl Ethers, Phomosines D–G, Isolated from the Endophytic Fungus Phomopsis sp. from Adenocarpus foliolosus
Author(s) -
Dai Jingqiu,
Krohn Karsten,
Flörke Ulrich,
Gehle Dietmar,
Aust HansJürgen,
Draeger Siegfried,
Schulz Barbara,
Rheinheimer Joachim
Publication year - 2005
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200500471
Subject(s) - phomopsis , chemistry , fungus , stereochemistry , plant use of endophytic fungi in defense , endophyte , botany , biology
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)