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Vibratilicin: a Novel Compound from the Basidiomycete Cortinarius vibratilis
Author(s) -
Wang Fei,
Tan JianWen,
Liu JiKai
Publication year - 2004
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.200490170
Subject(s) - chemistry , stereochemistry , derivative (finance) , hydroxamic acid , fungus , two dimensional nuclear magnetic resonance spectroscopy , botany , financial economics , economics , biology
A novel N‐containing compound, vibratilicin (=3‐[3‐(dimethylamino)‐4‐(hydroxyamino)‐4‐oxobutoxy]‐2‐(palmitoyloxy)propyl (9 E ,12 E )‐octadeca‐9,12‐dienoate; 1 ), was isolated from the fruiting bodies of the basidiomycete Cortinarius vibratilis Fr. Compound 1 is a representative of the rare natural products containing hydroxamic acid moieties, and can be viewed as a derivative of neoengleromycin ( 2 ). Also isolated from the same fungus were five known compounds: ergosta‐5,7,22‐trien‐3 β ‐ol, 5 α ,8 α ‐epidioxyergosta‐6,22‐dien‐3 β ‐ol, p ‐anisic acid, N ‐(2‐hydroxyhexadecanoyl)‐4‐sphingenine, and (4 E ,8 E )‐2‐ N ‐(2′‐hydroxypalmitoyl)‐1‐ O ‐( β ‐ D ‐glucopyranosyl)‐9‐methyl‐4,8‐sphingadienine. Their structures were determined mainly spectroscopically, including 2D‐NMR techniques (HMBC, HMQC, 1 H, 1 H‐COSY).