Pestalotiopsins A and B:  New Caryophyllenes from an Endophytic Fungus of Taxus brevifolia

Two new caryophyllene sesquiterpenes have been isolated from Pestalotiopsis sp., an endophytic fungus associated with the bark and leaves of Taxus brevifolia. Pestalotiopsin A (1) has a novel oxatricyclic ring system while pestalotiopsin B (3) exists as two slowly equilibrating atropisomers (6:5 rat...

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Bibliographic Details
Published in:Journal of organic chemistry 1996-03, Vol.61 (6), p.2122-2124
Main Authors: Pulici, Maurizio, Sugawara, Fumio, Koshino, Hiroyuki, Uzawa, Jun, Yoshida, Shigeo, Lobkovsky, Emil, Clardy, Jon
Format: Article
Language:English
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Summary:Two new caryophyllene sesquiterpenes have been isolated from Pestalotiopsis sp., an endophytic fungus associated with the bark and leaves of Taxus brevifolia. Pestalotiopsin A (1) has a novel oxatricyclic ring system while pestalotiopsin B (3) exists as two slowly equilibrating atropisomers (6:5 ratio of ββ:βα) in chloroform solution at room temperature. Structures of 1 and 3 were determined by spectroscopic analyses and single-crystal X-ray diffraction.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo951736v