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Publication Type
Journal Article
UWI Author(s)
Author, Analytic
Collins, Dwight O.; Reynolds, Williams F.; Reese, Paul B.
Author Affiliation, Ana.
Department of Chemistry
Article Title
Aromadendrane transformations by Curvularia lunata ATCC 12017
Medium Designator
n/a
Connective Phrase
n/a
Journal Title
Phytochemistry
Translated Title
n/a
Reprint Status
n/a
Date of Publication
2002
Volume ID
60
Issue ID
5
Page(s)
475-481
Language
n/a
Connective Phrase
n/a
Location/URL
n/a
ISSN
0031-9422
Notes
n/a
Abstract
The naturally occurring sesquiterpene squamulosone (1), isolated from Hyptis verticillata (Labiatae), was synthetically reduced to five analogues that were identified as (IS,10S)-9alpha-hydroxy-allo-aromadendrane (2). (1R, 10R)-9beta-hydroxyaromadendrane (3), (1S,10S)-allo-aromadendean-9-one (4), (1R,10R)-aromadendran-9-one (5) and aromadendra-1,9-diene (6). Each congener was incubated with the fungus Curvularia lunata ATCC 12017 in two different growth media. All the substrates except the deoxy compound 6 underwent a simple redox reaction. Ketone 5 additionally experienced remote hydroxylation while analogue 6, possessing a conjugated diene system, was most extensively metabolised. The substrates and products presented here, but one, are all novel.....
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