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Publication Type
Journal Article
UWI Author(s)
Author, Analytic
Collins, Dwight O.; Reynolds, William F.; Reese, Paul B.
Author Affiliation, Ana.
Department of Chemistry
Article Title
Aromadendrane transformation by Curvularia lunata ATCC 12017
Medium Designator
n/a
Connective Phrase
n/a
Journal Title
Phytochemistry
Translated Title
n/a
Reprint Status
Refereed
Date of Publication
2002
Volume ID
60
Issue ID
5
Page(s)
475-81
Language
n/a
Connective Phrase
n/a
Location/URL
http:; www.elsevier.nl/locate/Phytochem
ISSN
n/a
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 (1S,10S)-9a-hydroxy-allo-aromadendrane (2), (1R,10R)-9b-hydroxyaromadendrane (3), (1S,10S)-allo-aromadendran-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 mobilised. The substrates and products presented here, but one, are all novel.....
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