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Publication Type
Journal Article
UWI Author(s)
Author, Analytic
Martin, G.D.A.; Reynolds, Williams F.; Reese, Paul B.
Author Affiliation, Ana.
Department of Chemistry
Article Title
Investigation of the importance of the C-2 oxygen function in the transformation of stemodin analogues by Rhizopus oryzae ATCC 11145
Medium Designator
n/a
Connective Phrase
n/a
Journal Title
Phytochemistry
Translated Title
n/a
Reprint Status
n/a
Date of Publication
2004
Volume ID
65
Issue ID
6
Page(s)
701-710
Language
n/a
Connective Phrase
n/a
Location/URL
n/a
ISSN
0031-9422
Notes
n/a
Abstract
A new stemodinoside, stemodin-a-L-arabinofuranoside (5), was isolated from the plant Stemodia maritima. Incubation of stemodin (2) with Rhizopus oryzae ATCC 11145 gave 2alpha,7beta,13(S)-trihydroxystemodane (17) and 2alpha,3beta,13(S),16alpha-tetrahydroxystemodane (18) whilst stemodinone (8) afforded 6alpha,13(S)-dihydroxystemodan-2-one (19). The bioconversion of 2beta,13(S)-dihydroxystemodane (10) by the fungus yielded 2beta,7beta,13(S)-trihydroxystemodane (20) whereas stemod-12-en-2-one (9) provided 7beta,17-dihydroxystemod-12-en-2-one (21). The results provide useful information about the relationship between the functional groups of the substrates and their potential for bioconversion.....
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