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Publication Type
Journal Article
Author, Analytic
Russell, F.A.; Mulabagal, V; Thompson, D.R.; Singh-Wilmot, Marvadeen .A.; Reynolds, W.F.; Nair, M.G.; Langer,V; Reese, Paul B.
Author Affiliation, Ana.
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Article Title
Novel stemodin - derived analogues with lipid peroxidation, cyclooxygenase enzymes and human tumour cell proliferation inhibitory activities.
Medium Designator
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Connective Phrase
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Journal Title
Phytochemistry
Translated Title
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Reprint Status
Refereed
Date of Publication
2011
Volume ID
72
Issue ID
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Page(s)
2361- 2368
Language
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Connective Phrase
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Location/URL
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ISSN
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Notes
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Abstract
A series of analogues, derived from the antiviral and cytotoxic diterpene stemodin, were prepared and evaluated for their lipid peroxidation (LPO), cyclooxygenase enzyme-1 (COX-1) and -2 (COX-2), and tumour cell proliferation inhibitory activities. Oxidation of stemodin produced stemodinone, which was then converted to stemod-12-en-2-one. Reaction of the latter under Petrow conditions (bromine; silver acetate/pyridine) yielded mainly dibrominated abeo-stachanes. Solvolysis of the dibromo compounds gave products of hydrolysis, some with rearranged skeleta. In the lipid peroxidation inhibitory assay three of the compounds exhibited prominent activity. Interestingly, all the analogues showed higher COX-1 enzyme inhibition than COX-2. Although a few of the diterpenes limited the growth of some human tumour cell lines, most compounds induced proliferation of such cells.....
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