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Withanolide artifacts formed in methanol

Cao, C.-M.; Zhang, H.; Gallagher, R.J.; Timmermann, B.N.

Journal of Natural Products 76(11): 2040-2046

2013


ISSN/ISBN: 1520-6025
PMID: 24152046
DOI: 10.1021/np400296s
Accession: 056953707

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Methanol solutions of the main withanolides (6-8) naturally present in Physalis longifolia yielded five artificial withanolides (1-5), including three new compounds (1-3). Withanolides 1 and 2 were identified as intramolecular Michael addition derivatives, while withanolides 3-5 were the result of intermolecular Michael addition. A comprehensive literature investigation was conducted to identify potential withanolide Michael addition artifacts isolated from Solanaceous species to date.

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