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Title

Grahamines A–E, Cyclobutane-Centered Tropane Alkaloids from the Aerial Parts of Schizanthus grahamii

Authors
Muñoz, Orlando
Published in Journal of Natural Products. 2011, vol. 74, no. 11, p. 2388-2394
Abstract Schizanthus grahamii is an endemic Chilean plant that is known to contain tropane alkaloids. Five new alkaloids, grahamines A–E (1–5), were isolated and characterized by extensive spectroscopic analysis. Their structures were determined to be 2-{[(3α-hydroxytropo-6β-yl)oxy]carbonyl}-2-methyl-3-{[((6β-angeloyloxy)-3α-yl)oxy]carbonyl}-4-phenylcyclobutanecarboxylic acid (1), 2-{[(3α-hydroxytropo-6β-yl)oxy]carbonyl}-2-methyl-3-{[((6β-tigloyloxy)-3α-yl)oxy]carbonyl}-4-phenylcyclobutanecarboxylic acid (2), 1-methyl-2-{[(3α-hydroxytropo-6β-yl)oxy]carbonyl}-4-{[((6β-angeloyloxy)-3α-yl)oxy]carbonyl}-3-phenylcyclobutanecarboxylic acid (3), 1,2-bis{[(3α-hydroxytropo-6β-yl)oxy]carbonyl}-2-methyl-3-{[((6β-angeloyloxy)-3α-yl)oxy]carbonyl}-4-phenylcyclobutanecarboxylate (4), and 1-{[(3α-mesaconyloxytropo-6β-yl)oxy]carbonyl}-2-{[(3α-hydroxytropo-6β-yl)oxy]carbonyl}-2-methyl-3-{[((6β-angeloyloxy)-3α-yl)oxy]carbonyl}-4-phenylcyclobutanecarboxylate (5).
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Other version: http://pubs.acs.org/doi/abs/10.1021/np200450y
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CRETTON, Sylvian et al. Grahamines A–E, Cyclobutane-Centered Tropane Alkaloids from the Aerial Parts of Schizanthus grahamii. In: Journal of Natural Products, 2011, vol. 74, n° 11, p. 2388-2394. https://archive-ouverte.unige.ch/unige:17578

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Deposited on : 2011-11-28

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