Funebrine, a Structurally Novel Pyrrole Alkaloid, and Other γ-Hydroxyisoleucine-Related Metabolites of Quararibea funebris (Llave) Vischer (Bombacaceae)

DOI: 10.1021/jo00189a013

Source and publish data:

Journal of Organic Chemistry p. 2714 - 2718 (1984)

Update date:2022-08-30

Topics:

Authors:

Raffauf, Robert F.

Zennie, Thomas M.

Onan, Kay D.

Quesne, Philip W. Le

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Article abstract of DOI:10.1021/jo00189a013

The flowers of the Mexican tree Quararibea funebris (Llave) Vischer (Bombacaceae) have been shown to give rise to the enolic γ-lactone 1, its amino analogue 3, the saturated lactone 4, and the parent amino acid (2S,3S,4R)-γ-hydroxyisoleucine (5), as well as the novel pyrrole alkaloid funebrine (6).The structure determination of funebrine by X-ray crystallography is discussed and a hypothesis for its biogenesis offered.

Full text of DOI:10.1021/jo00189a013

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