Alkaloids of Vinca Species V: Structure Elucidation of Herbadine, an Alkaloid Isolated from Vinca Libanotica

Herbadine, a novel dihydroindole alkaloid, was isolated from the aerial parts of Vinca libanotica Zucc. (Apocynaceae). The physical and spectral data (UV, IR, NMR, and mass spectroscopy) indicated the alkaloid to be a derivative of ajmaline. Comparative high‐resolution NMR studies with quebrachidine...

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Bibliographic Details
Published in:Journal of pharmaceutical sciences 1975-02, Vol.64 (2), p.341-342
Main Authors: Aynilian, G.H., Bell, C.L., Farnsworth, N.R.
Format: Article
Language:English
Subjects:
Ajmaline - analogs & derivatives
Ajmaline - analysis
Alkaloids-Vinca species
Alkaloids—Vinca species, structure elucidation of herbadine
Herbadine-structure elucidation
Herbadine—structure elucidation, V. libanotica alkaloid
Indoles - analysis
Magnetic Resonance Spectroscopy
Mass Spectrometry
Spectrophotometry, Infrared
Spectrophotometry, Ultraviolet
structure elucidation of herbadine
V. libanotica alkaloid
Vinca Alkaloids - analysis
Vinca libanotica alkaloids-structure elucidation of herbadine
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Summary:Herbadine, a novel dihydroindole alkaloid, was isolated from the aerial parts of Vinca libanotica Zucc. (Apocynaceae). The physical and spectral data (UV, IR, NMR, and mass spectroscopy) indicated the alkaloid to be a derivative of ajmaline. Comparative high‐resolution NMR studies with quebrachidine and high‐resolution mass spectral studies established the structure of the alkaloid to be 2‐epi‐3‐hydroxyquebrachidine. Herbadine was previously isolated from another species by Russian workers and a structure was postulated. The current paper gives evidence for a corrected structure of herbadine.
ISSN:0022-3549
1520-6017
DOI:10.1002/jps.2600640236