Unusual indole alkaloid—epyrrole, —epyrone, and —carbamic acid adducts from Alstonia angustifolia

Kam, T.S.; Tan, S.J.; Choo, Y.M.; Thomas, N.F.; Robinson, W.T.; Komiyama, K. (2012) Unusual indole alkaloid—epyrrole, —epyrone, and —carbamic acid adducts from Alstonia angustifolia. Tetrahedron, 66. pp. 7799-7806. ISSN 0040-4020

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    Abstract

    Three unusual natural products, viz., alstopirocine, a macroline alkaloid incorporating a substituted pyrrole moiety, pleiomaltinine, an alkaloide—pyrone adduct, and pleiomalicine, an alkaloid—carbamic acid adduct, were isolated from the Malayan Alstonia angustifolia. The alkaloid moiety in alstopirocine was alstomicine while that in pleiomaltinine and pleiomalicine was pleiocarpamine. The structures were determined by spectroscopic methods and in the case of pleiomaltinine, confirmed by X-ray diffraction analysis. Possible biogenetic pathways to these unusual compounds are presented.

    Item Type: Article
    Creators:
    1. Kam, T.S.(Department of Chemistry, University of Malaya)
    2. Tan, S.J.(Department of Chemistry, University of Malaya)
    3. Choo, Y.M.(Department of Chemistry, University of Malaya)
    4. Thomas, N.F.(Department of Chemistry, University of Malaya)
    5. Robinson, W.T.(Department of Chemistry, University of Malaya)
    6. Komiyama, K.(Center for Basic Research, Kitasato University)
    Journal or Publication Title: Tetrahedron
    Additional Information: Department of Chemistry, University of Malaya
    Uncontrolled Keywords: Alkaloid—pyrrole; Alkaloid—pyrone; Alkaloid—carbamic acid; Alstonia.
    Subjects: Q Science > QD Chemistry
    Divisions: Faculty of Science > Dept of Chemistry
    Depositing User: Ms. Suhaila Syakila Alby
    Date Deposited: 15 Oct 2014 09:40
    Last Modified: 15 Oct 2014 09:40
    URI: http://eprints.um.edu.my/id/eprint/10399

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