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

Kam, Toh Seok and Tan, S.J. and Choo, Y.M. and Thomas, N.F. and Robinson, W.T. and Komiyama, K. (2012) Unusual indole alkaloid—epyrrole, —epyrone, and —carbamic acid adducts from Alstonia angustifolia. Tetrahedron, 66. pp. 7799-7806. ISSN 0040-4020, DOI https://doi.org/10.1016/j.tet.2010.07.079.

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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
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 > Department of Chemistry
Depositing User: Ms. Suhaila Syakila Alby
Date Deposited: 15 Oct 2014 01:40
Last Modified: 24 Oct 2019 07:44
URI: http://eprints.um.edu.my/id/eprint/10399

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