Unusual indole alkaloid-pyrrole, -pyrone, and -carbamic acid adducts from Alstonia angustifolia

Three unusual natural products, viz., alstopirocine, a macroline alkaloid incorporating a substituted pyrrole moiety, pleiomaltinine, an alkaloid-pyrone adduct, and pleiomalicine, an alkaloid-carbamic acid adduct, were isolated from the Malayan Alstonia angustifolia. The alkaloid moiety in alstopiro...

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Main Authors: Tan, Shin-Jowl, Choo, Yeun-Mun, Thomas, N.F., Robinson, W.T., Komiyama, K., Kam, Toh-Seok
Format: Article
Published: Elsevier 2010
Subjects:
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author Tan, Shin-Jowl
Choo, Yeun-Mun
Thomas, N.F.
Robinson, W.T.
Komiyama, K.
Kam, Toh-Seok
author_facet Tan, Shin-Jowl
Choo, Yeun-Mun
Thomas, N.F.
Robinson, W.T.
Komiyama, K.
Kam, Toh-Seok
author_sort Tan, Shin-Jowl
collection UM
description Three unusual natural products, viz., alstopirocine, a macroline alkaloid incorporating a substituted pyrrole moiety, pleiomaltinine, an alkaloid-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. (C) 2010 Elsevier Ltd. All rights reserved.
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spelling um.eprints-123352015-01-22T02:09:17Z http://eprints.um.edu.my/12335/ Unusual indole alkaloid-pyrrole, -pyrone, and -carbamic acid adducts from Alstonia angustifolia Tan, Shin-Jowl Choo, Yeun-Mun Thomas, N.F. Robinson, W.T. Komiyama, K. Kam, Toh-Seok Q Science (General) Three unusual natural products, viz., alstopirocine, a macroline alkaloid incorporating a substituted pyrrole moiety, pleiomaltinine, an alkaloid-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. (C) 2010 Elsevier Ltd. All rights reserved. Elsevier 2010 Article PeerReviewed Tan, Shin-Jowl and Choo, Yeun-Mun and Thomas, N.F. and Robinson, W.T. and Komiyama, K. and Kam, Toh-Seok (2010) Unusual indole alkaloid-pyrrole, -pyrone, and -carbamic acid adducts from Alstonia angustifolia. Tetrahedron, 66 (39). pp. 7799-7806.
spellingShingle Q Science (General)
Tan, Shin-Jowl
Choo, Yeun-Mun
Thomas, N.F.
Robinson, W.T.
Komiyama, K.
Kam, Toh-Seok
Unusual indole alkaloid-pyrrole, -pyrone, and -carbamic acid adducts from Alstonia angustifolia
title Unusual indole alkaloid-pyrrole, -pyrone, and -carbamic acid adducts from Alstonia angustifolia
title_full Unusual indole alkaloid-pyrrole, -pyrone, and -carbamic acid adducts from Alstonia angustifolia
title_fullStr Unusual indole alkaloid-pyrrole, -pyrone, and -carbamic acid adducts from Alstonia angustifolia
title_full_unstemmed Unusual indole alkaloid-pyrrole, -pyrone, and -carbamic acid adducts from Alstonia angustifolia
title_short Unusual indole alkaloid-pyrrole, -pyrone, and -carbamic acid adducts from Alstonia angustifolia
title_sort unusual indole alkaloid pyrrole pyrone and carbamic acid adducts from alstonia angustifolia
topic Q Science (General)
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