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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:
Q Science (General)
Online Access:http://eprints.um.edu.my/12335/
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spelling my.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.
institution Universiti Malaya
building UM Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Universiti Malaya
content_source UM Research Repository
url_provider http://eprints.um.edu.my/
topic Q Science (General)
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
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.
format Article
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
title 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_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_sort unusual indole alkaloid-pyrrole, -pyrone, and -carbamic acid adducts from alstonia angustifolia
publisher Elsevier
publishDate 2010
url http://eprints.um.edu.my/12335/
_version_ 1643689273032966144
score 13.214268

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