Unusual indole alkaloid—epyrrole, —epyrone, and —carbamic acid adducts from Alstonia angustifolia
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 alstopir...
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| Format: | Article |
| Language: | English |
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Elsevier
2012
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| Online Access: | http://eprints.um.edu.my/10399/1/Unusual_indole_alkaloid%E2%80%94epyrrole%2C_%E2%80%94epyrone%2C_and_%E2%80%94carbamic_acid_adducts_from_Alstonia_angustifolia.pdf |
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| author | Kam, Toh Seok Tan, S.J. Choo, Y.M. Thomas, N.F. Robinson, W.T. Komiyama, K. |
| author_facet | Kam, Toh Seok Tan, S.J. Choo, Y.M. Thomas, N.F. Robinson, W.T. Komiyama, K. |
| author_sort | Kam, Toh Seok |
| collection | UM |
| description | 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. |
| first_indexed | 2024-03-06T05:26:03Z |
| format | Article |
| id | um.eprints-10399 |
| institution | Universiti Malaya |
| language | English |
| last_indexed | 2024-03-06T05:26:03Z |
| publishDate | 2012 |
| publisher | Elsevier |
| record_format | dspace |
| spelling | um.eprints-103992019-10-24T07:44:17Z http://eprints.um.edu.my/10399/ Unusual indole alkaloid—epyrrole, —epyrone, and —carbamic acid adducts from Alstonia angustifolia Kam, Toh Seok Tan, S.J. Choo, Y.M. Thomas, N.F. Robinson, W.T. Komiyama, K. QD Chemistry 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. Elsevier 2012 Article PeerReviewed application/pdf en http://eprints.um.edu.my/10399/1/Unusual_indole_alkaloid%E2%80%94epyrrole%2C_%E2%80%94epyrone%2C_and_%E2%80%94carbamic_acid_adducts_from_Alstonia_angustifolia.pdf 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 <https://doi.org/10.1016/j.tet.2010.07.079>. doi:10.1016/j.tet.2010.07.079 |
| spellingShingle | QD Chemistry Kam, Toh Seok Tan, S.J. Choo, Y.M. Thomas, N.F. Robinson, W.T. Komiyama, K. Unusual indole alkaloid—epyrrole, —epyrone, and —carbamic acid adducts from Alstonia angustifolia |
| title | Unusual indole alkaloid—epyrrole, —epyrone, and —carbamic acid adducts from Alstonia angustifolia |
| title_full | Unusual indole alkaloid—epyrrole, —epyrone, and —carbamic acid adducts from Alstonia angustifolia |
| title_fullStr | Unusual indole alkaloid—epyrrole, —epyrone, and —carbamic acid adducts from Alstonia angustifolia |
| title_full_unstemmed | Unusual indole alkaloid—epyrrole, —epyrone, and —carbamic acid adducts from Alstonia angustifolia |
| title_short | Unusual indole alkaloid—epyrrole, —epyrone, and —carbamic acid adducts from Alstonia angustifolia |
| title_sort | unusual indole alkaloid epyrrole epyrone and carbamic acid adducts from alstonia angustifolia |
| topic | QD Chemistry |
| url | http://eprints.um.edu.my/10399/1/Unusual_indole_alkaloid%E2%80%94epyrrole%2C_%E2%80%94epyrone%2C_and_%E2%80%94carbamic_acid_adducts_from_Alstonia_angustifolia.pdf |
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