Unusual phenethylamine-containing alkaloids from Elaeocarpus tectorius
From the leaves of Elaeocarpus tectorius (Lour.) Poir. four previously undescribed phenethylamine-containing alkaloids were isolated, namely, tectoricine, possessing an unprecedented isoquinuclidinone ring system incorporating a phenethylamine moiety, tectoraline, representing a rare alkamide incorp...
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| Format: | Article |
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Elsevier
2018
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| author | Ezeoke, Margret Chinonso Krishnan, Premanand Sim, Dawn Su Yin Lim, Siew Huah Low, Yun Yee Chong, Kam Weng Lim, Kuan Hon |
| author_facet | Ezeoke, Margret Chinonso Krishnan, Premanand Sim, Dawn Su Yin Lim, Siew Huah Low, Yun Yee Chong, Kam Weng Lim, Kuan Hon |
| author_sort | Ezeoke, Margret Chinonso |
| collection | UM |
| description | From the leaves of Elaeocarpus tectorius (Lour.) Poir. four previously undescribed phenethylamine-containing alkaloids were isolated, namely, tectoricine, possessing an unprecedented isoquinuclidinone ring system incorporating a phenethylamine moiety, tectoraline, representing a rare alkamide incorporating two phenethylamine moieties, and tectoramidines A and B, representing the first naturally occurring trimeric and dimeric phenethylamine alkaloids incorporating an amidine function. The structures of these alkaloids were established by detailed spectroscopic analysis. The absolute configuration of tectoricine was determined by comparison of the experimental and calculated ECD spectra. Plausible biosynthetic pathways to the four alkaloids are proposed. |
| first_indexed | 2024-03-06T05:56:02Z |
| format | Article |
| id | um.eprints-22099 |
| institution | Universiti Malaya |
| last_indexed | 2024-03-06T05:56:02Z |
| publishDate | 2018 |
| publisher | Elsevier |
| record_format | dspace |
| spelling | um.eprints-220992019-08-27T04:00:59Z http://eprints.um.edu.my/22099/ Unusual phenethylamine-containing alkaloids from Elaeocarpus tectorius Ezeoke, Margret Chinonso Krishnan, Premanand Sim, Dawn Su Yin Lim, Siew Huah Low, Yun Yee Chong, Kam Weng Lim, Kuan Hon Q Science (General) QD Chemistry From the leaves of Elaeocarpus tectorius (Lour.) Poir. four previously undescribed phenethylamine-containing alkaloids were isolated, namely, tectoricine, possessing an unprecedented isoquinuclidinone ring system incorporating a phenethylamine moiety, tectoraline, representing a rare alkamide incorporating two phenethylamine moieties, and tectoramidines A and B, representing the first naturally occurring trimeric and dimeric phenethylamine alkaloids incorporating an amidine function. The structures of these alkaloids were established by detailed spectroscopic analysis. The absolute configuration of tectoricine was determined by comparison of the experimental and calculated ECD spectra. Plausible biosynthetic pathways to the four alkaloids are proposed. Elsevier 2018 Article PeerReviewed Ezeoke, Margret Chinonso and Krishnan, Premanand and Sim, Dawn Su Yin and Lim, Siew Huah and Low, Yun Yee and Chong, Kam Weng and Lim, Kuan Hon (2018) Unusual phenethylamine-containing alkaloids from Elaeocarpus tectorius. Phytochemistry, 146. pp. 75-81. ISSN 0031-9422, DOI https://doi.org/10.1016/j.phytochem.2017.12.003 <https://doi.org/10.1016/j.phytochem.2017.12.003>. https://doi.org/10.1016/j.phytochem.2017.12.003 doi:10.1016/j.phytochem.2017.12.003 |
| spellingShingle | Q Science (General) QD Chemistry Ezeoke, Margret Chinonso Krishnan, Premanand Sim, Dawn Su Yin Lim, Siew Huah Low, Yun Yee Chong, Kam Weng Lim, Kuan Hon Unusual phenethylamine-containing alkaloids from Elaeocarpus tectorius |
| title | Unusual phenethylamine-containing alkaloids from Elaeocarpus tectorius |
| title_full | Unusual phenethylamine-containing alkaloids from Elaeocarpus tectorius |
| title_fullStr | Unusual phenethylamine-containing alkaloids from Elaeocarpus tectorius |
| title_full_unstemmed | Unusual phenethylamine-containing alkaloids from Elaeocarpus tectorius |
| title_short | Unusual phenethylamine-containing alkaloids from Elaeocarpus tectorius |
| title_sort | unusual phenethylamine containing alkaloids from elaeocarpus tectorius |
| topic | Q Science (General) QD Chemistry |
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