Unusual phenethylamine-containing alkaloids from Elaeocarpus tectorius
| Autor: | Yun-Yee Low, Dawn Su-Yin Sim, Siew-Huah Lim, Kam-Weng Chong, Margret Chinonso Ezeoke, Premanand Krishnan, Kuan-Hon Lim |
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| Rok vydání: | 2018 |
| Předmět: |
Phenethylamine
Elaeocarpus tectorius Stereochemistry Elaeocarpaceae Plant Science Horticulture Ring (chemistry) 01 natural sciences Biochemistry Amidine chemistry.chemical_compound Alkaloids Phenethylamines Moiety Molecular Biology Molecular Structure biology 010405 organic chemistry Chemistry Absolute configuration General Medicine biology.organism_classification 0104 chemical sciences Plant Leaves 010404 medicinal & biomolecular chemistry |
| Zdroj: | Phytochemistry. 146:75-81 |
| ISSN: | 0031-9422 |
| DOI: | 10.1016/j.phytochem.2017.12.003 |
| Popis: | 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. |
| Databáze: | OpenAIRE |
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