Unusual phenethylamine-containing alkaloids from Elaeocarpus tectorius
Document Type
Article
Publication Date
1-1-2018
Abstract
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.
Keywords
Elaeocarpus tectorius, Elaeocarpaceae, Alkaloids, Phenethylamine, Isoquinuclidinone, Amidine, Formamidine
Divisions
CHEMISTRY
Publication Title
Phytochemistry
Volume
146
Publisher
Elsevier