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New Alkaloids from Hippeastrum papilio (R avenna ) V an S cheepen
Author(s) -
Guo Ying,
de Andrade Jean P.,
Pigni Natalia B.,
TorrasClaveria Laura,
Tallini Luciana R.,
de S. Borges Warley,
Viladomat Francesc,
Nair Jerald J.,
Zuanazzi José A. S.,
Bastida Jaume
Publication year - 2016
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201500188
Subject(s) - amaryllidaceae , chemistry , phytochemical , stereochemistry , botany , biology , biochemistry
A new phytochemical study of the indigenous Brazilian species Hippeastrum papilio is reported herein. Three novel Amaryllidaceae alkaloids were isolated, including hippapiline ( 1 ), papiline ( 2 ), and 3‐ O ‐demethyl‐3‐ O ‐(3‐hydroxybutanoyl)haemanthamine ( 3 ). Their structures were determined by physical and spectroscopic methods. In addition, the known alkaloids, haemanthamine ( 4 ), galanthamine ( 5 ), narwedine ( 6 ), 11 β ‐hydroxygalanthamine ( 7 ), apogalanthamine ( 8 ), and 9‐ O ‐demethyllycosinine B ( 9 ) were identified. The unusual cis‐B / C ‐ring fusion for the new homolycorine representative hippapiline was ratified by NMR and CD spectroscopy.