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Grahamine, an Unusual Tropane Alkaloid from Schizanthus grahamii
Author(s) -
Hartmann Rudolf,
SanMartin Aurelio,
Muñoz Orlando,
Breitmaier Eberhard
Publication year - 1990
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199003851
Subject(s) - tropane , moiety , chemistry , alkaloid , stereochemistry , cyclobutane , tricarboxylic acid , carboxylic acid , organic chemistry , biochemistry , citric acid cycle , metabolism , ring (chemistry)
A cyclobutane tricarboxylic acid is the central element in the structure of grahamine 1 , a tropane alkaloid found in the Chilean nightshade Schizanthus grahamii . Two of the carboxylic acid functions are incorporated into a macrocyclic tetraester moiety. The overall structure of 1 was elucidated using a combination of 1 H‐ and 13 C‐NMR techniques.