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The Revised Structure and Absolute Configuration of Chaksine
Author(s) -
Voelter Wolfgang,
Winter Werner,
Ahmad Viquar Uddin,
Usmanghani Mohammad
Publication year - 1985
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.198509591
Subject(s) - ring (chemistry) , absolute configuration , alkaloid , stereochemistry , lactone , chemistry , cassia , mass spectrum , mass spectrometry , organic chemistry , medicine , alternative medicine , traditional chinese medicine , pathology , chromatography
Chaksine, a constituent of the seeds of Cassia abuss (var. Chaksa) , is an alkaloid containing a 16‐membered bislactone ring. In 1958, Wiesner et al. proposed a structure with an eight‐membered lactone ring for the alkaloid. Although elemental analyses and NMR data are concordant with both structures, the field desorption mass spectrum suggests a dimeric species, proof for which has finally been provided by an X‐ray structre analysis.