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A Zwitterionic Alkaloid, Containing a Rare Cyclopentadienyl Anion Unit, from the Stem Barks of Daphniphyllum macropodum Miq.
Author(s) -
Gan XianWen,
Bai HaiYun,
Chen QiGang,
Ma Lei,
Hu LiHong
Publication year - 2006
Publication title -
chemistry and biodiversity
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.427
H-Index - 70
eISSN - 1612-1880
pISSN - 1612-1872
DOI - 10.1002/cbdv.200690127
Subject(s) - iminium , chemistry , zwitterion , cyclopentadienyl complex , alkaloid , counterion , crystal structure , stereochemistry , ion , crystallography , molecule , organic chemistry , catalysis
A new Daphniphyllum alkaloid daphnicyclidin L ( 1 ), containing a rare cyclopentadienyl anion, which is stabilized as a zwitterion by an internal iminium counterion, was isolated from the stem barks of Daphniphyllum macropodum Miq ., together with four known alkaloids: daphnicyclidin D ( 2 ), daphnicyclidin H ( 3 ), deoxyyuzurimine ( 4 ), and yuzurimine ( 5 ). The structures were elucidated on the basis of spectroscopic data. The configuration of 1 was elucidated by single‐crystal X‐ray diffraction crystallography.