A zwitterionic alkaloid, containing a rare cyclopentadienyl anion unit, from the stem barks of Daphniphyllum macropodum Miq.
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.
Gan
Xian-Wen
XW
Shanghai Research Center for Modernization of Traditional Chinese Medicine, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai, 201203, P.R. China.
Bai
Hai-Yun
HY
Chen
Qi-Gang
QG
Ma
Lei
L
Hu
Li-Hong
LH
D000470:Alkaloids / Q000737:chemistry; D000838:Anions; D018360:Crystallography, X-Ray; D003517:Cyclopentanes / Q000737:chemistry*; D000431:Ethanol / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D019684:Magnoliopsida / Q000378:metabolism*; D008956:Models, Chemical; D008958:Models, Molecular; D009584:Nitrogen / Q000737:chemistry; D010936:Plant Extracts / Q000737:chemistry*; D010946:Plants, Medicinal / Q000378:metabolism; D011083:Polycyclic Compounds / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization; D013053:Spectrophotometry; D013696:Temperature; D014961:X-Ray Diffraction
D000470:Alkaloids; D000838:Anions; D003517:Cyclopentanes; D010936:Plant Extracts; D011083:Polycyclic Compounds; C517477:daphnicyclidin L; D000431:Ethanol; D009584:Nitrogen