A Zwitterionic Alkaloid, Containing a Rare Cyclopentadienyl Anion Unit, from the Stem Barks of Daphniphyllum macropodumMiq.

✍ Scribed by Xian-Wen Gan; Hai-Yun Bai; Qi-Gang Chen; Lei Ma; Li-Hong Hu

• Publisher: John Wiley and Sons
• Year: 2006
• Tongue: English
• Weight: 74 KB
• Volume: 3
• Category: Article
• ISSN: 1612-1872
• DOI: 10.1002/cbdv.200690127

✦ Synopsis

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.