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Citation: Yu Tang, Juan Xiong, Yike Zou, Bastien Nay, Li-Jun Wang, Jin-Feng Hu. Palcernuine, the first [5/6/6/6]-cernuane-type alkaloid from Palhinhaea cernua f. sikkimensis[J]. Chinese Chemical Letters, ;2016, 27(6): 969-973. doi: 10.1016/j.cclet.2016.02.014 shu

Palcernuine, the first [5/6/6/6]-cernuane-type alkaloid from Palhinhaea cernua f. sikkimensis

Yu Tang ^a, ,
Juan Xiong ^a ,
Yike Zou ^b ,
Bastien Nay ^c ,
Li-Jun Wang ^a ,
Jin-Feng Hu ^a

a Department of Natural Products Chemistry, School of Pharmacy, Fudan University, Shanghai 201203, China;
b Department of Chemistry, University of Pennsylvania, Philadelphia 19104-6323, USA;
c Unité Molécules de Communication et Adaptation des Micro-organismes, Sorbonne Universités, Muséum National d'Histoire Naturelle, Centre National de la Recherche Scientifique (CNRS UMR 7245), Paris 75005, France

Received Date: 25 November 2015
Revised Date: 25 January 2016

Fund Project: The authors gratefully acknowledge Mr. Qiu-Shi Tan (Chongqing Institute of Medicinal Plant Cultivation, China) for the plant collection and identification. This work was supported by NSFC grants (Nos. 21472021, 81273401, 81202420), grants from the Ph.D. Programs Foundation of Ministry of Education (MOE) of China (Nos. 20120071110049, 20120071120049), and the National Basic Research Program of China (973 Program, No. 2013CB530700).

One novel (named palcernuine, 1) and five known cernuane-type (2-6) alkaloids were isolated from the whole plant of Palhinhaea cernua f. sikkimensis. The structure of 1, possessing an unprecedented [5/6/6/6]-tetracyclic ring system containing two nitrogen atoms, was established on the basis of spectroscopic methods, and its absolute configuration was determined by comparison of the experimental and calculated electronic circular dichroism (ECD) spectra. A plausible biosynthetic pathway to 1 is proposed.
- Palhinhaea cernua f. sikkimensis,
- Lycopodiaceae,
- Palcernuine,
- Cernuane-type alkaloids,
- Biosynthetic pathway
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