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

引用本文: 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

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

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
基金项目:
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).

摘要: 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.

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English

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

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).

Abstract: 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.

Key words:

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

English

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

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

English

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

CCS Chemistry：嵌段共聚物自组装成 “三明治”二维有机材料，实现纳米级压力传感功能

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CCS Chemistry：工作高效不疲劳，只须让催化剂动起来

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CCS Chemistry：金黄色葡萄球菌醛基脱氢酶是如何识别特异性底物的？

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