Norcyperone, a Novel Skeleton Norsesquiterpene from Cyperus rotundus L.

doi:10.3390/molecules13102474

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Molecules 2008, 13(10), 2474-2481; doi:10.3390/molecules13102474

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Norcyperone, a Novel Skeleton Norsesquiterpene from Cyperus rotundus L.

Yan Xu¹, Hong-Wu Zhang¹, Chang-Yuan Yu^2,* , Yang Lu³, Ying Chang³ and Zhong-Mei Zou^1,*

¹ Institute of Medicinal Plant Development, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100193, P. R. China ² College of Life Science and Technology, Beijing University of Chemical Technology, Beijing 100029, P. R. China ³ Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, P. R. China

* Authors to whom correspondence should be addressed.

Received: 21 August 2008; in revised form: 25 September 2008 / Accepted: 26 September 2008 / Published: 10 October 2008

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Abstract: A novel norsesquiterpene, named norcyperone (1), and three known compounds: (-)-clovane-2,9-diol (2), rosenonolactone (3), and 5a,8a-epidioxy-(20S,22E,24R)-ergosta-6,22-dien-3β-ol (4) were isolated from the rhizomes of Cyperus rotundus L. The structure of 1 was elucidated as 8,11,11-trimethylbicyclo[5.3.1]undecane-5a, 8a-epoxy-3-one on the basis of extensive spectroscopic analyses, including 1D- and 2D-NMR, MS experiments, and single-crystal X-ray diffraction. This is the first report of a 8,11,11-trimethyl- bicyclo[5.3.1]undecane-3-one type norsesquiterpene with a tetrahydrofuran ring at C-5 and C-8.

Keywords: Cyperus rotundus L.; norsesquiterpene; norcyperone; bicyclo[5.3.1]undecane-3-one

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MDPI and ACS Style

Xu, Y.; Zhang, H.-W.; Yu, C.-Y.; Lu, Y.; Chang, Y.; Zou, Z.-M. Norcyperone, a Novel Skeleton Norsesquiterpene from Cyperus rotundus L.. Molecules 2008, 13, 2474-2481.

AMA Style

Xu Y, Zhang H-W, Yu C-Y, Lu Y, Chang Y, Zou Z-M. Norcyperone, a Novel Skeleton Norsesquiterpene from Cyperus rotundus L.. Molecules. 2008; 13(10):2474-2481.

Chicago/Turabian Style

Xu, Yan; Zhang, Hong-Wu; Yu, Chang-Yuan; Lu, Yang; Chang, Ying; Zou, Zhong-Mei. 2008. "Norcyperone, a Novel Skeleton Norsesquiterpene from Cyperus rotundus L.." Molecules 13, no. 10: 2474-2481.

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