Regular Article |
|
|
|
|
|
Dendrowardol C, a novel sesquiterpenoid from Dendrobium wardianum Warner |
Wei-Wei FANa,b, Feng-Qing XUa,b, Fa-Wu DONGa,b, Xiao-Nian LIa, Yan LIa, Yu-Qing LIUa, Jun ZHOUa, Jiang-Miao HUa |
a State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China; b University of Chinese Academy of Sciences, Beijing 100049, China |
|
|
Abstract Dendrowardol C (1)-a novel sesquiterpenoid, with an unprecedented 4/5/6/6 tetracyclic carbon backbone, together with two known cyclopacamphane-type sesquiterpenoids; dendronobilin I (2) and dendrobane A (3) were isolated from the stems of Dendrobium wardianum Warner. The structure of 1 was established on the basis of spectroscopic data and the absolute configuration was determined by single-crystal X-ray diffraction crystallography. The hypothetical biosynthetic pathway of 1 was postulated. Compound 1 showed no cytotoxic activity against human tumor cell lines HL-60, SMMC-7721, A-549, MCF-7, and SW480.
|
Keywords
Dendrobium wardianum Warner
sesquiterpenoid
dendrowardol
X-ray
|
Fund:The authors are grateful to Dr. Xiao-Hua Jin of Institute of Botany, Chinese Academy of Sciences, for identification of the plant. This work was financially supported by the National Natural and Science Foundations of China (No. 30800090), "Xi-Bu-Zhi-Guang" project (No. 2009312D11017) from Chinese Academy of Sciences and the Fund of the State Key Laboratory of Phytochemistry and Plant Resources in West China (P2010-ZZ012). |
Issue Date: 11 February 2018
|
|
|
[1] |
Jiangsu New Medicinal University, Dictionary of Chinese Medicines. Shanghai Scientific and Technical Publishers:Shanghai, 1986; pp 586-590.
|
[2] |
Ji, Z. H. Flora of China. Science Press:Beijing, 1999; Vol. 19, pp 99-100.
|
[3] |
Glomqvist, L.; Brandange, S.; Gawell, L.; Leander, K.; Luning, B. Acta. Chem. Scand. 1973, 27, 1439-1441.
|
[4] |
Fan, W. W.; Xu, F. Q.; Dong, F. W.; Li, X. N.; Wei, X. Y.; Zhou, J.; Hu, J. M. Tetrahedron Lett. 2013, 54, 1928-1930.
|
[5] |
Zhang, X.; Liu, H. W.; Gao, H.; Han, H. Y.; Wang, N. L.; Wu, H.M.; Yao, X. S.; Wang, Z. Helv. Chim. Acta 2007, 90, 2386-2394.
|
[6] |
Ye, Q. H.; Zhao, W. M. Planta Med. 2002, 68, 723-729.
|
[7] |
Zhang, X.; Tu, F. J.; Yu, H. Y.; Wang, N. L.; Wang, Z.; Yao, X. S. Chem. Pharm. Bull. 2008, 56, 854-857.
|
[8] |
(a) Baldwin, S. W.; Tomesch, J. C. J. Org. Chem. 1980, 45, 1455-1462. (b) Kawai, T.; Ooi, T.; Kusumi, T. Chem. Pharm. Bull. 2003, 51, 291-294.
|
[9] |
(a) Wagner, G. J. Russ. Phys. Chem. Soc. 1899, 31, 690. (b) Birladeanu, L. J. Chem. Ed. 2000, 77, 858-863. (c) Vrcek, V.; Saunders, M.; Kronja, O. J. Org. Chem. 2003, 68, 1859-1866.
|
[10] |
Reed, L. J.; Muench, H. Am. J. Hyg. 1938, 27, 493-497.
|
|
Viewed |
|
|
|
Full text
|
|
|
|
|
Abstract
|
|
|
|
|
Cited |
|
|
|
|
|
Shared |
|
|
|
|
|
Discussed |
|
|
|
|