Molecules 2010, 15(2), 1089-1096; doi:10.3390/molecules15021089
Article

Isolation and Identification of Two New Polyynes from a North American Ethnic Medicinal Plant--Oplopanax horridus (Smith) Miq.

Wei-Hua Huang 1 email, Qing-Wen Zhang 1,* email, Chong-Zhi Wang 2 email, Chun-Su Yuan 2 email and Shao-Ping Li 1,* email
1 Institute of Chinese Medical Sciences, University of Macau, Macao, China 2 Tang Center for Herbal Medicine Research, The Pritzker School of Medicine, University of Chicago, Chicago, IL 60637, USA
* Authors to whom correspondence should be addressed.
Received: 27 December 2009; in revised form: 4 February 2010 / Accepted: 19 February 2010 / Published: 23 February 2010
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Abstract: Two new polyynes, named oplopantriol A (5) and oplopantriol B (6), were isolated from the root bark of Oplopanax horridus (Smith) Miq, an ethnic medicinal plant of North America, along with four known polyynes: (3S,8S)-falcarindiol (1), oplopandiol (2), (11S,16S,9Z)-9,17-octadecadiene-12,14-diyne-1,11,16-triol, 1-acetate (3) and oplopandiol acetate (4). The structures of the new compounds were elucidated by detailed spectroscopic analyses, including 1D and 2D NMR techniques and chemical methods. The absolute configurations of the new compounds 5 and 6 were determined by comparing their optical rotation values with the hydrolysis products of the known compounds 3 and 4, respectively, derived from the same plant. On the basis of an analysis of their physical and chemical properties we show that the alkaline hydrolysis of 3 and 4 afforded the new compounds 5 and 6, respectively.
Keywords: Oplopanax horridus; polyyne; oplopantriol A and B; alkaline hydrolysis

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MDPI and ACS Style

Huang, W.-H.; Zhang, Q.-W.; Wang, C.-Z.; Yuan, C.-S.; Li, S.-P. Isolation and Identification of Two New Polyynes from a North American Ethnic Medicinal Plant--Oplopanax horridus (Smith) Miq.. Molecules 2010, 15, 1089-1096.

AMA Style

Huang W-H, Zhang Q-W, Wang C-Z, Yuan C-S, Li S-P. Isolation and Identification of Two New Polyynes from a North American Ethnic Medicinal Plant--Oplopanax horridus (Smith) Miq.. Molecules. 2010; 15(2):1089-1096.

Chicago/Turabian Style

Huang, Wei-Hua; Zhang, Qing-Wen; Wang, Chong-Zhi; Yuan, Chun-Su; Li, Shao-Ping. 2010. "Isolation and Identification of Two New Polyynes from a North American Ethnic Medicinal Plant--Oplopanax horridus (Smith) Miq.." Molecules 15, no. 2: 1089-1096.

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