Next Article in Journal
Flavonoids from the Stems of Croton caudatus Geisel. var. tomentosus Hook
Previous Article in Journal
Remarkable Iodine-Catalyzed Synthesis of Novel Pyrrole- Bearing N-Polyaromatic β-Lactams
Article Menu

Article Versions

Export Article

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

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

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 / Revised: 4 February 2010 / Accepted: 19 February 2010 / Published: 23 February 2010
Download PDF [197 KB, uploaded 18 June 2014]   |  

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 Oplopanax horridus; polyyne; oplopantriol A and B; alkaline hydrolysis
Figures

This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

Scifeed alert for new publications

Never miss any articles matching your research from any publisher
  • Get alerts for new papers matching your research
  • Find out the new papers from selected authors
  • Updated daily for 49'000+ journals and 6000+ publishers
  • Define your Scifeed now

SciFeed Share & Cite This Article

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.

Show more citation formats Show less citations formats

Related Articles

Article Metrics

Article Access Statistics

1

Comments

[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top