Issue 52, 2015
From the journal:

RSC Advances

UV-guided isolation of polyynes and polyenes from the roots of Codonopsis pilosula†

Chih-Hua Chao,ab   Shin-Hun Juang,ac   Hsiu-Hui Chan,d   De-Yang Shen,d   Yu-Ren Liao,d   Hung-Cheng Shih,d   Chieh-Hung Huang,d   Ju-Chien Cheng,e   Fu-An Chen,f   Hsin-Yi Hungd  and  Tian-Shung Wu*df  

* Corresponding authors

a School of Pharmacy, China Medical University, Taichung 404, Taiwan

b Chinese Medicine Research and Development Center, China Medical University Hospital, Taichung 404, Taiwan

c Department of Medical Research, China Medical University Hospital, Taichung 404, Taiwan

d School of Pharmacy, National Cheng Kung University, Tainan 701, Taiwan
E-mail: tswu@mail.ncku.edu.tw
Fax: +886-6-2740552
Tel: +886-6-2757575 ext. 65333

e Department of Medical Laboratory Science and Biotechnology, China Medical University, Taichung 404, Taiwan

f Department of Pharmacy and Graduate Institute of Pharmaceutical Technology, Tajen University, Pingtung 907, Taiwan

Abstract

The UV-guided isolation of polyacetylenes from the crude extract of Codonopsis pilosula has successfully led to the characterization of five new polyynes, pilosulynes A–E (1–5), and two new polyenes, pilosulynes F and G (6 and 7), as well as five known analogues (8–12). Their structures were determined by spectroscopic methods, including ICD and 1D/2D NMR experiments. The absolute configurations of the 6,7-diol moiety of the isolated compounds were determined by the Snatzke's method, which revealed an induced circular dichroism after the addition of dimolybdenum tetraacetate in DMSO. Compound 6 exhibited anti-HCV activity in the HCVcc infection assay with an EC50 value of 47.2 μM.

Graphical abstract: UV-guided isolation of polyynes and polyenes from the roots of Codonopsis pilosula

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Article information

DOI
https://doi.org/10.1039/C5RA02765A
Article type
Paper
Submitted
12 Feb 2015
Accepted
10 Apr 2015
First published
23 Apr 2015

RSC Adv., 2015,5, 41324-41331

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UV-guided isolation of polyynes and polyenes from the roots of Codonopsis pilosula

C. Chao, S. Juang, H. Chan, D. Shen, Y. Liao, H. Shih, C. Huang, J. Cheng, F. Chen, H. Hung and T. Wu, RSC Adv., 2015, 5, 41324 DOI: 10.1039/C5RA02765A

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