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

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 d...

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Published in:RSC advances 2015-01, Vol.5 (52), p.41324-41331
Main Authors: Chao, Chih-Hua, Juang, Shin-Hun, Chan, Hsiu-Hui, Shen, De-Yang, Liao, Yu-Ren, Shih, Hung-Cheng, Huang, Chieh-Hung, Cheng, Ju-Chien, Chen, Fu-An, Hung, Hsin-Yi, Wu, Tian-Shung
Format: Article
Language:English
Subjects:
Assaying
Circularity
Dichroism
Nuclear magnetic resonance
Polyacetylenes
Roots
Spectroscopy
Two dimensional
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Summary: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 EC 50 value of 47.2 μM.
ISSN:2046-2069
2046-2069
DOI:10.1039/C5RA02765A