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

Chih Hua Chao; Shin Hun Juang; Hsiu Hui Chan; De Yang Shen; Yu Ren Liao; Hung Cheng Shih; Chieh Hung Huang; Ju Chien Cheng; Fu An Chen; Hsin Yi Hung; Tian Shung Wu

doi:10.1039/c5ra02765a

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

Chih Hua Chao, Shin Hun Juang, Hsiu Hui Chan, De Yang Shen, Yu Ren Liao, Hung Cheng Shih, Chieh Hung Huang, Ju Chien Cheng, Fu An Chen, Hsin Yi Hung, Tian Shung Wu

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26 Citations (Scopus)

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.

Original language	English
Pages (from-to)	41324-41331
Number of pages	8
Journal	RSC Advances
Volume	5
Issue number	52
DOIs	https://doi.org/10.1039/c5ra02765a
Publication status	Published - 2015

All Science Journal Classification (ASJC) codes

General Chemistry
General Chemical Engineering

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10.1039/c5ra02765a

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title = "UV-guided isolation of polyynes and polyenes from the roots of Codonopsis pilosula",

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.",

author = "Chao, {Chih Hua} and Juang, {Shin Hun} and Chan, {Hsiu Hui} and Shen, {De Yang} and Liao, {Yu Ren} and Shih, {Hung Cheng} and Huang, {Chieh Hung} and Cheng, {Ju Chien} and Chen, {Fu An} and Hung, {Hsin Yi} and Wu, {Tian Shung}",

note = "Publisher Copyright: {\textcopyright} The Royal Society of Chemistry 2015.",

year = "2015",

doi = "10.1039/c5ra02765a",

language = "English",

volume = "5",

pages = "41324--41331",

journal = "RSC Advances",

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publisher = "Royal Society of Chemistry",

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TY - JOUR

T1 - UV-guided isolation of polyynes and polyenes from the roots of Codonopsis pilosula

AU - Chao, Chih Hua

AU - Juang, Shin Hun

AU - Chan, Hsiu Hui

AU - Shen, De Yang

AU - Liao, Yu Ren

AU - Shih, Hung Cheng

AU - Huang, Chieh Hung

AU - Cheng, Ju Chien

AU - Chen, Fu An

AU - Hung, Hsin Yi

AU - Wu, Tian Shung

PY - 2015

Y1 - 2015

N2 - 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.

AB - 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.

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JO - RSC Advances

JF - RSC Advances

IS - 52

ER -

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

Abstract

All Science Journal Classification (ASJC) codes

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