Separation of five compounds from leaves of Andrographis paniculata (Burm. f.) Nees by off-line two-dimensional high-speed counter-current chromatography combined with gradient and recycling elution
An off‐line two‐dimensional high‐speed counter‐current chromatography method combined with gradient and recycling elution mode was established to isolate terpenoids and flavones from the leaves of Andrographis paniculata (Burm. f.) Nees. By using the solvent systems composed of n‐hexane/ethyl acetat...
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Published in | Journal of separation science Vol. 38; no. 9; pp. 1476 - 1483 |
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Main Authors | , , , , , |
Format | Journal Article |
Language | English |
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Germany
Blackwell Publishing Ltd
01.05.2015
Wiley Subscription Services, Inc |
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Abstract | An off‐line two‐dimensional high‐speed counter‐current chromatography method combined with gradient and recycling elution mode was established to isolate terpenoids and flavones from the leaves of Andrographis paniculata (Burm. f.) Nees. By using the solvent systems composed of n‐hexane/ethyl acetate/methanol/water with different volume ratios, five compounds including roseooside, 5,4′‐dihydroxyflavonoid‐7‐O‐β‐d‐pyranglucuronatebutylester, 7,8‐dimethoxy‐2′‐hydroxy‐5‐O‐β‐d‐glucopyranosyloxyflavon, 14‐deoxyandrographiside, and andrographolide were successfully isolated. Purities of these isolated compounds were all over 95% as determined by high‐performance liquid chromatography. Their structures were identified by UV, mass spectrometry, and 1H NMR spectroscopy. It has been demonstrated that the combination of off‐line two‐dimensional high‐speed counter‐current chromatography with different elution modes is an efficient technique to isolate compounds from complex natural product extracts. |
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AbstractList | An off‐line two‐dimensional high‐speed counter‐current chromatography method combined with gradient and recycling elution mode was established to isolate terpenoids and flavones from the leaves of
Andrographis paniculata
(Burm. f.) Nees. By using the solvent systems composed of
n
‐hexane/ethyl acetate/methanol/water with different volume ratios, five compounds including roseooside, 5,4′‐dihydroxyflavonoid‐7‐
O
‐β‐
d
‐pyranglucuronatebutylester, 7,8‐dimethoxy‐2′‐hydroxy‐5‐
O
‐β‐
d
‐glucopyranosyloxyflavon, 14‐deoxyandrographiside, and andrographolide were successfully isolated. Purities of these isolated compounds were all over 95% as determined by high‐performance liquid chromatography. Their structures were identified by UV, mass spectrometry, and
1
H NMR spectroscopy. It has been demonstrated that the combination of off‐line two‐dimensional high‐speed counter‐current chromatography with different elution modes is an efficient technique to isolate compounds from complex natural product extracts. An off-line two-dimensional high-speed counter-current chromatography method combined with gradient and recycling elution mode was established to isolate terpenoids and flavones from the leaves of Andrographis paniculata (Burm. f.) Nees. By using the solvent systems composed of n-hexane/ethyl acetate/methanol/water with different volume ratios, five compounds including roseooside, 5,4'-dihydroxyflavonoid-7-O- beta -d-pyranglucuronatebutylester , 7,8-dimethoxy-2'-hydroxy-5-O- beta -d-glucopyranosyloxyflavon, 14-deoxyandrographiside, and andrographolide were successfully isolated. Purities of these isolated compounds were all over 95% as determined by high-performance liquid chromatography. Their structures were identified by UV, mass spectrometry, and super(1)H NMR spectroscopy. It has been demonstrated that the combination of off-line two-dimensional high-speed counter-current chromatography with different elution modes is an efficient technique to isolate compounds from complex natural product extracts. An off-line two-dimensional high-speed counter-current chromatography method combined with gradient and recycling elution mode was established to isolate terpenoids and flavones from the leaves of Andrographis paniculata (Burm. f.) Nees. By using the solvent systems composed of n-hexane/ethyl acetate/methanol/water with different volume ratios, five compounds including roseooside, 5,4'-dihydroxyflavonoid-7-O-β-d-pyranglucuronatebutylester, 7,8-dimethoxy-2'-hydroxy-5-O-β-d-glucopyranosyloxyflavon, 14-deoxyandrographiside, and andrographolide were successfully isolated. Purities of these isolated compounds were all over 95% as determined by high-performance liquid chromatography. Their structures were identified by UV, mass spectrometry, and (1) H NMR spectroscopy. It has been demonstrated that the combination of off-line two-dimensional high-speed counter-current chromatography with different elution modes is an efficient technique to isolate compounds from complex natural product extracts. An off-line two-dimensional high-speed counter-current chromatography method combined with gradient and recycling elution mode was established to isolate terpenoids and flavones from the leaves of Andrographis paniculata (Burm. f.) Nees. By using the solvent systems composed of n-hexane/ethyl acetate/methanol/water with different volume ratios, five compounds including roseooside, 5,4'-dihydroxyflavonoid-7-O-[beta]-d-pyranglucuronatebutylester, 7,8-dimethoxy-2'-hydroxy-5-O-[beta]-d-glucopyranosyloxyflavon, 14-deoxyandrographiside, and andrographolide were successfully isolated. Purities of these isolated compounds were all over 95% as determined by high-performance liquid chromatography. Their structures were identified by UV, mass spectrometry, and 1H NMR spectroscopy. It has been demonstrated that the combination of off-line two-dimensional high-speed counter-current chromatography with different elution modes is an efficient technique to isolate compounds from complex natural product extracts. An off‐line two‐dimensional high‐speed counter‐current chromatography method combined with gradient and recycling elution mode was established to isolate terpenoids and flavones from the leaves of Andrographis paniculata (Burm. f.) Nees. By using the solvent systems composed of n‐hexane/ethyl acetate/methanol/water with different volume ratios, five compounds including roseooside, 5,4′‐dihydroxyflavonoid‐7‐O‐β‐d‐pyranglucuronatebutylester, 7,8‐dimethoxy‐2′‐hydroxy‐5‐O‐β‐d‐glucopyranosyloxyflavon, 14‐deoxyandrographiside, and andrographolide were successfully isolated. Purities of these isolated compounds were all over 95% as determined by high‐performance liquid chromatography. Their structures were identified by UV, mass spectrometry, and 1H NMR spectroscopy. It has been demonstrated that the combination of off‐line two‐dimensional high‐speed counter‐current chromatography with different elution modes is an efficient technique to isolate compounds from complex natural product extracts. |
Author | Yu, Jingang Chen, Xiaoqing Jiang, Shujing Zeng, Hualiang Zhang, Li Liu, Qi |
Author_xml | – sequence: 1 givenname: Li surname: Zhang fullname: Zhang, Li organization: College of Chemistry and Chemical Engineering, Central South University, Changsha, China – sequence: 2 givenname: Qi surname: Liu fullname: Liu, Qi organization: College of Chemistry and Chemical Engineering, Central South University, Changsha, China – sequence: 3 givenname: Jingang surname: Yu fullname: Yu, Jingang organization: College of Chemistry and Chemical Engineering, Central South University, Changsha, China – sequence: 4 givenname: Hualiang surname: Zeng fullname: Zeng, Hualiang organization: College of Chemistry and Chemical Engineering, Central South University, Changsha, China – sequence: 5 givenname: Shujing surname: Jiang fullname: Jiang, Shujing organization: College of Chemistry and Chemical Engineering, Central South University, Changsha, China – sequence: 6 givenname: Xiaoqing surname: Chen fullname: Chen, Xiaoqing email: xqchen@csu.edu.cn organization: College of Chemistry and Chemical Engineering, Central South University, Changsha, China |
BackLink | https://www.ncbi.nlm.nih.gov/pubmed/25675944$$D View this record in MEDLINE/PubMed |
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Keywords | Recycling elution Andrographis paniculata (Burm. f.) Nees Gradient elution High-speed counter-current chromatography |
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SubjectTerms | Andrographis - chemistry Andrographis paniculata (Burm. f.) Nees Chromatography Chromatography, High Pressure Liquid Diterpenes - chemistry Diterpenes - isolation & purification Elution Flavones - chemistry Flavones - isolation & purification Flavonoids - chemistry Flavonoids - isolation & purification Flowers & plants Glucosides - chemistry Glucosides - isolation & purification Glucuronates - chemistry Glucuronates - isolation & purification Gradient elution High speed High-speed counter-current chromatography Metabolites Methyl alcohol Molecular Conformation Natural products NMR spectroscopy Plant Extracts - chemistry Plant Extracts - isolation & purification Plant Leaves - chemistry Recycling Recycling elution Separation Two dimensional |
Title | Separation of five compounds from leaves of Andrographis paniculata (Burm. f.) Nees by off-line two-dimensional high-speed counter-current chromatography combined with gradient and recycling elution |
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