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Target-guided isolation and purification of antioxidants from Selaginella sinensis by offline coupling of DPPH-HPLC and HSCCC experiments.
J Chromatogr B Analyt Technol Biomed Life Sci. 2011 Jan 15; 879(2):191-6.JC

Abstract

Selaginella sinensis (Selaginellaceae) is used extensively in traditional Chinese medicine (TCM) for the treatment of many kinds of chronic diseases. In this study, fractionation of the methanol extract of S. sinensis by different polarity solvents indicated the ethyl acetate fraction exhibited an potent 1,1-diphenyl-2-picryhydrazyl (DPPH) radical scavenging activity with the IC(50) value of 44.9 μM. In order to evaluate the scientific basis, antioxidant peaks were firstly screened using DPPH spiking test through high performance liquid chromatography (DPPH-HPLC). Under the target-guidance of DPPH-HPLC experiment, two flavonoids and six biflavonoids, quercetin (1), apigenin (2), amentoflavone (3), robustaflavone (4), 2,3-dihydroamentaflavone (5), hinokiflavone (6), 4'-O-methyl-robustaflavone (7) and ginkgetin (8) were separated by high-speed counter-current chromatography (HSCCC) method using n-hexane-ethyl acetate-methanol-water (8:8:9:7) as the solvent system with purities 98.2%, 97.6%, 99.4%, 92.3%, 98.5%, 98.9% and 99.6%, respectively. The structures were identified by electrospray ionization mass spectrometry (ESI-MS) and nuclear magnetic resonance (NMR) analysis. Antioxidant activity of eight isolated compounds was assessed by the radical scavenging effect on DPPH radical, compound 1 showed strongest antioxidant activities with IC(50) values of 3.2 μM, while compounds 2-8 showed weak antioxidant activities. This is the first report on simultaneous separation of eight antioxidant compounds from S. sinensis by HSCCC, moreover, apigenin and 4'-O-methyl-robustaflavone were first identified from this plant. Results of the present study indicated that the combinative method using DPPH-HPLC and HSCCC could be widely applied for rapid screening and isolating of antioxidants from complex TCM extract.

Authors+Show Affiliations

School of Chemistry and Chemical Engineering, Central South University, Changsha 410083, China.No affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

21183411

Citation

Zhang, Yuping, et al. "Target-guided Isolation and Purification of Antioxidants From Selaginella Sinensis By Offline Coupling of DPPH-HPLC and HSCCC Experiments." Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences, vol. 879, no. 2, 2011, pp. 191-6.
Zhang Y, Shi S, Wang Y, et al. Target-guided isolation and purification of antioxidants from Selaginella sinensis by offline coupling of DPPH-HPLC and HSCCC experiments. J Chromatogr B Analyt Technol Biomed Life Sci. 2011;879(2):191-6.
Zhang, Y., Shi, S., Wang, Y., & Huang, K. (2011). Target-guided isolation and purification of antioxidants from Selaginella sinensis by offline coupling of DPPH-HPLC and HSCCC experiments. Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences, 879(2), 191-6. https://doi.org/10.1016/j.jchromb.2010.12.004
Zhang Y, et al. Target-guided Isolation and Purification of Antioxidants From Selaginella Sinensis By Offline Coupling of DPPH-HPLC and HSCCC Experiments. J Chromatogr B Analyt Technol Biomed Life Sci. 2011 Jan 15;879(2):191-6. PubMed PMID: 21183411.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Target-guided isolation and purification of antioxidants from Selaginella sinensis by offline coupling of DPPH-HPLC and HSCCC experiments. AU - Zhang,Yuping, AU - Shi,Shuyun, AU - Wang,Yuanxi, AU - Huang,Kelong, Y1 - 2010/12/13/ PY - 2010/08/18/received PY - 2010/12/02/revised PY - 2010/12/03/accepted PY - 2010/12/25/entrez PY - 2010/12/25/pubmed PY - 2011/4/22/medline SP - 191 EP - 6 JF - Journal of chromatography. B, Analytical technologies in the biomedical and life sciences JO - J Chromatogr B Analyt Technol Biomed Life Sci VL - 879 IS - 2 N2 - Selaginella sinensis (Selaginellaceae) is used extensively in traditional Chinese medicine (TCM) for the treatment of many kinds of chronic diseases. In this study, fractionation of the methanol extract of S. sinensis by different polarity solvents indicated the ethyl acetate fraction exhibited an potent 1,1-diphenyl-2-picryhydrazyl (DPPH) radical scavenging activity with the IC(50) value of 44.9 μM. In order to evaluate the scientific basis, antioxidant peaks were firstly screened using DPPH spiking test through high performance liquid chromatography (DPPH-HPLC). Under the target-guidance of DPPH-HPLC experiment, two flavonoids and six biflavonoids, quercetin (1), apigenin (2), amentoflavone (3), robustaflavone (4), 2,3-dihydroamentaflavone (5), hinokiflavone (6), 4'-O-methyl-robustaflavone (7) and ginkgetin (8) were separated by high-speed counter-current chromatography (HSCCC) method using n-hexane-ethyl acetate-methanol-water (8:8:9:7) as the solvent system with purities 98.2%, 97.6%, 99.4%, 92.3%, 98.5%, 98.9% and 99.6%, respectively. The structures were identified by electrospray ionization mass spectrometry (ESI-MS) and nuclear magnetic resonance (NMR) analysis. Antioxidant activity of eight isolated compounds was assessed by the radical scavenging effect on DPPH radical, compound 1 showed strongest antioxidant activities with IC(50) values of 3.2 μM, while compounds 2-8 showed weak antioxidant activities. This is the first report on simultaneous separation of eight antioxidant compounds from S. sinensis by HSCCC, moreover, apigenin and 4'-O-methyl-robustaflavone were first identified from this plant. Results of the present study indicated that the combinative method using DPPH-HPLC and HSCCC could be widely applied for rapid screening and isolating of antioxidants from complex TCM extract. SN - 1873-376X UR - https://www.unboundmedicine.com/medline/citation/21183411/Target_guided_isolation_and_purification_of_antioxidants_from_Selaginella_sinensis_by_offline_coupling_of_DPPH_HPLC_and_HSCCC_experiments_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S1570-0232(10)00748-8 DB - PRIME DP - Unbound Medicine ER -