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Application of high-speed counter-current chromatography
coupled with high performance liquid chromatography for the separation
and purification of Quercetin-3- O -sambubioside from the leaves of Nelumbo
nucifera |
Shengguo DENG,Zeyuan DENG,Yawei FAN,Jing LI,Rong LIU,Dongmei XIONG, |
State Key Lab of Food
Science and Technology, Institute for Advanced Study, Nanchang University,
Nanchang 330047, China; |
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Abstract Quercetin-3-O-sambubioside [Quercetin-3-O-β-D-xylopyranosyl (1→2)-β-D-glucopyranoside] was separated and purified by semi-preparative high-speed counter-current chromatography (HSCCC) with a two-phase-solvent system composed of ethyl acetate-n-butanol–water (4∶1∶5, v/v) from the leaves of Nelumbo nucifera (Lotus). A total of 5.0mg of the targeted compound with a purity of 98.6% as determined by high performance liquid chromatography (HPLC) was obtained from 100m g of the crude extract cleaned up by AB-8 macroporous resin in a one-step separation. Quercetin-3-O-sambubioside was a novel flavonoid glycoside from the leaves of Nelumbo nucifera, and its chemical structure was identified by means of ESI-MS, 1D NMR and 2D NMR.
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Issue Date: 05 December 2009
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Ono Y K, Hattori E, Fukaya Y K T, Imai S J, Ohizumi Y S S. Anti-obesity effect of Nelumbo nucifera leaves extract in mice andrats. J Ethnopharmacol, 2006, 106: 238–244
doi: 10.1016/j.jep.2005.12.036
|
|
La Cour B, Molgaard P, Yi Z. Traditional Chinese medicine in treatment of hyperlipidaemia. J Ethnopharmacol, 1995, 46: 125–129
doi: 10.1016/0378-8741(95)01234-5
|
|
Kim S B, Rho S B, Rhyu D Y, Kim D W. Effect ofNelumbo nucifera leaves on hyperlipidemic and atherosclerotic BioF1B hamster. Kor J Pharmacogn, 2005, 36: 229–234
|
|
Kashiwada Y, Aoshima A, Ikeshiro Y, Chen Y P, Furukawa H, Itoigawa M, Fujioka T, Misash K, Mark Cosentino L, Morris-Natschke SL, Lee K H. Anti-HIV benzylisoquinoline alkaloidsand flavonoids from the leaves of Nelumbonucifera, and structure–activity correlations withrelated alkaloids. Bioorg Med Chem, 2005, 13: 443–448
doi: 10.1016/j.bmc.2004.10.020
|
|
Wu M J, Wang L, Weng C Y, Yen J H. Antioxidantactivity of methanol extract of the lotus leaf (Nelumbo nucifera Gertn.). Am J Chinese Med, 2003, 31: 687–698
doi: 10.1142/S0192415X03001429
|
|
Park C H, Hur J M, Song K S, Park J C. Phenoliccompounds from the leaves of Nelumbo nucifera showing DPPH radical scavenging effect. Kor J Pharmacogen, 2007, 38: 263–269
|
|
Ohkoshi E, Miyazaki H, Shindo K, Watanabe H, Yoshida A, Yajima H. Constituents from the leaves of Nelumbo nucifera stimulatelipolysis in thewhite adipose tissue of mice. Planta Med, 2007, 73: 1255–1259
doi: 10.1055/s-2007-990223
|
|
Hyun A J, Yu J J, Na Y Y, Da M J, Hyun J B, Dong-Wook K, Dong H N, Jae S C. Inhibitory effects of Nelumbo nucifera leaves on ratlens aldose reductase, advanced glycation endproducts formation, andoxidative stress. Food Chem Toxicol, 2008, 46: 3818–3826.
doi: 10.1016/j.fct.2008.10.004
|
|
Duthie S J, Dobson V L. Dietary flavonoids protecthuman colonocyte DNA from oxidative attack in vitro. Eur J Nutr, 1999, 38: 28–34
doi: 10.1007/s003940050043
|
|
Asgary S, Naderi G, Sarrafzadegan N, Ghassemi , N, Boshtam M, Rafie M, Arefian A. Anti-oxidant effect of flavonoids on hemoglobin glycosylation. Pharm Acta Helv, 1999, 73: 223–226
doi: 10.1016/S0031-6865(98)00025-9
|
|
Middleton E, Kandaswami C. Effects of flavonoids onimmune and inflammatory cell functions. Biochem Pharmacol, 1992, 43: 1167–1179
doi: 10.1016/0006-2952(92)90489-6
|
|
Kawaii S, Tomono Y, Katase E, Ogawa K, Yano M. Antiproliferative activity of flavonoidson several cancer cell lines. Biosci BiotechBioch, 1999, 63: 896–899
doi: 10.1271/bbb.63.896
|
|
Kuo S M. Antiproliferative potency of structurally distinct dietary flavonoidson human colon cancer cells. Cancer Lett, 1996, 110: 41–48
doi: 10.1016/S0304-3835(96)04458-8
|
|
Agullo G, Gamet L, Besson C, Demigne C, Remesy C. Quercetin exerts a preferentialcytotoxic effect on active dividing colon carcinoma HT29 and Caco-2cells. Cancer Lett, 1994, 87: 55–63
doi: 10.1016/0304-3835(94)90409-X
|
|
Yao S, Li Y, Kong L Y. Preparative isolation and purification of chemical constituentsfrom the root of Polygonum multiflorum by high-speed counter-current chromatography. J Chromatogr A, 2006, 1115: 64–71
doi: 10.1016/j.chroma.2006.02.071
|
|
Peng J Y, Fan G R, Chai Y F, Wu Y T. Efficientnew method for extraction and isolation of three flavonoids from Patrinia villosa Juss. J Chromatogr A, 2006, 1102: 44–50
doi: 10.1016/j.chroma.2005.10.045
|
|
Wang Q E, Lee F S C, Wang X R. Isolation and purification of inflacoumarin A and licochalconeA from licorice by high-speed counter-current chromatography. J Chromatogr A, 2004, 1048: 51–57
|
|
Liu R M, Sun Q H, Shi Y R, Kong L Y. Isolationand purification of coumarin compounds from the root of Peucedanum decursivum (Miq.) Maxim by high-speed counter-current chromatography. J Chromatogr A, 2005, 1076: 127–132
doi: 10.1016/j.chroma.2005.04.041
|
|
Peng J Y, Fan G R, Qu L P, Zhou X, Wu Y T. Application of preparative high-speedcounter-current chromatography for isolation and separation of schizandrinand gomisin A from Schisandra chinensis. J Chromatogr A, 2005, 1082: 203–207
doi: 10.1016/j.chroma.2005.05.091
|
|
Zhou T T, Fan G R, Hong Z Y. Large-scale isolation and purification of geniposidefrom the fruit of Gardenia jasminoides Ellis by high-speed counter-current chromatography. J Chromatogr A, 2005, 1100: 76–80
doi: 10.1016/j.chroma.2005.09.026
|
|
Ito Y. Golden rules and pitfalls in selecting optimum conditions for high-speedcounter-current chromatography. J ChromatogrA, 2005, 1065: 145–168
doi: 10.1016/j.chroma.2004.12.044
|
|
Chen Y W, Ren L J. Studies on the anticancerconstituents of matsumura leafflower (Phyllanthusmatsumurae) I. Isolation and identification of flavonoidcompounds. Chin Tradit Herb Drugs, 1997, 28: 5–7
|
|
Wang X L, Li Q F, Ding L S. Chemical constituents of Saussureainvolucrata Karet Kir. ChinTradit Herb Drugs, 2007, 38: 1795–1797
|
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