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Identification, quantification and antioxidant activity of acylated flavonol glycosides from sea buckthorn (Hippophae rhamnoides ssp. sinensis).
Food Chem. 2013 Dec 01; 141(3):1573-9.FC

Abstract

A novel acylated flavonol glycoside: isorhamnetin (3-O-[(6-O-E-sinapoyl)-β-D-glucopyranosyl-(1→2)]-β-D-glucopyranosyl-7-O-α-L-rhamnopyranoside) (1), together with two known acylated flavonol glycosides: quercetin (3-O-[(6-O-E-sinapoyl)-β-D-glucopyranosyl-(1→2)]-β-D-glucopyranosyl-7-O-α-L-rhamnopyranoside) (2) and kaempferol (3-O-[(6-O-E-sinapoyl)-β-D-glucopyranosyl-(1→2)]-β-D-glucopyranosyl-7-O-α-L-rhamnopyranoside) (3) were isolated from the n-butanol fraction of sea buckthorn (Hippophae rhamnoides ssp. sinensis) berries for the first time by chromatographic methods, and their structures were elucidated using UV, MS, (1)H and (13)C NMR, and 2D NMR. Compounds 1-3 showed good scavenging activities, with respective IC50 values of 8.91, 4.26 and 30.90 μM toward the 2,2'-diphenyl-1-picrylhydrazyl (DPPH) radical; respective Trolox equivalent antioxidant capacities of 2.89, 4.04 and 2.44 μM μM(-1) toward 2,2'-azino-bis-3-ethyl-benzothiazoline-6-sulphonate (ABTS) radical. The quantitative analysis of the isolated acylated flavonol glycosides was performed by HPLC-DAD method. The contents of compounds 1-3 were in the range of 12.2-31.4, 4.0-25.3, 7.5-59.7 mg/100 g dried berries and 9.1-34.5, 75.1-182.1, 29.2-113.4 mg/100 g dried leaves, respectively.

Authors+Show Affiliations

Department of Pharmacognosy, West China School of Pharmacy, Sichuan University, Chengdu 610041, China.No affiliation info availableNo affiliation info availableNo 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

23870862

Citation

Chen, Chu, et al. "Identification, Quantification and Antioxidant Activity of Acylated Flavonol Glycosides From Sea Buckthorn (Hippophae Rhamnoides Ssp. Sinensis)." Food Chemistry, vol. 141, no. 3, 2013, pp. 1573-9.
Chen C, Xu XM, Chen Y, et al. Identification, quantification and antioxidant activity of acylated flavonol glycosides from sea buckthorn (Hippophae rhamnoides ssp. sinensis). Food Chem. 2013;141(3):1573-9.
Chen, C., Xu, X. M., Chen, Y., Yu, M. Y., Wen, F. Y., & Zhang, H. (2013). Identification, quantification and antioxidant activity of acylated flavonol glycosides from sea buckthorn (Hippophae rhamnoides ssp. sinensis). Food Chemistry, 141(3), 1573-9. https://doi.org/10.1016/j.foodchem.2013.03.092
Chen C, et al. Identification, Quantification and Antioxidant Activity of Acylated Flavonol Glycosides From Sea Buckthorn (Hippophae Rhamnoides Ssp. Sinensis). Food Chem. 2013 Dec 1;141(3):1573-9. PubMed PMID: 23870862.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Identification, quantification and antioxidant activity of acylated flavonol glycosides from sea buckthorn (Hippophae rhamnoides ssp. sinensis). AU - Chen,Chu, AU - Xu,Xue-Min, AU - Chen,Yang, AU - Yu,Meng-Yao, AU - Wen,Fei-Yan, AU - Zhang,Hao, Y1 - 2013/04/12/ PY - 2012/10/30/received PY - 2013/02/16/revised PY - 2013/03/25/accepted PY - 2013/7/23/entrez PY - 2013/7/23/pubmed PY - 2014/2/1/medline KW - Acylated flavonol glycosides KW - Antioxidant activity KW - HPLC KW - Hippophae KW - NMR KW - Sea buckthorn SP - 1573 EP - 9 JF - Food chemistry JO - Food Chem VL - 141 IS - 3 N2 - A novel acylated flavonol glycoside: isorhamnetin (3-O-[(6-O-E-sinapoyl)-β-D-glucopyranosyl-(1→2)]-β-D-glucopyranosyl-7-O-α-L-rhamnopyranoside) (1), together with two known acylated flavonol glycosides: quercetin (3-O-[(6-O-E-sinapoyl)-β-D-glucopyranosyl-(1→2)]-β-D-glucopyranosyl-7-O-α-L-rhamnopyranoside) (2) and kaempferol (3-O-[(6-O-E-sinapoyl)-β-D-glucopyranosyl-(1→2)]-β-D-glucopyranosyl-7-O-α-L-rhamnopyranoside) (3) were isolated from the n-butanol fraction of sea buckthorn (Hippophae rhamnoides ssp. sinensis) berries for the first time by chromatographic methods, and their structures were elucidated using UV, MS, (1)H and (13)C NMR, and 2D NMR. Compounds 1-3 showed good scavenging activities, with respective IC50 values of 8.91, 4.26 and 30.90 μM toward the 2,2'-diphenyl-1-picrylhydrazyl (DPPH) radical; respective Trolox equivalent antioxidant capacities of 2.89, 4.04 and 2.44 μM μM(-1) toward 2,2'-azino-bis-3-ethyl-benzothiazoline-6-sulphonate (ABTS) radical. The quantitative analysis of the isolated acylated flavonol glycosides was performed by HPLC-DAD method. The contents of compounds 1-3 were in the range of 12.2-31.4, 4.0-25.3, 7.5-59.7 mg/100 g dried berries and 9.1-34.5, 75.1-182.1, 29.2-113.4 mg/100 g dried leaves, respectively. SN - 1873-7072 UR - https://www.unboundmedicine.com/medline/citation/23870862/Identification_quantification_and_antioxidant_activity_of_acylated_flavonol_glycosides_from_sea_buckthorn__Hippophae_rhamnoides_ssp__sinensis__ L2 - https://linkinghub.elsevier.com/retrieve/pii/S0308-8146(13)00437-8 DB - PRIME DP - Unbound Medicine ER -