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Article Navigation >  Journal of Pharmaceutical Practice and Service  > 2018  >  36(1): 50-54

ZHAO Nan, LIU Dan, WANG Yan-ping, WANG Jin-feng, WEI Ying. Determination of tectoridin and tectorigenin in Flos Puerariae lobata by HPLC[J]. Journal of Pharmaceutical Practice and Service, 2012, 30(3): 226-228. doi: 10.3969/j.issn.1006-0111.2012.03.020
Citation: QIU Lijuan, MENG Xin, HOU Shengshu, YANG Genjin, ZHONG Weiqing. Studies on the binding properties of Zn2+ ion to quercetin and the antioxidant activities[J]. Journal of Pharmaceutical Practice and Service, 2018, 36(1): 50-54. doi: 10.3969/j.issn.1006-0111.2018.01.010
shu

Studies on the binding properties of Zn2+ ion to quercetin and the antioxidant activities

doi: 10.3969/j.issn.1006-0111.2018.01.010
  • 1.

    School of Basic Medical Sciences, Second Military Medical University, Shanghai 200433, China

  • 2.

    School of Pharmacy, Second Military Medical University, Shanghai 200433, China

  • Received Date: 2016-12-08
  • Rev Recd Date: 2017-04-25
  • Objective To study the anti-oxidation properties of Zn2+-quercetin complexes. Methods The binding stoichiometric ratios and the binding constant of Zn2+ to quercetin were measured with UV-Vis spectroscopy. The binding sites on quercetin were determined via 1H NMR spectroscopy. The antioxidant activities of Zn2+-quercetin complexes were compared to quercetin by scavenging DPPH radical method. The binding ratio of Zn2+ to quercetin depends on neutralization of phenol groups of quercetin. Results The binding ratio of Zn2+ to quercetin is 1:2 when less than two OH groups were deprotonated. The binding ratio is 1:1 when more than three OH groups were deprotonated. The apparent binding constant is 2.42×106 M-1 for the 1:1 Zn2+-quercetin complex. The 3'-OH and 4'-OH of quercetin are involved in the Zn2+ binding. The scavenging DPPH radical activity of Zn2+-quercetin complex is 2.3 times of quercetin. Conclusion These results provide a new insight to expand applications of this traditional Chinese medicine.
  • [1] Miles SL, McFarland M, Niles RM. Molecular and physiological actions of quercetin:need for clinical trials to assess its benefits in human disease[J]. Nutr Rev, 2014, 72(11):720-734.
    [2] Rani N, Velan LPT, Vijaykumar S, et al. An insight into the potentially old-wonder molecule-quercetin:the perspectives in foresee[J]. Chin J Integr Med, 2015, 1:1-16.
    [3] Nabavi SF, Russo GL, Daglia M. Role of quercetin as an alternative for obesity treatment:you are what you eat![J]. Food Chem, 2015, 179:305-310.
    [4] Gormaz JG, Quintremil S, Rodrigo R. Cardiovascular disease:A target for the pharmacological effects of quercetin[J]. Curr Top Med Chem, 2015, 15(17):1735-1742.
    [5] Xiao ZP, Wang XD, Peng ZY, et al. Molecular docking, kinetics study, and structure-activity relationship analysis of quercetin and its analogous as Helicobacter pylori urease inhibitors[J]. J Agric Food Chem, 2012, 60(42):10572-10577.
    [6] 夏玉明, 朴惠善, 许妍姬, 等. 槲皮素过渡金属锌配合物的合成[J]. 延边大学学报(自然科学版), 1999, 25(1):37-39.
    [7] de Souza RF, De Giovani WF. Synthesis, spectral and electrochemical properties of Al(Ⅲ) and Zn(Ⅱ) complexes with flavonoids[J]. Spectrochim Acta A Mol Biomol Spectrosc, 2005, 61(9):1985-1990.
    [8] Tan J, Wang B, Zhu L. DNA binding, cytotoxicity, apoptotic inducing activity, and molecular modeling study of quercetin zinc(Ⅱ) complex[J]. Bioorg Med Chem, 2009, 17(2):614-620.
    [9] Primikyri A, Mazzone G, Lekka C, et al. Understanding zinc(Ⅱ) chelation with quercetin and luteolin:a combined NMR and theoretical study[J]. J Phys Chem B, 2015, 119(1):83-95.
    [10] 曾旭, 叶丹荣, 林德昌, 等. 含铋配合物与奈瑟氏菌铁结合蛋白的反应性质研究[J]. 无机化学学报, 2011, 27(11):2179-2184.
    [11] 王海燕, 曾秀, 张成平, 等. 槲皮素金属螯合物的研究与应用[J]. 食品科学, 2013, 34(13):361-364.
    [12] de Souza RF, De Giovani WF. Antioxidant properties of complexes of flavonoids with metal ions[J]. Redox Rep, 2004, 9(2):97-104.
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Studies on the binding properties of Zn2+ ion to quercetin and the antioxidant activities

doi: 10.3969/j.issn.1006-0111.2018.01.010
  • 1. School of Basic Medical Sciences, Second Military Medical University, Shanghai 200433, China
  • 2. School of Pharmacy, Second Military Medical University, Shanghai 200433, China
  • Received Date: 2016-12-08
  • Rev Recd Date: 2017-04-25

Abstract: Objective To study the anti-oxidation properties of Zn2+-quercetin complexes. Methods The binding stoichiometric ratios and the binding constant of Zn2+ to quercetin were measured with UV-Vis spectroscopy. The binding sites on quercetin were determined via 1H NMR spectroscopy. The antioxidant activities of Zn2+-quercetin complexes were compared to quercetin by scavenging DPPH radical method. The binding ratio of Zn2+ to quercetin depends on neutralization of phenol groups of quercetin. Results The binding ratio of Zn2+ to quercetin is 1:2 when less than two OH groups were deprotonated. The binding ratio is 1:1 when more than three OH groups were deprotonated. The apparent binding constant is 2.42×106 M-1 for the 1:1 Zn2+-quercetin complex. The 3'-OH and 4'-OH of quercetin are involved in the Zn2+ binding. The scavenging DPPH radical activity of Zn2+-quercetin complex is 2.3 times of quercetin. Conclusion These results provide a new insight to expand applications of this traditional Chinese medicine.

ZHAO Nan, LIU Dan, WANG Yan-ping, WANG Jin-feng, WEI Ying. Determination of tectoridin and tectorigenin in Flos Puerariae lobata by HPLC[J]. Journal of Pharmaceutical Practice and Service, 2012, 30(3): 226-228. doi: 10.3969/j.issn.1006-0111.2012.03.020
Citation: QIU Lijuan, MENG Xin, HOU Shengshu, YANG Genjin, ZHONG Weiqing. Studies on the binding properties of Zn2+ ion to quercetin and the antioxidant activities[J]. Journal of Pharmaceutical Practice and Service, 2018, 36(1): 50-54. doi: 10.3969/j.issn.1006-0111.2018.01.010
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