Synthesis of sapogenin derivatives and their antioxidant activities

被引：0
|
作者：
Tang X.-Y. [1 ]
He X. [2 ]
Zhang M. [1 ]
Liu Y.-L. [3 ]
Ye Y. [1 ]
机构：
[1] Department of Pharmaceutical Engineering, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou
[2] Ganzhou Hake Biotech Co. Ltd., Ganzhou
[3] Jiangxi Environmental Engineering Vocational College, Ganzhou
来源：
Gao Xiao Hua Xue Gong Cheng Xue Bao/Journal of Chemical Engineering of Chinese Universities | 2021年 / 35卷 / 05期
关键词：
Antioxidant activity; Molecular docking; Sapogenin; Thiosemicarbazone; Zinc complexes;
D O I：
10.3969/j.issn.1003-9015.2021.05.015
中图分类号：
学科分类号：
摘要：
Sapogenin thiosemicarbazone and its zinc complex were synthesized for improving the antioxidant activity of sapogenin and make the best of Camellia Oleifera resource, and characterized by UV-Vis, IR, elemental analysis and 1H NMR. The antioxidant activity of sapogenin was evaluated with DPPH•, ABTS+•, •OH scavenging ratios as indexes and the reaction conditions of synthetic process were optimized. Molecular docking in antioxidant modulating factor Keap1 was used to discuss its mechanism. Results showed that the optimized reaction conditions were molar ratio of sapogenin to thiocarbamide 1:1.2, acetic acid as catalyst, reaction temperature 75 ℃ and reaction time 8 h, and the yield and purity of sapogenin thiosemicarbazone were 79.6% and 92% respectively; when the molar ratio of sapogenin thiosemicarbazone to zinc acetate dihydrate was 1:0.6, methyl alcohol as solvent, the reaction temperature 65 ℃ and reaction time 6 h, the yield and purity of sapogenin thiosemicarbazone zinc complex were 72.1% and 90% respectively. Their free radicals scavenging abilities were much stronger than sapogenin, and had remarkable interaction with Keap1-Nrf2. The sapogenin thiosemicarbazone and its zinc complex improve sapogenin activity, and enhance human antioxidant ability through interaction with Keap1-Nrf2. © 2021, Editorial Board of "Journal of Chemical Engineering of Chinese Universities". All right reserved.
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页码：882 / 890
页数：8
相关论文
共 26 条
  • [1] LI S M, YANG Q, ZHAO C, Et al., Preparation of photo responsive sapogenin nanocapsules and their inhibiting activity on drug resistant bacteria, Journal of Chemical Engineering of Chinese Universities, 32, 1, pp. 193-199, (2018)
  • [2] WEI T T, CUI X F, WEN X, Et al., Purification technology and biological activity of theasaponin from Camellia cake, Chinese Journal of Oil Crop Sciences, 33, 6, pp. 616-621, (2011)
  • [3] TANG H F, SUN Q, ZHANG Y T, Et al., Extraction and antibacterial activities of tea saponin, China Oils and Fats, 37, 2, pp. 69-71, (2012)
  • [4] CHATTOPADHYAY P, BESRA S E, GOMES A, Et al., Anti-inflammatory activity of tea (Camellia sinensis) root extract, Life Sciences, 74, 15, pp. 1839-1849, (2004)
  • [5] LV X L, QIU S S, SUN X X, Et al., Preliminary study on the capability of antioxidation and scavenging free radicals of sasanquasaponins, Food Science, 26, 11, pp. 66-70, (2005)
  • [6] SYR P, CHANDHURI T, VEDASIROMONI J R, Et al., Antiinflammatory and antioxidant property of saponins of tea Camellia sinensis (L) O. Kuntze root extract, Phytotherapy Research, 15, 2, pp. 174-176, (2001)
  • [7] YE Y, XING H, CHEN X., Anti-inflammatory and analgesic activities of the hydrolyzed sasanquasaponins from the defatted seeds of Camellia oleifera, Archives of Pharmacal Research, 36, 8, pp. 941-951, (2013)
  • [8] YE Y, FANG F, LI Y., Isolation of the sapogenin from defatted seeds of Camellia oleifera and its neuroprotective effects on dopaminergic neurons, Journal of Agricultural & Food Chemistry, 62, 26, pp. 6175-6182, (2014)
  • [9] YE Y, CHEN X L, XING H T., Hypolipidemic and antioxidant activities of hydrolyzed saponins from defatted seeds of Camellia oleifera Abel, Latin American Journal of Pharmacy, 32, 3, pp. 409-417, (2013)
  • [10] WANG Y F., Studies on separation of sasanquasaponin and its hydrolyzed products and their hypolipidemic and antioxidant activities, (2012)
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