Icariside II Preparation from Icariin Separated from Epimedium Herbal Extract Powder by a Special Icariin Glycosidase
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In this study, icariside II was prepared from icariin by a special enzyme. The yield of the substrate icariin from a powdered extract of the popular herb Epimedium was 16.9%. The enzyme, which was produced from Aspergillus sp.y48 fermentation, hydrolyzes icariin to icariside II and was characterized. The molecular weight was 75 kDa, while the optimum temperature and pH were 45o C and 5.0. The purified enzyme hydrolyzed the 7-O-glucoside of icariin or epimedin A, B, and C to icariside II, or sagittatoside A, B, and C, respectively, and further hydrolyzed the terminal 3-Oxyloside of sagittatoside B to icariside II. The enzyme is a special icariin glycosidase that hydrolyzed icariin to icariside II at low cost. Based on the crude enzyme’s reaction dynamics, the optimal conditions for icariside II preparation showed that 2% icariin reacted at 45o C for 6 to 9 h. Here, we obtained 13.3 g icariside II and 0.45 g of the by-product icaritin from 20 g icariin. The icariside II molar yield was 87.4%, the by-product icaritin yield was 4.1%, and the total molar yield was 91.5%. Therefore, icariside II was resoundingly prepared from an icariin glycosidase of an Epimedium extract using a non-GMO, crude enzyme from Aspergillus sp.y48. The obtained icariside II and the byproduct icaritin can be directly applied in the production of cosmetics and pharmaceuticals.
Abstract
In this study, icariside II was prepared from icariin by a special enzyme. The yield of the substrate icariin from a powdered extract of the popular herb Epimedium was 16.9%. The enzyme, which was produced from Aspergillus sp.y48 fermentation, hydrolyzes icariin to icariside II and was characterized. The molecular weight was 75 kDa, while the optimum temperature and pH were 45o C and 5.0. The purified enzyme hydrolyzed the 7-O-glucoside of icariin or epimedin A, B, and C to icariside II, or sagittatoside A, B, and C, respectively, and further hydrolyzed the terminal 3-Oxyloside of sagittatoside B to icariside II. The enzyme is a special icariin glycosidase that hydrolyzed icariin to icariside II at low cost. Based on the crude enzyme’s reaction dynamics, the optimal conditions for icariside II preparation showed that 2% icariin reacted at 45o C for 6 to 9 h. Here, we obtained 13.3 g icariside II and 0.45 g of the by-product icaritin from 20 g icariin. The icariside II molar yield was 87.4%, the by-product icaritin yield was 4.1%, and the total molar yield was 91.5%. Therefore, icariside II was resoundingly prepared from an icariin glycosidase of an Epimedium extract using a non-GMO, crude enzyme from Aspergillus sp.y48. The obtained icariside II and the byproduct icaritin can be directly applied in the production of cosmetics and pharmaceuticals.
참고문헌 (37)
- Jin FX, "Biotransformation of natural products", pp.258~272 (2009), Chemical industry press
- Xu YQ, "Taxonomic study of Epimedium L.: status, issues and prospect", Guihaia, 40, pp.601~617 (2020)
- "The pharmacopoeia of the People's Republic of China (I)", pp.340~342 (2020), Chinese Medical Science and Technology Press
- Guo BL, "Comment on main species of herba Epimedii", China J. Chin. Mater. Med, 28, pp.303~307 (2003)
- Wu B, "Separation of epimedium flavonoids in several epimedium extracts", J. Dalian Polytechnic Univ, 36, pp.89~91 (2017)
- Angeloni C, "Icariin and its metabolites as potential protective phytochemicals against Alzheimer's Disease", Front. Pharmacol, 10, pp.451009~ (2019)
- Liu TH, "Studies on the metabolism of icariin by intestinal baeteria part 1 : the transformation of icariin by intestinal flora, Chin", Trad. Herbal Drugs, 31, pp.834~837 (2000)
- Chen R, "Absorption and metabolism of flavonoids in Herba Epimedii via rat intestinal perfusion model", China J. Chin. Mater. Med, 34, pp.2928~2931 (2009)
- Ju J, "Research progress in pharmacological effect of icariside?", Cent. South Pharm, 17, pp.65~69 (2019)
- Hua CY, "Research progress on mechanisms of active constituents of Epimedii Folium in treatment of breast cancer", Chin. Trad. Herbal. Drugs, 53, pp.6593~6600 (2022)
- Xu F, "Icariside II : anticancer potential and molecular targets in solid cancers", Front. Pharmacol, 12, pp.663776~ (2021)
- Zhai YK, "The changes of iNOS and NO in the osteogenic differentiation process of rat bone marrow stromal cells promoted by icariside II", Acta Pharm. SinicaB, 46, pp.383~389 (2011)
- Deng Y, "Icariside II inhibits PDE 4 and PDE 5 protein expressions and TGF-β1", Smad2 signaling pathway in rat hippocampi with chronic cerebral hypoperfusion, 2019, pp.42, 148~152
- Li H, "Icariside II prevents high-glucose-induced injury on human cavernous endothelial cells through Akt-eNOS signaling pathway", Andrology, 3, pp.408~416 (2015)
- Jiang W, "Therapeutic effects of icariin and icariside II on diabetes mellitus and its complications", Crit. Rev. Food Sci. Nutr, 64, pp.5852~5877 (2024)
- Liu Y, "A flavonoid derivative of icariside II(YS-10)improves erectile dysfunction in radiation-injured rats via oxidative stress pathway", Transl. Androl. Urol, 11, pp.832~841 (2022)
- Liu S, "Research progress in pharmacological effects of icaritin", J. Gannan Medical University, 37, pp.631~635 (2017)
- Hu JM, "Research progress on anti-tumor mechanisms of icaritin and its related derivatives", Shanghai J. TCM, 52, pp.107~112 (2018)
- Nan ML, "Preparation method and pharmacological activity of anhydroicaritin, Chin", J. Experiment Trad. Med. Formula, 21, pp.227~231 (2015)
- Yu SY, "Molecular mechanism of icariin effects on articular chondrocytes, subchondral bone and synovium in the treatment of osteoarthritis", Chin. J. Tissue Eng. Res, 24, pp.2243~2249 (2020)
- Zhou ML, "Effect of icaritin on lipopoly saccharide-induced inflammatory response in the hippocampus of mice with Alzheimer’s disease", J. Precis. Med, 34, pp.237~239 (2019)
- Yang Y, "Purification of Icariin-glycosidase and its enzymatic characteristics", Food Ferment. Ind, 35, pp.31~34 (2009)
- Gao X, "Analysis on biotransformation of Epimedium brevicornu flavonoids", Chin J. Chin. Mater. Med, 38, pp.4079~4083 (2013)
- Li HL, "Study on the preparation of icaritin by enzyme", Bio Chem. Eng, 6, pp.62~68 (2020)
- Zhang SS, "Biotransformation of the total flavonoid extract of epimedium into icaritin by two thermostable glycosidases from Dictyoglomus thermophilum DSM3960", Process Biochem, 105, pp.8~18 (2021)
- Wang ZH, "Icaritin Preparation from Icariin by a Special Epimedium Flavonoid-Glycosidase from Aspergillus sp.y848 Strain", J. Microbiol. Biotechnol, 32, pp.37~446 (2022)
- Yue HL, "Preparation of minor ginsenosides C-K and C-Mx from protopanaxadiol ginsenosides of American ginseng leaves by a enzyme from Aspergillus sp. agl-84 strain", Process Biochem, 103, pp.50~59 (2021)
- Liu CY, "Preparation of minor ginsenoside C-Mc, C-Y, F2 and C-K from American ginseng PPD ginsenoside using special ginsenosidase type-I from Aspergillus niger g.848", J. Ginseng Res, 39, pp.221~229 (2015)
- Yu HS, "Preparation of baicalein from baicalin using a baicalin-β-Dglucuronidase from Aspergillus niger b.48 strain", Process Biochem, 97, pp.168~175 (2020)
- Jin FX, "Thermostable α-amylase and α-galactosidase production from the thermophilic and aerobic Bacillus sp. JF strain", Process Biochem, 36, pp.559~564 (2001)
- Wang DM, "A novel ginsenosidase from an Aspergillus strain hydrolyzing 6-O-multiglycosides of protopanaxatriol-type ginsenosides, Named Ginsenosidase type IV", J. Microbiol. Biotechnol, 21, pp.1057~1063 (2011)
- Weber K, "Measurement of molecular weights by electrophoresis on SDS–acrylamide gel method", Enzymology, 26, pp.3~27 (1971)
- Li JW(Ed), , pp.189~196 (1997), University Press
- Lineweaver H, "The determination of enzyme dissociation constants", J. Am. Chem. Soc, 56, pp.658~666 (1934)
- Fu YY, "New dioscin-glycosidase hydrolyzing multi-glycosides of dioscin from Absidia strain", J. Microbiol. Biotechnol, 20, pp.1011~1017 (2010)
- Xia Q, "Preparation of icariside II from icariin by enzyme hydrolysis method", Fitoterapia, 81, pp.437~442 (2010)
- Jin X, "Statistically designed enzymatic hydrolysis of an icariin", β-cyclodextrin inclusion complex optimized for production of icaritin, 2012, pp.2, 83~89
