Browse > Article
http://dx.doi.org/10.14478/ace.2013.1119

Study on the Synthesis of Isoquercitrin by Enzymatic Partial Hydrolysis  

Lee, Seul Bi (Department of Polymer Engineering, College of Engineering, Suwon University)
Chung, Dae-Won (Department of Polymer Engineering, College of Engineering, Suwon University)
Publication Information
Applied Chemistry for Engineering / v.25, no.2, 2014 , pp. 152-156 More about this Journal
Abstract
Isoquercitrin (IQ), quercetin monoglycoside, is classified as a polyphenol, and a minute quantity of IQ is known to be present in several plants. Recently, it was reported that IQ can be prepared by the partial enzymatic hydrolysis of quercetin diglycoside (rutin, RU). In this paper, the effects of enzyme types, enzyme amounts, and substrate concentrations on the reactivity were investigated using a series of $Pecinex^{TM}$ multi-enzymes. The reaction, when a 8 ml of Ultra Clear to 1 g of RU was applied with the substrate concentration of 1% at $50^{\circ}C$, was found to be optimum, based on the reaction rate and the selectivity to IQ.
Keywords
isoquercitrin; quercetin; rutin; enzymatic hydrolysis;
Citations & Related Records
Times Cited By KSCI : 5  (Citation Analysis)
연도 인용수 순위
1 B. L. Williams and S. H. Wender, Isolation and identification of quercetin and isoquercitrin from apricots, Prunus armeniaca, Arch. Biochem. Biophys., 43, 319-323 (1953).   DOI
2 A. Gasparotto Junior, F. M. Gasparotto, E. L. B. Lourenco, S. Crestani, M. E. A. Stefanello, M. J. Salvador, J. E. da Silva-Santos, M. C. A. Marques, and C. A. L. Kassuya, Antihypertensive effects of isoquercitrin and extracts from Tropaeolum majus L.: evidence for the inhibition of angiotensin converting enzyme, J. Ethnopharmacol., 134, 363-372 (2011).   DOI
3 H. Inaba, M. Tagashira, D. Honma, T. Kanda, Y. Kou, Y. Ohtake, and A. Amano, Identification of hop polyphenolic components which inhibit prostaglandin E2 production by gingival epithelial cells stimulated with periodontal pathogen, Biol. Pharm. Bull., 31, 527-530 (2008).   DOI   ScienceOn
4 N. G. Amado, D. M. Cerqueira, F. S. Menezes, J. F. Mendes da Silva, M. Neto Vivaldo, and J. G. Abreu, Isoquercitrin isolated from Hyptis fasciculata reduces glioblastoma cell proliferation and changes $\beta$-catenin cellular localization, Anti Canc. Drugs, 20, 543-552 (2009).   DOI
5 J. Wang, D. Lu, H. Zhao, B. Jiang, J. Wang, X. Ling, H. Chai, and P. Ouyang, Discrimination and classification of tobacco wastes by identification and quantification of polyphenols with LC-MS/MS, J. Serb. Chem. Soc., 75, 875-892 (2010).   DOI
6 R. Mauludin, R. H. Muller, and C. M. Keck, Development of an oral rutin nanocrystal formulation, Int. J. Pharm., 370, 202-209 (2009).   DOI   ScienceOn
7 J. Wang, L. L. Zhao, G. X. Sun, Y. Liang, F. A. Wu, Z. l. Chen, and S. M. Cui, A comparison of acidic and enzymatic hydrolysis of rutin, Afr. J. Biotechnol., 10, 1460-1466 (2011).
8 L. Chebil, C. Humeau, J. Anthoni, F. Dehez, J. M. Engasser, and M. Ghoul, Solubility of flavonoids in organic solvents, J. Chem. Eng., 52, 1552-1556 (2007).
9 D. W. Chung and S. B. Lee, Novel synthesis of leucoside by enzymatic hydrolysis of tea seed extract, J. Sci. Food Agric., 93, 362-367 (2013).   DOI
10 H. B. Lee, E. K. Kim, S. J. Park, S. G. Bang, T. G. Kim, and D. W. Chung, Isolation and anti-inflammatory effect of astragalin synthesized by enzymatic hydrolysis of tea seed extract, J. Sci. Food Agric., 91, 2315-2321 (2011).   DOI   ScienceOn
11 S. B. Lee and D. W. Chung, Reaction Optimization for Enzymatic Synthesis of Astragalin, Appl. Chem. Eng., 23, 394-398 (2012).
12 M. H. Lee, D. Huh, D. J. Jo, G. D. Lee, and S. R. Yoon, Flavonoids Components and Functional Properties of Citrus Peel Hydrolysate, J. Korean Soc. Food Sci. Nutr., 36, 1358-1364 (2007).   과학기술학회마을   DOI
13 H. J. Lee and S. N. Park, Antioxidative Effect and Active Component Analysis of Quercuss alicina Blume Extracts, J. Soc. Cosmet. Sci. Korea, 37, 143-152 (2011).
14 R. Li, C. Yuan, C. Dong, S. Shuang, and M. M. F. Choi, In Vivo Antioxidative Effect of Isoquercitrin on Cadmium-induced Oxidative Damage to Mouse Liver and Kidney, N. Schmied. Arch. Pharmacol., 383, 437-445 (2011).   DOI
15 L. Weignerova, P. Marhol, D. Gerstorferova, and V. Kren, Preparatory production of quercetin-3-$\beta$-d-glucopyranoside using alkali-tolerant thermostable $\alpha$-l-rhamnosidase from Aspergillus terreus, Bioresource Tech., 115, 222-227 (2012).   DOI
16 A. P. Rogerio, A. Kanashiro, C. Fontanari, E. V. da Silva, Y. M. Lucisano-Valim, E. G. Soares, and L. H. Faccioli, Anti-inflammatory activity of quercetin and isoquercitrin in experimental murine allergic asthma, Inflamm. Res., 56, 402-408 (2007).   DOI   ScienceOn
17 E. J. Jeong and Y. J. Cha, Reduction in Residual Pesticides and Quercetin Yields in Onion Peel Extracts by Washing, J. Life Sci., 22, 1665-1671 (2012).   과학기술학회마을   DOI
18 H. J. You, H. J. Ahn, and G. E. Ji, Transformation of rutin to Antiproliferative quercetin-3-glucoside by Aspergillus niger, Agric. Food Chem., 58, 10886-10892 (2010).   DOI
19 M. R. Hyun, Y. S. Lee, and Y. H. Park, Antioxidative Activity and Flavonoid Content of Chrysanthemum zawadskii Flowers, Kor. J. Hort. Sci. Technol., 29, 68-73 (2011).   과학기술학회마을
20 C. I. Cheigh, S. Y. Yoo, and M. S. Chung, Efficient flavonoid extraction from apple peel by subcritical water and estimation of antioxidant activity, Kor. J. Food & Nutr., 24, 458-463 (2011).   과학기술학회마을   DOI
21 P. C. Hollman and M. B. Katan, Absorption, metabolism and health effects of dietary flavonoids in man, Biomed. Pharmacother., 51, 305-310 (1997).   DOI   ScienceOn
22 H. B. Lee, E. K. Kim, S. J. Park, S. G. Bang, T. G. Kim, and D. W. Chung, Isolation and characterization of nicotiflorin obtained by enzymatic hydrolysis of two precursors in tea seed extract, J. Agric. Food Chem., 58, 4808-4813 (2010).   DOI   ScienceOn