Enzymatic synthesis of a catechin conjugate of polyhedral oligomeric silsesquioxane and evaluation of its antioxidant activity

Applied Microbiology and Biotechnology

Volumn 66, Issue 4, 2005, Pages 430-433

  Ihara, N ^a   Kurisawa, M ^a   Chung, J E ^a   Uyama, H ^a   Kobayashi, S ^a  

^a KYOTO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIOXIDANTS; CATALYSIS; ORGANIC POLYMERS; SYNTHESIS (CHEMICAL);

POLYHEDRAL OLIGOMERIC SILSESQUIOXANE (POSS); POSS-CATECHIN CONJUGATE;

ENZYMES;

ALKANE DERIVATIVE; AMINE; ANTIOXIDANT; CATECHIN; HORSERADISH PEROXIDASE; OLIGOMER; SUPEROXIDE; XANTHINE OXIDASE;

ANTIOXIDANT; ENZYME;

ANTIOXIDANT ACTIVITY; ARTICLE; CATALYST; CONJUGATION; ENZYME ACTIVITY; SYNTHESIS;

ANTIOXIDANTS; CATALYSIS; CATECHIN; ENZYME INHIBITORS; FREE RADICAL SCAVENGERS; HORSERADISH PEROXIDASE; MOLECULAR STRUCTURE; ORGANOSILICON COMPOUNDS; SUPEROXIDES; XANTHINE OXIDASE;

ARMORACIA RUSTICANA;

EID: 12144261261     PISSN: 01757598     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00253-004-1653-z     Document Type: Article

References (29)

1. Chen T, Kumar G, Harris MT, Smith PJ, Payne GF (2000) Enzymatic grafting of hexyloxyphenol onto chitosan to alter surface and rheological properties. Biotechnol Bioeng 70:564-573
2. Chiang HC, Lo YJ, Lu FJ (1994) Xanthine oxidase inhibitors from the leaves of Alsophila spinulosa (Hook) Tryon. J Enzyme Inhib 8:61-71
3. Chung JE, Kurisawa M, Tachibana Y, Uyama H, Kobayashi S (2003a) Enzymatic synthesis and antioxidant property of poly (allylamine)-catechin conjugate. Chem Lett 32:620-621
4. Chung JE, Kurisawa M, Uyama H, Kobayashi S (2003b) Enzymatic synthesis and antioxidant property of gelatin-catechin conjugates. Biotechnol Lett 25:1993-1997
5. Chung JE, Kurisawa M, Kim YJ, Uyama H, Kobayashi S (2004) Amplification of antioxidant activity of catechin by polycondensation with acetaldehyde. Biomacromolecules 5:113-118
6. Fantone JC, Ward PA (1985) Polymorphonuclear leukocyte-mediated cell and tissue injury: oxygen metabolites and their relations to human disease. Hum Pathol 16:973-978
7. Floyd RA (1990) Role of oxygen free radicals in carcinogenesis and brain ischemia. FASEB J 4:2587-2597
8. Hagerman AE, Riedl KM, Jones GA, Sovik KN, Ritchard NT, Hartzfeld PW, Riechel TL (1998) High molecular weight plant polyphenolics (tannins) as biological antioxidants. J Agric Food Chem 46:1887-1892
9. Ihara N, Tachibana Y, Chung JE, Kurisawa M, Uyama H, Kobayashi S (2003) Antioxidant polymer particles. Enzymatic immobilization of catechin on polymer particles. Chem Lett 32:816-817
10. Jankun J, Selman SH, Swiercz R, Skrzypczak-Jankun E (1997) Why drinking green tea could prevent cancer. Nature 387:561
11. Jovanovic SV, Steenken S, Tosic M, Marjanovic B, Simic MG (1994) Flavonoids as antioxidants. J Am Chem Soc 116:4846-4851
12. Kim YJ, Chung JE, Kurisawa M, Uyama H, Kobayashi S (2003) Regioselective synthesis and structures of (+)-catechin-aldehyde polycondensates. Macromol Chem Phys 204:1863-1868
13. Kim YJ, Chung JE, Kurisawa M, Uyama H, Kobayashi S (2004a) New tyrosinase inhibitors, (+)-catechin-aldehyde polycondensates. Biomacromolecules 5:474-479
14. Kim YJ, Chung JE, Kurisawa M, Uyama H, Kobayashi S (2004b) Superoxide anion scavenging and xanthine oxidase inhibition of (+)-catechin-aldehyde polycondensates. Amplification of antioxidant property of (+)-catechin by polycondensation with aldehydes. Biomacromolecules 5:547-552
15. Kumar G, Smith PJ, Payne GF (1999) Enzymatic grafting of a natural product onto chitosan to confer water solubility under basic conditions. Biotechnol Bioeng 63:154-165
16. Kurisawa M, Chung JE, Ki YJ, Uyama H, Kobayashi S (2003a) Amplification of antioxidant activity and xanthine oxidase inhibition of catechin by enzymatic polymerization. Biomacromolecules 4:469-471
17. Kurisawa M, Chung JE, Uyama H, Kobayashi S (2003b) Laccase-catalyzed synthesis and antioxidant property of poly(catechin). Macromol Biosci 3:758-764
18. Kurisawa M, Chung JE, Uyama H, Kobayashi S (2003c) Enzymatic synthesis and antioxidant properties of poly(rutin). Biomacromolecules 4:1394-1399
19. Kurisawa M, Chung JE, Uyama H, Kobayashi S (2004) Oxidative coupling of epigallocatechin gallate amplifies antioxidant activity and inhibits xanthine oxidase activity. Chem Commun 294-295
20. Li C, Xie B (2000) Evaluation of the antioxidant and pro-oxidant effects of tea catechin oxypolymers. J Agric Food Chem 48:6362-6366
21. Murugavel R, Voigt A, Walawalkar MG, Roesky HW (1996) Hetero- and metallasiloxanes derived from silanediols, disilanols, silanetriols, and trisilanols. Chem Rev 96:2205-2236
22. Noro T, Oda Y, Miyase T, Ueno A, Fukushima S (1983) Inhibitors of xanthine oxidase from the flowers and buds of Daphne genkwa. Chem Pharm Bull 31:3984-3987
23. Rice-Evans CA, Miller NJ, Paganga G (1996) Structure-antioxidant activity relationships of flavonoids and phenolic acids. Free Radic Biol Med 20:933-956
24. Saito M, Hosoyama H, Ariga T, Kataoka S, Yamaji N (1998) Antiulcer activity of grape seed extract and procyanidins. J Agric Food Chem 46:1460-1464
25. Soleas GJ, Diamandis EP, Goldberg DM (1997) Wine as a biological fluid: history, production, and role in disease prevention. J Clin Lab Anal 11:287-313
26. Tamaki R, Tanaka Y, Asuncion MZ, Choi J, Laine RM (2001) Octa (aminophenyl)silsesquioxane as a nanoconstruction site. J Am Chem Soc 123:12416-12417
27. Wu LQ, Embree HD, Balgley BM, Smith PJ, Payne GF (2002) Utilizing renewable resources to create functional polymers: chitosan-based associative thickener. Environ Sci Technol 36:3446-3454
28. Xiao S, Nguyen M, Gong X, Cao Y, Wu H, Moses D, Heeger AJ (2003) Stabilization of semiconducting polymers with silsesquioxane. Adv Fund Mater 13:25-29
29. Yen GC, Chen HY (1995) Antioxidant activity of various tea extracts in relation to their antimutagenicity. J Agric Food Chem 43:27-32