Inhibitory effects of chlorogenic acids from green coffee beans and cinnamate derivatives on the activity of porcine pancreas α-amylase isozyme i

Food Chemistry

Volumn 127, Issue 4, 2011, Pages 1532-1539

  Narita, Yusaku ^a,b   Inouye, Kuniyo ^a  

^a KYOTO UNIVERSITY   (Japan)

^b UCC Ueshima Coffee Co Ltd   (Japan)

Author keywords

Amylase inhibitor; Chlorogenic acids; Cinnamate; Coffee; Enzyme inhibition

Indexed keywords

CAFFEOYLQUINIC ACIDS; CHLOROGENIC ACIDS; CINNAMATES; ENZYME-SUBSTRATE COMPLEXES; GREEN COFFEE BEANS; INHIBITORY EFFECT;

AMYLASES; ENZYMES; HYDROLASES; ISOENZYMES;

ENZYME INHIBITION;

3 COUMARIC ACID; 3 FERULOYLQUINIC ACID; 3 METHOXYCINNAMIC ACID; 3,4 DICAFFEOYLQUINIC ACID; 4 CAFFEOYLQUINIC ACID; 4 FERULOYLQUINIC ACID; 4 METHOXYCINNAMIC ACID; 5 CAFFEOYLQUINIC ACID; 5 FERULOYLQUINIC ACID; ALPHA AMYLASE PANCREAS ISOENZYME; AMYLASE INHIBITOR; CAFFEIC ACID; CHLOROGENIC ACID; CINNAMIC ACID; CINNAMIC ACID DERIVATIVE; DIHYDROCAFFEIC ACID; FERULIC ACID; ISOCHLOROGENIC ACID; ISOFERULIC ACID; PANCREAS ALPHA AMYLASE ISOZYME 1; PARA COUMARIC ACID; UNCLASSIFIED DRUG;

ARTICLE; BEAN; COFFEE; CONTROLLED STUDY; DRUG BINDING SITE; DRUG PROTEIN BINDING; DRUG STRUCTURE; ENZYME ACTIVITY; ENZYME INHIBITION; ENZYME SUBSTRATE COMPLEX; HYDROLYSIS; IC 50; TEMPERATURE DEPENDENCE;

SUS;

EID: 79953166807     PISSN: 03088146     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.foodchem.2011.02.013     Document Type: Article

References (24)

1. M. Al Kazaz, V. Desseaux, G. Marchis-Mouren, E. Prodanov, and M. Santimone The mechanism of porcine pancreatic α-amylase: Inhibition of maltopentose hydrolysis by acarbose, maltose and maltotriose European Journal of Biochemistry 252 1998 100 107 (Pubitemid 28089963)
2. n of four new classes of chlorogenic acids in green coffee beans: Dimethoxycinnamoylquinic acids, diferuloylquinic acids, and feruloyl-dimethoxycinnamoylquinic acids Journal of Agricultural and Food Chemistry 54 2006 1957 1969
3. M.N. Clifford Chlorogenic acids and other cinnamates: Nature, occurrence and dietary burden Journal of the Science of Food and Agriculture 79 1999 362 372 (Pubitemid 29150578)
4. K. Inouye, S.-B. Lee, and B. Tonomura Effect of amino acid residues at the cleavable site of substrates on the remarkable activation of thermolysin by salts Biochemical Journal 315 1996 133 138 (Pubitemid 26113544)
5. A. Ishikawa, H. Yamashita, M. Hiemori, E. Inagaki, M. Kimoto, and M. Okamoto Characterization of inhibitors of postprandial hyperglycemia from the leaves of Nerium indicum Journal of Nutritional Science and Vitaminology 53 2007 166 173 (Pubitemid 46933027)
6. M.S. Islam, M. Yoshimoto, S. Yahara, S. Okuno, K. Ishiguro, and O. Yamakawa Identification and characterization of foliar polyphenolic composition in sweetpotato (Ipomoea batatas L.) genotypes Journal of Agricultural and Food Chemistry 50 2002 3718 3722 (Pubitemid 34640696)
7. K. Iwai, N. Kishimoto, Y. Kakino, K. Mochida, and T. Fujita In vitro antioxidative effects and tyrosinase inhibitory activities of seven hydroxycinnamoyl derivatives in green coffee beans Journal of Agricultural and Food Chemistry 52 2004 4893 4898
8. I. Kluh Amino acid sequence of hog pancreatic α-amylase isoenzyme I FEBS Letters 136 1981 231 234
9. C.-L. Ky, J. Louarn, S. Dussert, B. Guyot, S. Hamon, and M. Noirot Caffeine, trigonelline, chlorogenic acids and sucrose diversity in wild Coffea arabica L and C. canephora P. accessions Food Chemistry 75 2001 223 230 (Pubitemid 32895708)
10. G. Marchis-Mouren, and L. Pasero Isolation of two amylases in porcine pancreas Biochimica et Biophysica Acta 140 1967 366 368
11. Y. Matsui, S. Nakamura, N. Kondou, Y. Takasu, R. Ochiai, and Y. Masukawa Liquid chromatography-electrospray ionization-tandem mass spectrometry for simultaneous analysis of chlorogenic acids and their metabolites in human plasma Journal of Chromatography B 858 2007 96 105 (Pubitemid 47513600)
12. B. Meloun, I. Kluh, and L. Moravek Hog pancreatic α-amylase. Peptides from tryptic digest of isoenzyme AII Collection of Czechoslovak Chemical Communications 45 1980 2572 2582
13. M. Murata, H. Okada, and S. Homma Hydroxycinnamic acid derivatives and p-Coumaroyl-(l)-tryprophan, a novel hydroxycinnamic acid derivative, from coffee beans Bioscience, Biotechnology, and Biochemistry 59 1995 1887 1890
14. Y. Muta, S. Oyama, T. Umezawa, M. Shimada, and K. Inouye Inhibitory effects of lignans on the activity of human matrix metalloproteinase 7 (matrilysin) Journal of Agricultural and Food Chemistry 52 2004 5888 5894
15. Y. Muta, and K. Inouye Inhibitory effects of alcohols on thermolysin activity as examined using a fluorescent substrate Journal of Biochemistry 132 2002 945 951 (Pubitemid 36090661)
16. Y. Narita, and K. Inouye Kinetic analysis and mechanism on the inhibition of chlorogenic acid and its components against porcine pancreas α-amylase isozymes I and II Journal of Agricultural and Food Chemistry 57 2009 9218 9225
17. H. Oneda, S. Lee, and K. Inouye Inhibitory effect of 0.19 α-amylase inhibitor from wheat kernel on the activity of porcine pancreas α-amylase and its thermal stability Journal of Biochemistry 135 2004 421 427 (Pubitemid 38506768)
18. H. Oneda, M. Shiihara, and K. Inouye Inhibitory effects of green tea catechins on the activity of human matrix metalloproteinase 7 (matrilysin) Journal of Biochemistry 133 2003 571 576 (Pubitemid 36759463)
19. L. Pasero, Y. Mazzei-Pierron, B. Abadie, Y. Chicheportiche, and G. Marchis-Mouren Complete amino acid sequence and location of the five disulfide bridges in porcine pancreatic α-amylase Biochimica et Biophysica Acta 869 1986 147 157 (Pubitemid 16212919)
20. Y. Sakano, S. Takahashi, and T. Kobayashi Purification and properties of two active components from crystalline preparation of porcine pancreatic α-amylase Journal of the Japanese Society of Starch Science 30 1983 30 37
21. Segel, I. H. (1975). Rapid equilibrium partial and mixed-type inhibition. In Enzyme kinetics (pp. 161-226). New York: John Willy & Sons.
22. M. Takenaka, X. Yan, H. Ono, M. Yoshida, T. Nagata, and T. Nakanishi Caffeic acid derivatives in the roots of yacon (Smallanthus sonchifolius) Journal of Agricultural and Food Chemistry 51 2003 793 796
23. M.A. Tormo, I. Gil-Exojo, A. Romero de Tejada, and J.E. Campillo White bean amylase inhibitor administered orally reduces glycemia in type 2 diabetic rats British Journal of Nutrition 96 2006 539 544
24. T. Tsujita, T. Yakaku, and T. Suzuki Chestnut astringent skin extract, an α-amylase inhibitor, retards carbohydrate absorption in rats and humans Journal of Nutritional Science and Vitaminology 54 2008 82 88 (Pubitemid 351413107)