Role of bifidobacteria in the hydrolysis of chlorogenic acid

MicrobiologyOpen

Volumn 4, Issue 1, 2015, Pages 41-52

  Raimondi, Stefano ^a   Anighoro, Andrew ^a   Quartieri, Andrea ^a   Amaretti, Alberto ^a   Tomás Barberán, Francisco A ^b   Rastelli, Giulio ^a   Rossi, Maddalena ^a  

^a UNIVERSITY OF MODENA AND REGGIO EMILIA   (Italy)

^b RESEARCH GROUP ON QUALITY   (Spain)

Author keywords

Bifidobacterium animalis; Bifidobacteria; Caffeic acid; Chlorogenic acid; Feruloyl esterase; Hydroxycinnamic acids; Probiotics

Indexed keywords

CAFFEIC ACID; CHLOROGENIC ACID; ESTERASE; FERULOYL ESTERASE; UNCLASSIFIED DRUG; CAFFEIC ACID DERIVATIVE; CARBOXYLESTERASE; COUMARIC ACID;

ARTICLE; BACTERIAL GENOME; BACTERIAL STRAIN; BIFIDOBACTERIACEAE; BIFIDOBACTERIUM ANIMALIS; BIFIDOBACTERIUM BIFIDUM; BIFIDOBACTERIUM BREVE; BIFIDOBACTERIUM CATENULATUM; BIFIDOBACTERIUM LONGUM; BIFIDOBACTERIUM LONGUM SUBSP. INFANTIS; BIFIDOBACTERIUM PSEUDOCATENULATUM; BIOTRANSFORMATION; ENZYME ACTIVITY; ENZYME ASSAY; ENZYME RELEASE; ESCHERICHIA COLI; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDROLYSIS; MOLECULAR DOCKING; NONHUMAN; POLYACRYLAMIDE GEL ELECTROPHORESIS; PROTEIN EXPRESSION; PROTEIN FUNCTION; PROTEIN PURIFICATION; SEQUENCE ALIGNMENT; SEQUENCE HOMOLOGY; SUPERNATANT; BIFIDOBACTERIUM; CHEMISTRY; ENZYMOLOGY; GENETICS; HUMAN; METABOLISM;

ANIMALIA; BIFIDOBACTERIUM; BIFIDOBACTERIUM ANIMALIS; ESCHERICHIA COLI;

BIFIDOBACTERIUM; CAFFEIC ACIDS; CARBOXYLIC ESTER HYDROLASES; CHLOROGENIC ACID; COUMARIC ACIDS; HUMANS; HYDROLYSIS;

EID: 84922868175     PISSN: None     EISSN: 20458827     Source Type: Journal    
DOI: 10.1002/mbo3.219     Document Type: Article

References (41)

1. Altschul, S. F., W. Gish, W. Miller, E. W. Myers, and D. J. Lipman . 1990. Basic local alignment search tool. J. Mol. Biol. 215:403-410.
2. Arumugam, M., J. Raes, E. Pelletier, D. Le Paslier, T. Yamada, D. R. Mende, et al. 2011. Enterotypes of the human gut microbiome. Nature 473:174-180.
3. Azuma, K., K. Ippoushi, M. Nakayama, H. Ito, H. Higashio, and J. Terao . 2000. Absorption of chlorogenic acid and caffeic acid in rats after oral administration. J. Agric. Food Chem. 48:5496-5500.
4. Bendtsen, J. D., L. Kiemer, A. Fausbøll, and S. Brunak . 2005. Non-classical protein secretion in bacteria. BMC Microbiol. 5:58.
5. Berman, H. M., T. Battistuz, T. N. Bhat, W. F. Bluhm, P. E. Bourne, K. Burkhardt, et al. 2000. The protein data bank. Nucleic Acids Res. 28:235-242.
6. Bhullar, K. S., G. Lassalle-Claux, M. Touaibia, and H. P. Rupasinghe . 2014. Antihypertensive effect of caffeic acid and its analogs through dual renin-angiotensin-aldosterone system inhibition. Eur. J. Pharmacol. 730:125-132.
7. Case, D. A., T. A. Darden, T. E. Cheatham, C. L. Simmerling, J. Wang, and R. E. Duke . 2008. AMBER 10. University of California, San Francisco, CA.
8. Couteau, D., A. L. McCartney, G. R. Gibson, G. Williamson, and C. B. Faulds . 2001. Isolation and characterization of human colonic bacteria able to hydrolyse chlorogenic acid. J. Appl. Microbiol. 90:873-881.
9. Duda-Chodak, A. 2012. The inhibitory effect of polyphenols on human gut microbiota. J. Physiol. Pharmacol. 63:497-503.
10. El-Seedi, H. R., A. M. El-Said, S. A. Khalifa, U. Göransson, L. Bohlin, A. K. Borg-Karlson, et al. 2012. Biosynthesis, natural sources, dietary intake, pharmacokinetic properties, and biological activities of hydroxycinnamic acids. J. Agric. Food Chem. 60:10877-10895.
11. Etxeberria, U., A. Fernández-Quintela, F. I. Milagro, L. Aguirre, J. A. Martínez, and M. P. Portillo . 2013. Impact of polyphenols and polyphenol-rich dietary sources on gut microbiota composition. J. Agric. Food Chem. 61:9517-9533.
12. Gomes, C. A., T. G. da Cruz, J. L. Andrade, N. Milhazes, F. Borges, and M. P. Marques . 2003. Anticancer activity of phenolic acids of natural or synthetic origin: a structure-activity study. J. Med. Chem. 46:5395-5401.
13. Gonthier, M. P., M. A. Verny, C. Besson, C. Rémésy, and A. Scalbert . 2003. Chlorogenic acid bioavailability largely depends on its metabolism by the gut microflora in rats. J. Nutr. 133:1853-1859.
14. Gonthier, M. P., C. Remesy, A. Scalbert, V. Cheynier, J. M. Souquet, K. Poutanen, et al. 2006. Microbial metabolism of caffeic acid and its esters chlorogenic and caftaric acids by human faecal microbiota in vitro. Biomed. Pharmacother. 60:536-540.
15. Goujon, M., H. McWilliam, W. Li, F. Valentin, S. Squizzato, J. Paern, et al. 2010. A new bioinformatics analysis tools framework at EMBL-EBI. Nucleic Acids Res. 38(Suppl):W695-W699.
16. Jain, A. 2008. Bias reporting, and sharing: computational evaluations of docking methods. J. Comput. Aided Mol. Des. 22:201-212.
17. Jang, H., H. R. Ahn, H. Jo, K. A. Kim, E. H. Lee, K. W. Lee, et al. 2014. Chlorogenic acid and coffee prevent hypoxia-induced retinal degeneration. J. Agric. Food Chem. 62:182-191.
18. Laemmli, U. K. 1970. Cleavage of structural proteins during the assembly of the head of bacteriophage T4. Nature 227:680-685.
19. Lai, K. K., P. J. Stogios, C. Vu, X. Xu, H. Cui, S. Molloy, et al. 2011. An inserted α/β subdomain shapes the catalytic pocket of Lactobacillus johnsonii cinnamoyl esterase. PLoS One 6:e23269.
20. Larkin, M. A., G. Blackshields, N. P. Brown, R. Chenna, P. A. McGettigan, H. McWilliam, et al. 2007. ClustalW and ClustalX version 2. Bioinformatics 23:2947-2948.
21. Lou, Z., H. Wang, S. Zhu, C. Ma, and Z. Wang . 2011. Antibacterial activity and mechanism of action of chlorogenic acid. J. Food Sci. 76:M398-M403.
22. Manach, C., A. Scalbert, C. Morand, C. Rémésy, and L. Jiménez . 2004. Polyphenols: food sources and bioavailability. Am. J. Clin. Nutr. 79:727-747.
23. Morris, G. M., R. Huey, W. Lindstrom, M. F. Sanner, R. K. Belew, D. S. Goodsell, et al. 2009. Autodock4 and AutoDockTools4: automated docking with selective receptor flexiblity. J. Comput. Chem. 16:2785-2791.
24. Mubarak, A., C. P. Bondonno, A. H. Liu, M. J. Considine, L. Rich, E. Mas, et al. 2012. Acute effects of chlorogenic acid on nitric oxide status, endothelial function, and blood pressure in healthy volunteers: a randomized trial. J. Agric. Food Chem. 60:9130-9136.
25. Oboh, G., O. M. Agunloye, S. A. Adefegha, A. J. Akinyemi, and A. O. Ademiluyi . 2014. Caffeic and chlorogenic acids inhibit key enzymes linked to type 2 diabetes (in vitro): a comparative study. J. Basic Clin. Physiol. Pharmacol. Epub ahead of print. doi: 10.1515/jbcpp-2013-0141
26. Ogawa, M., Y. Suzuki, Y. Endo, T. Kawamoto, and F. Kayama . 2011. Influence of coffee intake on urinary hippuric acid concentration. Ind. Health 49:195-202.
27. Olthof, M. R., P. C. Hollman, M. N. Buijsman, J. M. van Amelsvoort, and M. B. Katan . 2003. Chlorogenic acid, quercetin-3-rutinoside and black tea phenols are extensively metabolized in humans. J. Nutr. 133:1806-1814.
28. Ong, K. W., A. Hsu, and B. K. Tan . 2013. Anti-diabetic and anti-lipidemic effects of chlorogenic acid are mediated by ampk activation. Biochem. Pharmacol. 85:1341-1351.
29. Petersen, T. N., S. Brunak, G. von Heijne, and H. Nielsen . 2011. SignalP 4.0: discriminating signal peptides from transmembrane regions. Nat. Methods 8:785-786.
30. Rastelli, G. 2013. Emerging topics in structure-based virtual screening. Pharm. Res. 30:1458-1463.
31. Rechner, A. R., M. A. Smith, G. Kuhnle, G. R. Gibson, E. S. Debnam, S. K. Srai, et al. 2004. Colonic metabolism of dietary polyphenols: influence of structure on microbial fermentation products. Free Radic. Biol. Med. 36:212-225.
32. Rossi, M., and A. Amaretti . 2010. Probiotic properties of bifidobacteria. Pp. 97-123 in D. van Sinderen and B. Mayo, eds. Bifidobacteria: genomics and molecular aspects. Caister Academic Press, Norfolk, U.K.
33. Šali, A., and T. L. Blundell . 1993. Comparative protein modelling by satisfaction of spatial restraints. J. Mol. Biol. 234:779-815.
34. Sanner, M. F. 1999. Python: a programming language for software integration and development. J. Mol. Graph. Model. 17:57-61.
35. Scalbert, A., and G. Williamson . 2000. Dietary intake and bioavailability of polyphenols. J. Nutr. 130:2073S-2085S.
36. Selma, M. V., J. C. Espín, and F. A. Tomás-Barberán . 2009. Interaction between phenolics and gut microbiota: role in human health. J. Agric. Food Chem. 57:6485-6501.
37. Stalmach, A., H. Steiling, G. Williamson, and A. Crozier . 2010. Bioavailability of chlorogenic acids following acute ingestion of coffee by humans with an ileostomy. Arch. Biochem. Biophys. 501:98-105.
38. Tannock, G. W. 1999. Identification of lactobacilli and bifidobacteria. Curr. Issues Mol. Biol. 1:53-64.
39. Tomàs-Barberàn, F., R. Garcia-Villalba, A. Quartieri, S. Raimondi, A. Amaretti, A. Leonardi, et al. 2014. In vitro transformation of chlorogenic acid by human gut microbiota. Mol. Nutr. Food Res. 58:1122-1131.
40. Xu, J. G., Q. P. Hu, and Y. Liu . 2012. Antioxidant and DNA-protective activities of chlorogenic acid isomers. J. Agric. Food Chem. 60:11625-11630.
41. Yuan, J. P., J. H. Wang, and X. Liu . 2007. Metabolism of dietary soy isoflavones to equol by human intestinal microflora-implications for health. Mol. Nutr. Food Res. 51:765-781.