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Volumn 88, Issue 12, 2006, Pages 1899-1908

Degradation of procyanidins by Aspergillus fumigatus: Identification of a novel aromatic ring cleavage product

Author keywords

Biodegradation; Condensed tannin; Fungus; HPLC; MS; Polyphenol

Indexed keywords

DIMER; EPICATECHIN; FUNGAL ENZYME; ION; LACTONE; OLIGOMER; OXYGENASE; PROCYANIDIN; PROCYANIDIN B2; PROCYANIDIN DERIVATIVE;

EID: 33845411656     PISSN: 03009084     EISSN: 61831638     Source Type: Journal    
DOI: 10.1016/j.biochi.2006.07.011     Document Type: Article
Times cited : (30)

References (49)
  • 1
    • 13844272546 scopus 로고    scopus 로고
    • Polyphenols in foods are more complex than often thought
    • Cheynier V. Polyphenols in foods are more complex than often thought. Am. J. Clini. Nutr. 81 1 (2005) 223S-229S
    • (2005) Am. J. Clini. Nutr. , vol.81 , Issue.1
    • Cheynier, V.1
  • 2
    • 21644453127 scopus 로고    scopus 로고
    • Procyanidin fractions from pine (Pinus pinaster) bark: radical scavenging power in solution, antioxidant activity in emulsion, and antiproliferative effect in melanoma cells
    • Tourino S., Selga A., Jimenez A., Julia L., Lozano C., Lizarraga D.L., Cascante M., and Torres J.L. Procyanidin fractions from pine (Pinus pinaster) bark: radical scavenging power in solution, antioxidant activity in emulsion, and antiproliferative effect in melanoma cells. J. Agric. Food Chem. 53 12 (2005) 4728-4735
    • (2005) J. Agric. Food Chem. , vol.53 , Issue.12 , pp. 4728-4735
    • Tourino, S.1    Selga, A.2    Jimenez, A.3    Julia, L.4    Lozano, C.5    Lizarraga, D.L.6    Cascante, M.7    Torres, J.L.8
  • 3
    • 0034986021 scopus 로고    scopus 로고
    • Characterization of antioxidant effect of procyanidins
    • Academic Press Inc., San Diego pp. 338-350
    • Ursini F., Rapuzzi I., Toniolo R., Tubaro F., and Bontempelli G. Characterization of antioxidant effect of procyanidins. Methods in Enzymology (2001), Academic Press Inc., San Diego pp. 338-350
    • (2001) Methods in Enzymology
    • Ursini, F.1    Rapuzzi, I.2    Toniolo, R.3    Tubaro, F.4    Bontempelli, G.5
  • 4
    • 0033066444 scopus 로고    scopus 로고
    • The implications of condensed tannins on the nutritive value of temperate forages fed to ruminants
    • Barry T.N., and McNabb W.C. The implications of condensed tannins on the nutritive value of temperate forages fed to ruminants. Br. J. Nutr. 81 4 (1999) 263-272
    • (1999) Br. J. Nutr. , vol.81 , Issue.4 , pp. 263-272
    • Barry, T.N.1    McNabb, W.C.2
  • 5
    • 0038605353 scopus 로고    scopus 로고
    • Consequences of plant phenolic compounds for productivity and health of ruminants
    • Waghorn G.C., and McNabb W.C. Consequences of plant phenolic compounds for productivity and health of ruminants. Proc. Nutr. Soc. 62 2 (2003) 383-392
    • (2003) Proc. Nutr. Soc. , vol.62 , Issue.2 , pp. 383-392
    • Waghorn, G.C.1    McNabb, W.C.2
  • 6
    • 0034990582 scopus 로고    scopus 로고
    • Direct thiolysis on crude apple materials for high-performance liquid chromatography characterization and quantification of polyphenols in cider apple tissues and juices
    • Guyot S., Marnet N., Sanoner P., and Drilleau J.F. Direct thiolysis on crude apple materials for high-performance liquid chromatography characterization and quantification of polyphenols in cider apple tissues and juices. Methods Enzymol. 335 (2001) 57-70
    • (2001) Methods Enzymol. , vol.335 , pp. 57-70
    • Guyot, S.1    Marnet, N.2    Sanoner, P.3    Drilleau, J.F.4
  • 7
    • 0000428599 scopus 로고    scopus 로고
    • Phenolic inhibitors of alpha-amylase and trypsin enzymes by extracts from pears, lentils, and cocoa
    • Quesada C., Bartolome B., Nieto O., GomezCordoves C., Hernandez T., and Estrella I. Phenolic inhibitors of alpha-amylase and trypsin enzymes by extracts from pears, lentils, and cocoa. J. Food Prot. 59 2 (1996) 185-192
    • (1996) J. Food Prot. , vol.59 , Issue.2 , pp. 185-192
    • Quesada, C.1    Bartolome, B.2    Nieto, O.3    GomezCordoves, C.4    Hernandez, T.5    Estrella, I.6
  • 10
  • 11
    • 0032467002 scopus 로고    scopus 로고
    • Microbial degradation of tannins - a current perspective
    • Bhat T.K., Singh B., and Sharma O.P. Microbial degradation of tannins - a current perspective. Biodegradation 9 5 (1998) 343-357
    • (1998) Biodegradation , vol.9 , Issue.5 , pp. 343-357
    • Bhat, T.K.1    Singh, B.2    Sharma, O.P.3
  • 12
    • 0017752277 scopus 로고
    • Degradation of the plant flavonoid phellamurin by Aspergillus niger
    • Sakai S. Degradation of the plant flavonoid phellamurin by Aspergillus niger. Appl. Environ. Microbiol. (1977) 500-505
    • (1977) Appl. Environ. Microbiol. , pp. 500-505
    • Sakai, S.1
  • 13
    • 0010066628 scopus 로고
    • Immobilization of protocatechuate 3,4-dioxygenase from Pleurotus ostreatus on activated porous-glass beads
    • Wojtaswasilewska M., Luterek J., and Rogalski J. Immobilization of protocatechuate 3,4-dioxygenase from Pleurotus ostreatus on activated porous-glass beads. Phytochemistry 27 9 (1988) 2731-2733
    • (1988) Phytochemistry , vol.27 , Issue.9 , pp. 2731-2733
    • Wojtaswasilewska, M.1    Luterek, J.2    Rogalski, J.3
  • 14
    • 0013210672 scopus 로고
    • Degradation of catechin and purification and partial characterization of catechin oxygenase from Chaetomium cupreum
    • Sambandam T., and Mahadevan A. Degradation of catechin and purification and partial characterization of catechin oxygenase from Chaetomium cupreum. World J. Microbiol. Biotechnol. 9 1 (1993) 37-44
    • (1993) World J. Microbiol. Biotechnol. , vol.9 , Issue.1 , pp. 37-44
    • Sambandam, T.1    Mahadevan, A.2
  • 16
    • 0039450840 scopus 로고
    • Evaluation of the degradation of sorghum condensed tannins by a Penicillium sp. by determination of proanthocyanidins and flavan-3-ols
    • Nguz K., Demey L., and Huyghebaert A. Evaluation of the degradation of sorghum condensed tannins by a Penicillium sp. by determination of proanthocyanidins and flavan-3-ols. Sci. Aliment. 14 1 (1994) 51-59
    • (1994) Sci. Aliment. , vol.14 , Issue.1 , pp. 51-59
    • Nguz, K.1    Demey, L.2    Huyghebaert, A.3
  • 17
    • 0029768715 scopus 로고    scopus 로고
    • Biological degradation of tannins in sericea lespedeza (Lespedeza cuneta) by the white rot fungi Ceriporiopsis subvermispora and Cyathus stercoreus analyzed by solid-state C-13 nuclear magnetic resonance spectroscopy
    • Gamble G.R., Akin D.E., Makkar H.P.S., and Becker K. Biological degradation of tannins in sericea lespedeza (Lespedeza cuneta) by the white rot fungi Ceriporiopsis subvermispora and Cyathus stercoreus analyzed by solid-state C-13 nuclear magnetic resonance spectroscopy. Appl. Environ. Microbiol. 62 10 (1996) 3600-3604
    • (1996) Appl. Environ. Microbiol. , vol.62 , Issue.10 , pp. 3600-3604
    • Gamble, G.R.1    Akin, D.E.2    Makkar, H.P.S.3    Becker, K.4
  • 18
    • 15944375898 scopus 로고    scopus 로고
    • Decay of cultivated apricot wood (Prunus armeniaca) by the ascomycete Hypocrea sulphurea, using solid state C-13 NMR and off-line TMAH thermochemolysis with GC-MS
    • Vane C.H., Drage T.C., Snape C.E., Stephenson M.H., and Foster C. Decay of cultivated apricot wood (Prunus armeniaca) by the ascomycete Hypocrea sulphurea, using solid state C-13 NMR and off-line TMAH thermochemolysis with GC-MS. Int. Biodeterior. Biodegrad. 55 3 (2005) 175-185
    • (2005) Int. Biodeterior. Biodegrad. , vol.55 , Issue.3 , pp. 175-185
    • Vane, C.H.1    Drage, T.C.2    Snape, C.E.3    Stephenson, M.H.4    Foster, C.5
  • 20
    • 0026073569 scopus 로고
    • Micro method for the identification of proanthocyanidin using thiolysis monitored by high-performance liquid-chromatography
    • Rigaud J., Perezilzarbe J., Dasilva J.M.R., and Cheynier V. Micro method for the identification of proanthocyanidin using thiolysis monitored by high-performance liquid-chromatography. J. Chromatogr. A 540 1-2 (1991) 401-405
    • (1991) J. Chromatogr. A , vol.540 , Issue.1-2 , pp. 401-405
    • Rigaud, J.1    Perezilzarbe, J.2    Dasilva, J.M.R.3    Cheynier, V.4
  • 21
    • 0001412289 scopus 로고
    • Plant proanthocyanidins. 8. Procyanidins and polyphenols of larix-gmelini bark
    • Shen Z., Haslam E., Falshaw C.P., and Begley M.J. Plant proanthocyanidins. 8. Procyanidins and polyphenols of larix-gmelini bark. Phytochemistry 25 11 (1986) 2629-2635
    • (1986) Phytochemistry , vol.25 , Issue.11 , pp. 2629-2635
    • Shen, Z.1    Haslam, E.2    Falshaw, C.P.3    Begley, M.J.4
  • 22
    • 37049129649 scopus 로고
    • Plant proanthocyanidins. Part I. Introduction, the isolation, structure and distribution in nature of plant procyanidins
    • Thompson R.S., Jacques D., Haslam E., and Tanner R.J.N. Plant proanthocyanidins. Part I. Introduction, the isolation, structure and distribution in nature of plant procyanidins. J. Chem. Soc. Perkin Trans. I (1972) 1387-1399
    • (1972) J. Chem. Soc. Perkin Trans. I , pp. 1387-1399
    • Thompson, R.S.1    Jacques, D.2    Haslam, E.3    Tanner, R.J.N.4
  • 23
    • 0034990582 scopus 로고    scopus 로고
    • Direct thiolysis on crude apple materials for high-performance liquid chromatography characterization and quantification of polyphenols in cider apple tissues and juices
    • Academic Press Inc., San Diego pp. 57-70
    • Guyot S., Marnet N., Sanoner P., and Drilleau J.F. Direct thiolysis on crude apple materials for high-performance liquid chromatography characterization and quantification of polyphenols in cider apple tissues and juices. Methods in Enzymology (2001), Academic Press Inc., San Diego pp. 57-70
    • (2001) Methods in Enzymology
    • Guyot, S.1    Marnet, N.2    Sanoner, P.3    Drilleau, J.F.4
  • 25
    • 0141850470 scopus 로고    scopus 로고
    • Screening of foods containing proanthocyanidins and their structural characterization using LC-MS/MS and thiolytic degradation
    • Gu L.W., Kelm M.A., Hammerstone J.F., Beecher G., Holden J., Haytowitz D., and Prior R.L. Screening of foods containing proanthocyanidins and their structural characterization using LC-MS/MS and thiolytic degradation. J. Agric. Food Chem. 51 25 (2003) 7513-7521
    • (2003) J. Agric. Food Chem. , vol.51 , Issue.25 , pp. 7513-7521
    • Gu, L.W.1    Kelm, M.A.2    Hammerstone, J.F.3    Beecher, G.4    Holden, J.5    Haytowitz, D.6    Prior, R.L.7
  • 26
    • 0031020818 scopus 로고    scopus 로고
    • Characterization of highly polymerized procyanidins in cider apple (Malus sylvestris var kermerrien) skin and pulp
    • Guyot S., Doco T., Souquet J.M., Moutounet M., and Drilleau J.F. Characterization of highly polymerized procyanidins in cider apple (Malus sylvestris var kermerrien) skin and pulp. Phytochemistry 44 2 (1997) 351-357
    • (1997) Phytochemistry , vol.44 , Issue.2 , pp. 351-357
    • Guyot, S.1    Doco, T.2    Souquet, J.M.3    Moutounet, M.4    Drilleau, J.F.5
  • 27
    • 0001171808 scopus 로고    scopus 로고
    • Reversed-phase HPLC following thiolysis for quantitative estimation and characterization of the four main classes of phenolic compounds in different tissue zones of a French cider apple variety (Malus domestica var. Kermerrien)
    • Guyot S., Marnet N., Laraba D., Sanoner P., and Drilleau J.F. Reversed-phase HPLC following thiolysis for quantitative estimation and characterization of the four main classes of phenolic compounds in different tissue zones of a French cider apple variety (Malus domestica var. Kermerrien). J. Agric. Food Chem. 46 5 (1998) 1698-1705
    • (1998) J. Agric. Food Chem. , vol.46 , Issue.5 , pp. 1698-1705
    • Guyot, S.1    Marnet, N.2    Laraba, D.3    Sanoner, P.4    Drilleau, J.F.5
  • 29
    • 0037205620 scopus 로고    scopus 로고
    • Composition of phenolic compounds in a Portuguese pear (Pyrus communis L. var. S. Bartolomeu) and changes after sun-drying
    • Ferreira D., Guyot S., Marnet N., Delgadillo I., Renard C., and Coimbra M.A. Composition of phenolic compounds in a Portuguese pear (Pyrus communis L. var. S. Bartolomeu) and changes after sun-drying. J. Agric. Food Chem. 50 16 (2002) 4537-4544
    • (2002) J. Agric. Food Chem. , vol.50 , Issue.16 , pp. 4537-4544
    • Ferreira, D.1    Guyot, S.2    Marnet, N.3    Delgadillo, I.4    Renard, C.5    Coimbra, M.A.6
  • 30
    • 1542347223 scopus 로고    scopus 로고
    • Characterization and estimation of proanthocyanidins and other phenolics in coffee pulp (Coffea arabica) by thiolysis-high-performance liquid chromatography
    • Ramirez-Coronel M.A., Marnet N., Kolli V.S.K., Roussos S., Guyot S., and Augur C. Characterization and estimation of proanthocyanidins and other phenolics in coffee pulp (Coffea arabica) by thiolysis-high-performance liquid chromatography. J. Agric. Food Chem. 52 5 (2004) 1344-1349
    • (2004) J. Agric. Food Chem. , vol.52 , Issue.5 , pp. 1344-1349
    • Ramirez-Coronel, M.A.1    Marnet, N.2    Kolli, V.S.K.3    Roussos, S.4    Guyot, S.5    Augur, C.6
  • 31
    • 28444449458 scopus 로고    scopus 로고
    • Application of ESI/MS, CID/MS and tandem MS/MS to the fragmentation study of eriodictyol 7-O-glucosyl-(1 → 2)-glucoside and luteolin 7-O-glucosyl-(1 → 2)-glucoside
    • Es-Safi N.E., Kerhoas L., Einhorn J., and Ducrot P.H. Application of ESI/MS, CID/MS and tandem MS/MS to the fragmentation study of eriodictyol 7-O-glucosyl-(1 → 2)-glucoside and luteolin 7-O-glucosyl-(1 → 2)-glucoside. Int. J. Mass Spec. 247 1-3 (2005) 93-100
    • (2005) Int. J. Mass Spec. , vol.247 , Issue.1-3 , pp. 93-100
    • Es-Safi, N.E.1    Kerhoas, L.2    Einhorn, J.3    Ducrot, P.H.4
  • 33
    • 0028831218 scopus 로고
    • Biotechnological management of coffee pulp - isolation, screening characterization, selection of caffeine degrading fungi and natural microflora present in coffee pulp and husk
    • Roussos S., Aquiahuatl M.D., Trejohernandez M.D., Perraud I.G., Favela E., Ramakrishna M., Raimbault M., and Viniegragonzalez G. Biotechnological management of coffee pulp - isolation, screening characterization, selection of caffeine degrading fungi and natural microflora present in coffee pulp and husk. Appl. Microbiol. Biotechnol. 42 5 (1995) 756-762
    • (1995) Appl. Microbiol. Biotechnol. , vol.42 , Issue.5 , pp. 756-762
    • Roussos, S.1    Aquiahuatl, M.D.2    Trejohernandez, M.D.3    Perraud, I.G.4    Favela, E.5    Ramakrishna, M.6    Raimbault, M.7    Viniegragonzalez, G.8
  • 34
    • 3743097537 scopus 로고
    • Mise au point d'une méthode pour l'étude des caractères morphologiques, biochimiques et nutritionnels des champignons imparfaits
    • Roussos S. Mise au point d'une méthode pour l'étude des caractères morphologiques, biochimiques et nutritionnels des champignons imparfaits. Cah. ORSTOM, ser. Biol. 45 (1982) 25-34
    • (1982) Cah. ORSTOM, ser. Biol. , vol.45 , pp. 25-34
    • Roussos, S.1
  • 35
    • 33749946901 scopus 로고
    • Colorimetric method for determination of sugars and related substances
    • Dubois M., Gilles K.A., Hamilton J.K., Rebers P.A., and Smith F. Colorimetric method for determination of sugars and related substances. Anal. Chem. 28 (1956) 350-356
    • (1956) Anal. Chem. , vol.28 , pp. 350-356
    • Dubois, M.1    Gilles, K.A.2    Hamilton, J.K.3    Rebers, P.A.4    Smith, F.5
  • 36
    • 46549091814 scopus 로고
    • The conversion of procyanidins and prodelphinidins to cyanidin and delphinidin
    • Porter L.J., Hrstich L.N., and Chan B.G. The conversion of procyanidins and prodelphinidins to cyanidin and delphinidin. Phytochemistry 25 1 (1986) 223-230
    • (1986) Phytochemistry , vol.25 , Issue.1 , pp. 223-230
    • Porter, L.J.1    Hrstich, L.N.2    Chan, B.G.3
  • 37
    • 0037333016 scopus 로고    scopus 로고
    • Biodegradation of hexadecane in liquid and solid-state fermentations by Aspergillus niger
    • Volke-Sepulveda T.L., Gutierrez-Rojas M., and Favela-Torres E. Biodegradation of hexadecane in liquid and solid-state fermentations by Aspergillus niger. Bioresour. Technol. 87 1 (2003) 81-86
    • (2003) Bioresour. Technol. , vol.87 , Issue.1 , pp. 81-86
    • Volke-Sepulveda, T.L.1    Gutierrez-Rojas, M.2    Favela-Torres, E.3
  • 39
    • 31144447841 scopus 로고
    • Antimicrobial properties of tannins
    • Scalbert A. Antimicrobial properties of tannins. Phytochemistry 30 12 (1991) 3875-3883
    • (1991) Phytochemistry , vol.30 , Issue.12 , pp. 3875-3883
    • Scalbert, A.1
  • 42
    • 0001805268 scopus 로고    scopus 로고
    • Investigation of proanthocyanidins by HPLC with electrospray ionization mass spectrometry
    • Friedrich W., Eberhardt A., and Galensa R. Investigation of proanthocyanidins by HPLC with electrospray ionization mass spectrometry. Eur. Food Res. Technol. 211 1 (2000) 56-64
    • (2000) Eur. Food Res. Technol. , vol.211 , Issue.1 , pp. 56-64
    • Friedrich, W.1    Eberhardt, A.2    Galensa, R.3
  • 43
    • 18144440732 scopus 로고    scopus 로고
    • Tandem mass spectrometry studies of green tea catechins. Identification of three minor components in the polyphenolic extract of green tea
    • Miketova P., Schram K.H., Whitney J., Li M., Huang R., Kerns E., Valcic S., Timmermann B.N., Rourick R., and Klohr S. Tandem mass spectrometry studies of green tea catechins. Identification of three minor components in the polyphenolic extract of green tea. J. Mass Spectrom. 35 7 (2000) 860-869
    • (2000) J. Mass Spectrom. , vol.35 , Issue.7 , pp. 860-869
    • Miketova, P.1    Schram, K.H.2    Whitney, J.3    Li, M.4    Huang, R.5    Kerns, E.6    Valcic, S.7    Timmermann, B.N.8    Rourick, R.9    Klohr, S.10
  • 45
    • 33645319971 scopus 로고    scopus 로고
    • Analysis of phenolic compounds in Muscatel wines produced in Portugal
    • Bravo M.N., Silva S., Coelho A.V., Boas L.V., and Bronze M.R. Analysis of phenolic compounds in Muscatel wines produced in Portugal. Anal. Chim. Acta 563 1-2 (2006) 84-92
    • (2006) Anal. Chim. Acta , vol.563 , Issue.1-2 , pp. 84-92
    • Bravo, M.N.1    Silva, S.2    Coelho, A.V.3    Boas, L.V.4    Bronze, M.R.5
  • 46
    • 9444239787 scopus 로고    scopus 로고
    • Effects of polyphenols from grape seeds on oxidative damage to cellular DNA
    • Fan P.H., and Lou H.X. Effects of polyphenols from grape seeds on oxidative damage to cellular DNA. Mol. Cell. Biochem. 267 1-2 (2004) 67-74
    • (2004) Mol. Cell. Biochem. , vol.267 , Issue.1-2 , pp. 67-74
    • Fan, P.H.1    Lou, H.X.2
  • 47
    • 4043142166 scopus 로고    scopus 로고
    • Synthesis and phase behavior of side-chain liquid-crystalline polymers containing malachite green lactone groups
    • Hu J.S., Zhang B.Y., Wang Y., and Meng F.B. Synthesis and phase behavior of side-chain liquid-crystalline polymers containing malachite green lactone groups. J. Polym. Sci. Part A: Polym. Chem. 42 15 (2004) 3870-3878
    • (2004) J. Polym. Sci. Part A: Polym. Chem. , vol.42 , Issue.15 , pp. 3870-3878
    • Hu, J.S.1    Zhang, B.Y.2    Wang, Y.3    Meng, F.B.4
  • 48
    • 14544289544 scopus 로고    scopus 로고
    • Lactone synthesis activity in a site-directed mutant of an extradiol catechol dioxygenase enzyme
    • Mendel S., Arndt A., and Bugg T.D.H. Lactone synthesis activity in a site-directed mutant of an extradiol catechol dioxygenase enzyme. Chem. Commun. 5 (2005) 666-668
    • (2005) Chem. Commun. , vol.5 , pp. 666-668
    • Mendel, S.1    Arndt, A.2    Bugg, T.D.H.3
  • 49
    • 0037007542 scopus 로고    scopus 로고
    • Ortho pathway of benzoate degradation in Pseudomonas putida: induction of meta pathway at high substrate concentrations
    • Loh K.C., and Chua S.S. Ortho pathway of benzoate degradation in Pseudomonas putida: induction of meta pathway at high substrate concentrations. Enzyme Microb. Technol. 30 5 (2002) 620-626
    • (2002) Enzyme Microb. Technol. , vol.30 , Issue.5 , pp. 620-626
    • Loh, K.C.1    Chua, S.S.2


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