5266 J. Agric. Food Chem., Vol. 55, No. 13, 2007
Herna´ndez et al.
(11) Goldberg, D. M.; Hoffman, B.; Yang, J.; Soleas, G. J. Phenolic
constituents, furans, and total antioxidant status of distilled spirits.
J. Agric. Food Chem. 1999, 47, 3978-3985.
(28) Singleton, V. L.; Trousdale, E. White wine phenolics: varietal
and processing differences as shown by HPLC. Am. J. Enol.
Vitic. 1983, 34, 27-34.
(12) Monagas, M.; Bartolome´, B.; Go´mez-Cordove´s, C. Evolution
of polyphenols in red wines from Vitis Vinifera L. during aging
in the bottle. II. Non-anthocyanin phenolic compounds. Eur.
Food Res. Technol. 2005, 220, 331-340.
(29) Dugelay, I.; Gunata, Z.; Sapis, J. C.; Baumes, R.; Bayonove, C.
Role of cinnamoyl esterase activities from enzyme preparations
on the formation of volatile phenols during winemaking. J. Agric.
Food Chem. 1993, 41, 2092-2096.
(13) Pozo-Bayo´n, M. A.; Herna´ndez, T.; Mart´ın-AÄ lvarez, P. J.; Polo,
M. C. Study of low molecular weight phenolic compounds during
the aging of sparkling wines manufactured with red and white
grape varieties. J. Agric. Food Chem. 2003, 51, 2089-2095.
(14) Herna´ndez, T.; Estrella, I.; Carlavilla, D.; Mart´ın-AÄ lvarez, P. J.;
Moreno-Arribas, M. V. Phenolic compounds in red wine
subjected to industrial malolactic fermentation and ageing on
lees. Anal. Chim. Acta 2006, 563, 116-125.
(15) Herna´ndez, T.; Estrella, I.; Duen˜as, M.; Ferna´ndez de Simo´n
B.; Cadah´ıa, E. Influence of wood origin in the polyphenolic
composition of a spanish red wine aging in bottle, after storage
in barrels of Spanish, French and American oak wood. Eur. Food
Res. Technol. 2007, 224, 695-704.
(16) Vrhovsek, U.; Vanzo, A.; Nemanic, J. Effect of red wine
maceration techniques on oligomeric and polymeric proantho-
cyanindins in wine, cv. Blaufraenkish. Vitis 2002, 41, 47-51.
(17) Vivas, N.; August´ın, M.; Lonvaud-Funel, A. Influence of oak
Word and grape tannins on the lactic acid bacterium Oenococus
oeni (Leuconostoc oenos, 8413). J. Sci. Food Agric. 2000, 80,
1675-1678.
(18) Campos, F. M.; Couto, J. A.; Hogg, T. A. Influence of phenolic
acids on growth and inactivation of Oenococcus oeni and
Lactobacillus hilgardii. J. Appl. Microbiol. 2003, 94, 167-174.
(19) Cavin, J. F.; Andioc, V.; Etievant, P. X.; Divie`s, C. Ability of
wine LAB to metabolize phenol carboxylic acids. Am. J. Enol.
Vitic. 1993, 44, 76-80.
(20) Alberto, M. R.; Go´mez-Cordove´s, C.; Manca de Nadra, M. C.
Metabolism of gallic acid and catechin by Lactobacillus hilgardii
from wine. J. Agric. Food Chem. 2004, 52, 6465-6469.
(21) Zapparoli, G.; Torriani, S.; Pesente, P.; Dellaglio, F. Design and
evaluation of malolactic enzyme gene targered primers for rapid
identification and detection of Oenococcus oeni in wine. Lett.
Appl. Microbiol. 1998, 27, 243-246.
(22) Quere, F.; Deschamps, A.; Urdaci, M. C. DNA probe and PCR-
specific reaction for Lactobacillus plantarum. J. Appl. Microbiol.
1997, 82, 783-90.
(23) Duen˜as, M.; Estrella, I.; Herna´ndez, T. Occurrence of phenolic
compounds in the seed coat and the cotyledon of peas (Pisum
satiVum L.). Eur. Food Res. Technol. 2004, 219, 116-123.
(24) Bartolome´, B.; Bengoechea, M. L.; Ga´lvez, M. C.; Pe´rez-Ilzarbe,
F. J.; Herna´ndez, T.; Estrella, I.; Go´mez-Cordove´s, C. Photodiode
array detection for elucidation of the structure of phanolic
compounds. J. Chromatogr. A 1993, 655, 119-125.
(25) Bengoechea, L. M.; Herna´ndez, T.; Quesada, C.; Bartolome´, B.;
Estrella, I.; Go´mez-Cordove´s, C. Structure of hydroxycinnamic
acid derivatives established by high performance liquid chro-
matography with photodiode array detection. Chromatographia
1995, 41, 94-98.
(30) Revilla, I.; Gonza´lez-SanJose´, M. L. Compositional changes
during the storage of red wines treated with pectolytic en-
zymes: Low molecular-eight phenols and flavan-3-of derivative
levels. Food Chem. 2003, 80, 205-214.
(31) Fauld, C. B.; Williamson, G. The purification and characterization
of 4-hydroxy- 3-metoxycinnamic (ferulic) acid esterase from
Streptomyces oliVochromogenes. J. Gen. Microbiol. 1991, 37,
2337-2345.
(32) Donaghy, J.; Kelly, P. F.; McKay, A. M. Detection of ferulic
acid esterase production by Bacillus spp. and lactobacilli. Appl.
Microbiol. Biotechnol. 1998, 50, 257-260.
(33) Couteau, D.; McCartney, A. L.; Gibson, G. R.; Williamson, G.;
Faulds, C. B. Isolation and characterization of human colonic
bacteria able to hydrolise chlorogenic acid. J. Appl. Microbiol.
2001, 90, 873-881.
(34) Castanares, A.; McCrae, S. I.; Wood, T. M. Purification and
properties of a feruloyl/p-coumaroil esterase from the fungus
Penicillium pinophilum. Enzyme Microb. Technol. 1992, 14,
874-884.
(35) McCrae, S. L.; Leith, K. M.; Gordon, A. H.; Wood, T. M. Xylan-
degrading system produced from the fungus Aspergillus
awamori: Isolation, and characterization of a feruoyl esterase
and a p-coumaroyl esterase. Enzyme Microb. Technol. 1994, 16,
826-834.
(36) Chatonnet, P.; Dobourdieu, D.; Boidron, J. The influence of
Brettanomyces/Dekkera sp. yeasts and LAB on the ethyl-
phenol content of red wine. Am. J. Enol. Vitic. 1995, 46, 63-
68.
(37) Jang, M. L.; Cai, G. O.; Udeani, K. W.; Slowing, C. F.; Thomas,
C. W. W.; Beecher, H. H. S.; Fong, N. R.; Farsworth, A. D.;
Kinghom, R. G.; Mehtas, R. C.; Besis, R. Cancer chemopre-
ventive activity of resveratrol, a natural product derived from
grapes. Science 1997, 275, 218-220.
(38) Duen˜as, M.; Fulcrand, H.; Cheynier, V. Formation of anthocya-
nin-flavanol adducts in model solutions. Anal. Chim. Acta 2006,
563, 15-25.
(39) Go´mez-Miguez, M.; Gonza´lez-Manzano, S.; Escribano-Bailon,
M. T.; Heredia, F. J.; Santos-Buelga, C. Influence of different
phenolic copigments on the color of malvidin 3-glucoside. J.
Agric. Food Chem. 2006, 54, 5422-5428.
(40) Soleas, G. J.; Dam, J.; Carey, M.; Goldberg, D. M. Toward the
fingerprinting of wines: Cultivar-related patterns of polyphenolic
constituents in Ontario wines. J. Agric. Food Chem. 1997, 45,
3871-3880.
(41) Williamson, G.; Manach, C. Bioavailavility and bioefficacy of
polyphenols in humans. II. Review of 93 intrvention studies.
Am. J. Clin. Nutr. 2005, 81, 243S-255S.
(26) Mattivi, F.; Vrhovsek, U.; Versini, G. Determination of indole-
3-acetic acid, tryptophan and other indoles in must and wine by
high-performance liquid chromatography with fluorescence
detection. J. Chromatogr. A 1999, 45, 227-235.
(27) Nagel, C. W.; Wulf, L. W. Changes in theanthocyanins,
flavonoids and hydroxycinnamic acid esters during fermetnation
and aging of Merlot and Cabernet Sauvignon. Am. J. Enol. Vitic.
1979, 30, 111-116.
Received for review December 15, 2006. Revised manuscript received
April 3, 2007. Accepted April 11, 2007. We acknowledge the financial
support of the Spanish Ministerio de Educacio´n y Ciencia (MEC)
(AGL2006-04514/ALI).
JF063638O