2D NMR analysis for unambiguous structural elucidation of phenolic compounds formed through reaction between (+)-catechin and glyoxylic acid

Magnetic Resonance in Chemistry

Volumn 40, Issue 11, 2002, Pages 693-704

  Es Safi, Nour Eddine ^a,b   Le Guernevé, Christine ^a   Cheynier, Véronique ^a   Moutounet, Michel ^a  

^a SPO   (France)

^b Lab Chim Organ Etud P   (Morocco)

Author keywords

(+) catechin; 2D NMR; 13NMR; 1H NMR; Food browning; Glyoxylic acid; NMR; Structural elucidation

Indexed keywords

CARBON; FLAVONOIDS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

(+)-CATECHIN; 13NMR; 1H NMR; 2-D NMR; FOOD BROWNING; GLYOXYLIC ACIDS; ISOLATED COMPOUNDS; NMR ANALYSIS; PHENOLIC COMPOUNDS; STRUCTURAL ELUCIDATION;

PHENOLS;

ALCOHOL; CATECHIN; GLYOXYLIC ACID; PHENOL DERIVATIVE;

AGING; ANALYTIC METHOD; AQUEOUS SOLUTION; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; EXPERIMENTAL MODEL; FOOD; FOOD ANALYSIS; FRUIT; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PROTON NUCLEAR MAGNETIC RESONANCE; PURIFICATION; REACTION ANALYSIS; SYNTHESIS;

EID: 0142103163     PISSN: 07491581     EISSN: None     Source Type: Journal    
DOI: 10.1002/mrc.1081     Document Type: Article

References (30)

1. Somers TC. Phytochemistry 1971; 10: 2175.
2. Ribéreau-Gayon P, Pontallier P, Glories Y. J. Sci. Food Agric. 1983; 34: 505.
3. Haslam E. Phytochemistry 1980; 19: 2577.
4. Liao H, Cai Y, Haslam E. J. Sci. Food Agric. 1992; 59: 299.
5. Jurd L, Somers TC. Phytochemistry 1970; 9: 419.
6. Timberlake CF, Bridle P. Am. J. Enol. Vitic. 1976; 27: 97.
7. Fulcrand H, Docco T, Es-Safi N, Cheynier V, Moutounet M. J. Chromatogr. A 1996; 752: 85.
8. Es-Safi N, Fulcrand H, Cheynier V, Moutounet M. J. Agric. Food Chem. 1999; 47: 2096.
9. Escribano-Bailon T, Dangles O, Brouillard R. Phytochemistry 1996; 41: 1583.
10. Dallas D, Ricardo-da-silva JM, Laureano O. J. Agric. Food Chem. 1996; 44: 2402.
11. Rivas-Gonzalo JC, Bravo-Haro S, Santos-Buelga C. J. Agric. Food Chem. 1995; 43: 1444.
12. Fulcrand H, Cheynier V, Oszmianski J, Moutounet M. Phytochemistry 1997; 46: 223.
13. Hrazdina G, Borzell AJ. Phytochemistry 1971; 10: 2211.
14. Somers TC. Nature London 1966; 209: 368.
15. Dangles O, Brouillard R. New J. Chem. 1994; 18: 287.
16. Es-Safi N, Le Guernevé C, Labarbe B, Fulcrand H, Cheynier V, Moutounet M. Tetrahedron Lett. 1999; 40: 5869.
17. Es-Safi N, Le Guernevé C, Cheynier V, Moutounet M. J. Agric. Food Chem. 1999; 47: 5211.
18. Es-Safi N, Le Guernevé C, Fulcrand H, Cheynier V, Moutounet M. Int. J. Food Sci. Technol. 2000; 35: 63.
19. Es-Safi N, Le Guernevé C, Cheynier V, Moutounet M. Tetrahedron Lett. 2000; 41: 1917.
20. Aue WP, Bartholdi E, Ernst RR. J. Chem. Phys. 1976; 64: 2229.
21. Nagayama K, Kumar A, Wuthrich K, Ernst RR. J. Magn. Reson. 1980; 40: 321.
22. Bax A, Summers MF. J. Am. Chem. Soc. 1986; 108: 2093.
23. Oszmianski J, Cheynier V, Moutounet M. J. Agric. Food Chem. 1996; 44: 1712.
24. Bax A, Davies DG. J. Magn. Reson. 1985; 63: 207.
25. Balas L, Vercauteren J, Laguerre M. Magn. Reson. Chem. 1994; 32: 386.
26. Porter LJ, Wong RY, Chan BG. J. Chem. Soc. Perkin Trans. 1 1985; 1413.
27. Balas L, Vercauteren J, Laguerre M. Magn. Reson. Chem. 1995; 3: 85.
28. Fronczek FF, Hemingway RW, Mcgraw GW, Steynberg JP, Helfer CA, Mattice WL. Biopolymers 1993; 33: 275.
29. Hemingway RW., In Polyphenols 96. Les Colloques, No.87. INRA: Paris, 1998; 81-103.
30. White J, Foo LY. Tetrahedron Lett. 1990; 31: 2789.