Collect. Czech. Chem. Commun. 2007, 72, 1447-1460
https://doi.org/10.1135/cccc20071447

Protolytic Equilibria and Photodegradation of Quercetin in Aqueous Solution

Tatjana Momića, Jasmina Savića, Urh Černigojb, Polonca Trebšeb and Vesna Vasića,*

a Vinca Institute of Nuclear Sciences, Department of Physical Chemistry, P.O. Box 522, 11001 Belgrade, Republic of Serbia
b Laboratory for Environmental Research, University of Nova Gorica, Nova Gorica, Slovenia

References

1. Havsteen B.: Biochem. Pharmacol. 1983, 32, 1141. <https://doi.org/10.1016/0006-2952(83)90262-9>
2. Boulton D. W., Walle U. K., Walle T.: J. Pharm. Pharmacol. 1999, 51, 353. <https://doi.org/10.1211/0022357991772367>
3. Middleton E., Jr., Kandaswami C. in: The Flavonoids, Advances in Research Since 1986 (J. B. Harborne, Ed.), p. 619. Chapman and Hall, London 1986.
4. Lu J., Papp L. V., Fang J., Rodriguez-Nieto S., Zhivotovsky B., Holmgren A.: Cancer Res. 2006, 66, 4410. <https://doi.org/10.1158/0008-5472.CAN-05-3310>
5. Kaul T. N., Middleton E., Jr., Ogra P. L.: J. Med. Virol. 1985, 15, 71. <https://doi.org/10.1002/jmv.1890150110>
6. González-Gallego J., Sánchez-Campos S., Tuñón M. J.: Nutr. Hosp. 2007, 22, 287.
7. Van Acker S. A. B. E., Bast A., Van der Vijgh W. J. in: Flavonoids in Health and Diseases (C. A. Rice-Evans and L. Parker, Eds), p. 221. Marcel Dekker, New York 1998.
8. Magnani L., Gaydou E. M., Hubaub J. C.: Anal. Chim. Acta 2000, 411, 209. <https://doi.org/10.1016/S0003-2670(00)00717-0>
9. Potapovich A. I., Kostyuk V. A.: Biochemistry (Moscow) 2003, 68, 514. <https://doi.org/10.1023/A:1023947424341>
10. Torreggiani A., Trinchero A., Tamba M., Taddei P.: J. Raman Spectrosc. 2005, 36, 380. <https://doi.org/10.1002/jrs.1300>
11. Lotito S. B., Frei B.: Free Radical Biol. Med. 2006, 41, 1727. <https://doi.org/10.1016/j.freeradbiomed.2006.04.033>
12. Bors W., Heller W., Michel C., Saran M.: Methods Enzymol. 1990, 186, 343. <https://doi.org/10.1016/0076-6879(90)86128-I>
13. Rice-Evans C. A., Miller N. J., Paganga G.: Free Radical Biol. Med. 1996, 20, 933. <https://doi.org/10.1016/0891-5849(95)02227-9>
14. Cao G., Sofic E., Prior R. L.: Free Radical Biol. Med. 1997, 22, 749. <https://doi.org/10.1016/S0891-5849(96)00351-6>
15. Lemanska K., Szymusiak H., Tyrakowska B., Zielinski R., Soffers A. E. M. F., Rietjens I. M. C. M.: Free Radical Biol. Med. 2001, 31, 869. <https://doi.org/10.1016/S0891-5849(01)00638-4>
16. Escandar M. G., Sala L. F.: Can. J. Chem. 1991, 69, 1994. <https://doi.org/10.1139/v91-288>
17. Kuntić V., Pejić N., Mićić S., Malešev D., Vujić Z.: Pharmazie 2003, 58, 439.
18. Bogdan T. V., Tribugenko S. A., Pilipchuk L. B., Hovorun D. M.: Dopov. Natsional. Akad. Nauk Ukraini 2003, 4, 151.
19. Grytsenko O. M., Pylypch L. B., Bogdan T. V., Tribugenko S. A., Hovorun D. M., Maksutina N. P.: Farm. Zh. (Kiev) 2003, 5, 62.
20. Dangles O., Fargeix G., Dufour C.: J. Chem. Soc., Perkin Trans. 2 1999, 1387. <https://doi.org/10.1039/a901460h>
21. Cotelle N., Bernier J. L., Catteau J. P., Pommery J., Wallet J. C., Gaydou E. M.: Free Radical Biol. Med. 1996, 20, 35. <https://doi.org/10.1016/0891-5849(95)02014-4>
22. Kuhnle J. A., Windle J. J., Waiss A. C.: J. Chem. Soc. 1969, 613.
23. Oliveira-Brett A. M., Ghica M. E.: Electroanalysis 2003, 15, 1745. <https://doi.org/10.1002/elan.200302800>
24. Smith G. J., Thomsen S. J., Markham K. R., Andary C., Cardon D.: J. Photochem. Photobiol., A 2000, 136, 87. <https://doi.org/10.1016/S1010-6030(00)00320-8>
25. Bakowska A., Kucharska A. Z., Oszmianski J.: Food Chem. 2003, 81, 349. <https://doi.org/10.1016/S0308-8146(02)00429-6>
26. Saija A., Tomaino A., Trombetta D., Pellegrino M. L., Tita B., Messina C., Bonina F. P., Rocco C., Nicolosi G., Castelli F.: Eur. J. Pharm. Biopharm. 2003, 56, 167. <https://doi.org/10.1016/S0939-6411(03)00101-2>
27. Rochester C. H. in: Acidity Functions (A. T. Blomquist, Ed.), p. 43. Academic Press, London and New York 1970.
28. Cox R. A., Yates K.: J. Am. Chem. Soc. 1978, 100, 3861. <https://doi.org/10.1021/ja00480a033>
29. Čakar M. M., Vasić V. M., Petkovska Lj. T., Stojić D. Lj., Avramov-Ivić M., Milovanović G. A.: J. Pharm. Biomed. Anal. 1999, 20, 655. <https://doi.org/10.1016/S0731-7085(99)00056-4>
30. Garcia B., Domingo P. L., Leal J. M.: Collect. Czech. Chem. Commun. 1987, 52, 1087. <https://doi.org/10.1135/cccc19871087>
31. Kubista M., Sjoback R., Albinsson B.: Anal. Chem. 1993, 65, 994. <https://doi.org/10.1021/ac00056a008>
32. Dangles O., Dufour C., Bret S.: J. Chem. Soc., Perkin Trans. 2 1999, 737. <https://doi.org/10.1039/a810017i>
33. Hajji H. E., Nkhili E., Tomao V., Dangles O.: Free Radical Res. 2006, 40, 303. <https://doi.org/10.1080/10715760500484351>
34. Alluis B., Dangles O.: Helv. Chim. Acta 2001, 84, 1133. <https://doi.org/10.1002/1522-2675(20010516)84:5<1133::AID-HLCA1133>3.0.CO;2-Z>
35. Jovanović S. V., Steenken S., Hara Y., Simić M. G.: J. Chem. Soc., Perkin Trans. 2 1996, 2497. <https://doi.org/10.1039/p29960002497>
36. Herrero-Martinez J. M., Sanmartin M., Roses M., Bosch E., Rafols C.: Electrophoresis 2005, 26, 1886. <https://doi.org/10.1002/elps.200410258>
37. Jovanović S. V., Steenken S., Tosić M., Marjanović B., Simić M. G.: J. Am. Chem. Soc. 1994, 116, 4846. <https://doi.org/10.1021/ja00090a032>
38. Lemanska K., Szymusiak H., Tyrakowska B., Zielinski R., Soffers A. E. M. F., Rietjens I. M. C. M.: Free Radical Biol. Med. 2001, 31, 869. <https://doi.org/10.1016/S0891-5849(01)00638-4>
39. Agrawal P. K., Schneider H. J.: Tetrahedron Lett. 1983, 24, 177. <https://doi.org/10.1016/S0040-4039(00)81359-3>
40. Lemanska K., van der Woude H., Szymusiak H., Boersma M. G., Gliszczynska-Świglo A., Rietjens I. M. C. M., Tyrakowska B.: Free Radical Res. 2004, 38, 639. <https://doi.org/10.1080/10715760410001694062>
41. Briggs L. H., Colebrook L. D.: Spectrochim. Acta 1962, 18, 939. <https://doi.org/10.1016/0371-1951(62)80101-5>
42. Heneczkowski M., Kopacz M., Nowak D., Kuzniar A.: Acta Pol. Pharm. 2001, 58, 415.
43. Gilbert A., Baggott J.: Essentials of Molecular Photochemistry. Blackwell Scientific Publications, Oxford 1991.
44. Bors W., Saran M.: Free Radical Res. Commun. 1987, 2, 289. <https://doi.org/10.3109/10715768709065294>