Subscribe to RSS
DOI: 10.1055/s-2001-16472
© Georg Thieme Verlag Stuttgart · New York
Cytotoxicity and Lipid Peroxidation-Inhibiting Activity of Flavonoids
Publication History
August 18, 2000
November 5, 2000
Publication Date:
17 August 2001 (online)
Abstract
Thirty-five flavonoids of seven different types, namely isoflavonoids, chalcones, dihydroflavonols, flavanols, flavanones, flavones, and flavonols were investigated for their ability to inhibit ascorbate-induced microsomal lipid peroxidation and their cytotoxicity. For each activity a structure-activity relationship was established. Subsequently, an antioxidant selectivity index, i. e., the maximal non-toxic dose divided by the IC50 value for lipid peroxidation, was introduced. Kaempferol showed the highest antioxidant selectivity index of all flavonoids tested.
Key words
Flavonoids - lipid peroxidation - cytotoxicity - MTT - structure-activity relationship
References
- 1 King A, Young G. Characteristics and occurrence of phenolic phytochemicals. Journal of the American Dietetic Association. 1999; 99 213-8
- 2 Diplock A T, Charleux J -L, Crozier-Willi G, Kok F J, Rice-Evans C, Roberfroid M, Stahl W, Vina-Ribes J. Functional food science and defence against reactive oxygen species. British Journal of Nutrition. 1998; 80 S77-112
- 3 Steinmetz K A, Potter J D. Vegetables, fruits, and cancer. I. Epidemiology.. Cancer Causes and Control. 1991; 2 325-57
- 4 Hertog M G, Bueno-de-Mesquita H B, Fehily A M, Sweetnam P M, Elwood P C, Kromhout D. Fruit and vegetable consumption and cancer mortality in the Caerphilly study, Cancer Epidemiology, Biomarkers and Prevention. 1996; 5 673-7
- 5 Bravo L. Polyphenols : Chemistry, dietary sources, metabolism, and nutritional significance. Nutrition Reviews. 1998; 56 (11) 317-33
- 6 Croft K D. The chemistry and biological effects of flavonoids and phenolic acids. Annals New York Academy of Sciences. 1998; 854 435-42
- 7 Hertog M G, Hollman P C, Katan M B, Kromhout D. Intake of potentially anticarcinogenic flavonoids and their determinants in adults in the Netherlands. Nutrition and Cancer. 1993; 20 21-9
- 8 Mylonas C, Kouretas D. Lipid peroxidation and tissue damage. In Vivo. 1999; 13 295-310
- 9 Laughton M J, Halliwell B, Evans P J, Hoult J RS. Antioxidant and pro-oxidant actions of the plant phenolics quercetin, gossypol and myricetin. Biochemical Pharmacology. 1989; 38 2859-65
- 10 Sanz M J, Ferrandiz M L, Cejudo M, Terencio M C, Gil B, Bustos G, Ubeda A, Gunasegaran R, Alcaraz M J. Influence of a series of natural flavonoids on free radical generating systems and oxidative stress. Xenobiotica. 1994; 24 689-99
- 11 Moran J F, Klucas R V, Grayer R J, Abian J, Becana M. Complexes of iron with phenolic compounds from soybean nodules and other legume tissues: Prooxidant and antioxidant properties. Free Radical Biology & Medicine. 1997; 22 861-70
- 12 Ernster L, Nordenbrand K. In: Estabrook RW, Pullman ME, editors Methods in Enzymology. Vol. 10 New York; Academic Press 1967: 574-80
- 13 Bradford M M. A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Analytical Biochemistry. 1976; 72 248-54
- 14 Duniec Z, Robak J, Gryglewski R. Antioxidant properties of some chemicals vs their influence on cyclooxygenase and lipoxidase activities. Biochemical Pharmacology. 1983; 32 2283-6
- 15 Mosmann T. Rapid colorimetric assay for cellular growth and survival. Journal of Immunological Methods. 1983; 65 55-63
- 16 Rice-Evans C A, Miller N J, Paganga G. Structure-antioxidant relationships of flavonoids and phenolic acids. Free Radical Biology & Medicine. 1996; 20 933-56
-
17 Cos P, Calomme M, Pieters L, Vlietinck A J, Vanden Berghe D.
Structure-activity relationship of flavonoids as antioxidant and pro-oxidant compounds . In: Atta-ur-Rahman, editor Studies in Natural Products Chemistry. Vol 22 Amsterdam; Elsevier Science Publishers 2000: 307-41 -
18 Zucco F, De Angelis I, Stammati A.
Cellular models for in vitro toxicity testing . In: Clynes M, editor Animal Cell Culture Techniques Berlin; Springer-Verlag 1998: 395-422
Prof. Dr. D. Vanden Berghe
Department of Pharmaceutical Sciences
University of Antwerp
Universiteitsplein 1
2610 Antwerp
Belgium
Email: microfar@uia.ua.ac.be
Fax: (32) 3 820 25 44