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Differences in the hydroxylation pattern of flavonoids alter their chemoprotective effect against direct- and indirect-acting mutagens.
Food Chem. 2014 Jul 15; 155:251-5.FC

Abstract

The antimutagenicity of ten flavonoids, differing in their hydroxylation patterns against direct-acting and indirect-acting mutagens, namely 4-nitro-o-phenylenediamine, sodium azide, mitomycin C, benzo[a]pyrene, aflatoxin B1 and 2-aminofluorene, were compared with the aim of investigating how the hydroxyl groups in their structures govern the biological activity of flavonoids, by the Ames test, with Salmonella typhimurium strains TA98, TA100 and TA102. The flavonoids tested were: quercetin, kaempferol, luteolin, fisetin, chrysin, galangin, flavone, 3-hydroxyflavone, 5-hydroxyflavone and 7-hydroxyflavone. In these tests, all compounds were shown to be antimutagenic in more than one strain and various mechanisms of action were demonstrated. The results suggested that the number and position of hydroxyl groups may increase or decrease the protective effect, depending on the type and concentration of flavonoids and mutagen used. These studies contribute to clarifying the mechanisms by which these flavonoids act in protecting DNA from damage. This is required before they can be widely used.

Authors+Show Affiliations

UNESP-São Paulo State University, Faculty of Pharmaceutical Sciences of Araraquara, Department of Biological Sciences, CEP 14801-902 Araraquara, São Paulo, Brazil. Electronic address: flaviabiomed@yahoo.com.br.UNESP-São Paulo State University, Faculty of Pharmaceutical Sciences of Araraquara, Department of Biological Sciences, CEP 14801-902 Araraquara, São Paulo, Brazil.UNESP-São Paulo State University, Experimental Campus of the Paulista Coast, CEP 11330-900 São Vicente, São Paulo, Brazil.UNESP-São Paulo State University, Faculty of Pharmaceutical Sciences of Araraquara, Department of Biological Sciences, CEP 14801-902 Araraquara, São Paulo, Brazil.

Pub Type(s)

Comparative Study
Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

24594182

Citation

Resende, Flávia A., et al. "Differences in the Hydroxylation Pattern of Flavonoids Alter Their Chemoprotective Effect Against Direct- and Indirect-acting Mutagens." Food Chemistry, vol. 155, 2014, pp. 251-5.
Resende FA, da Silva Almeida CP, Vilegas W, et al. Differences in the hydroxylation pattern of flavonoids alter their chemoprotective effect against direct- and indirect-acting mutagens. Food Chem. 2014;155:251-5.
Resende, F. A., da Silva Almeida, C. P., Vilegas, W., & Varanda, E. A. (2014). Differences in the hydroxylation pattern of flavonoids alter their chemoprotective effect against direct- and indirect-acting mutagens. Food Chemistry, 155, 251-5. https://doi.org/10.1016/j.foodchem.2014.01.071
Resende FA, et al. Differences in the Hydroxylation Pattern of Flavonoids Alter Their Chemoprotective Effect Against Direct- and Indirect-acting Mutagens. Food Chem. 2014 Jul 15;155:251-5. PubMed PMID: 24594182.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Differences in the hydroxylation pattern of flavonoids alter their chemoprotective effect against direct- and indirect-acting mutagens. AU - Resende,Flávia A, AU - da Silva Almeida,Carolina P, AU - Vilegas,Wagner, AU - Varanda,Eliana A, Y1 - 2014/01/30/ PY - 2013/07/29/received PY - 2013/12/16/revised PY - 2014/01/20/accepted PY - 2014/3/6/entrez PY - 2014/3/7/pubmed PY - 2014/8/26/medline KW - Ames test KW - Antimutagenicity KW - Flavonoids SP - 251 EP - 5 JF - Food chemistry JO - Food Chem VL - 155 N2 - The antimutagenicity of ten flavonoids, differing in their hydroxylation patterns against direct-acting and indirect-acting mutagens, namely 4-nitro-o-phenylenediamine, sodium azide, mitomycin C, benzo[a]pyrene, aflatoxin B1 and 2-aminofluorene, were compared with the aim of investigating how the hydroxyl groups in their structures govern the biological activity of flavonoids, by the Ames test, with Salmonella typhimurium strains TA98, TA100 and TA102. The flavonoids tested were: quercetin, kaempferol, luteolin, fisetin, chrysin, galangin, flavone, 3-hydroxyflavone, 5-hydroxyflavone and 7-hydroxyflavone. In these tests, all compounds were shown to be antimutagenic in more than one strain and various mechanisms of action were demonstrated. The results suggested that the number and position of hydroxyl groups may increase or decrease the protective effect, depending on the type and concentration of flavonoids and mutagen used. These studies contribute to clarifying the mechanisms by which these flavonoids act in protecting DNA from damage. This is required before they can be widely used. SN - 1873-7072 UR - https://www.unboundmedicine.com/medline/citation/24594182/Differences_in_the_hydroxylation_pattern_of_flavonoids_alter_their_chemoprotective_effect_against_direct__and_indirect_acting_mutagens_ DB - PRIME DP - Unbound Medicine ER -