Catalogo Articoli (Spogli Riviste)

OPAC HELP

Titolo:
Structure-antimutagenic activity relationships of benzalacetone derivatives against UV-induced mutagenesis in E-coli WP2uvrA and gamma-induced mutagenesis in Salmonella typhimurium TA2638
Autore:
Motohashi, N; Ashihara, Y; Yamagami, C; Saito, Y;
Indirizzi:
Kobe Pharmaceut Univ, Higashinada Ku, Kobe, Hyogo 6588558, Japan Kobe Pharmaceut Univ Kobe Hyogo Japan 6588558 Kobe, Hyogo 6588558, Japan Okayama Univ, Fac Pharmaceut Sci, Okayama 7008530, Japan Okayama Univ Okayama Japan 7008530 harmaceut Sci, Okayama 7008530, Japan
Titolo Testata:
MUTATION RESEARCH-FUNDAMENTAL AND MOLECULAR MECHANISMS OF MUTAGENESIS
fascicolo: 1-2, volume: 474, anno: 2001,
pagine: 113 - 120
SICI:
1386-1964(20010301)474:1-2<113:SAROBD>2.0.ZU;2-U
Fonte:
ISI
Lingua:
ENG
Soggetto:
EARLY ANTIGEN ACTIVATION; ESCHERICHIA-COLI; 4-NITROQUINOLINE 1-OXIDE; ANTIOXIDANT ACTIVITY; DEHYDROZINGERONE; CURCUMIN; MUTATION; ANALOGS;
Keywords:
structure-antimutagenic activity relationship benzalacetone derivatives; UV-induced mutagenesis; gamma-induced mutagenesis; Escherichia coli; Salmonella typhimurium;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Life Sciences
Citazioni:
25
Recensione:
Indirizzi per estratti:
Indirizzo: Motohashi, N Kobe Pharmaceut Univ, Higashinada Ku, Motoyamakita Machi 4-19-1, Kobe, Hyogo 6588558, Japan Kobe Pharmaceut Univ Motoyamakita Machi 4-19-1 Kobe Hyogo Japan 6588558
Citazione:
N. Motohashi et al., "Structure-antimutagenic activity relationships of benzalacetone derivatives against UV-induced mutagenesis in E-coli WP2uvrA and gamma-induced mutagenesis in Salmonella typhimurium TA2638", MUT RES-F M, 474(1-2), 2001, pp. 113-120

Abstract

The antimutagenic activities of benzalacetone (4-phenyl-3-buten-2-one) andits structurally-related compounds were evaluated through their use as post-treatments for the UV-induced mutagenesis in Escherichia coli WP2s (uvrA)and the gamma -induced mutagenesis in Salmonella typhimurium TA2638, the latter of which is sensitive to oxidants. Structure-activity relationships were studied between IC50 activity values, i.e, the dose (mu mol/ml) at which the mutation frequency is reduced to 50% of the control, and electronic and hydrophobicity properties of the studied molecules. Benzalacetone and benzalacetone analogs, cinnamaldehyde and trans-1,1,1-trifluoro-4-phenyl-3-buten-2-one (TF), inhibited both forms of mutagenesis, but methyl cinnamate, cinnamic acid and cinnamamide did not. The IC50 values of TF, for UV-induced mutagenesis and gamma -induced mutagenesis, were 0.028 and 0.045 mu mol/ml respectively, and one order of magnitude lower than those of cinnamaldehyde and benzalacetone. The three antimutagenic analogs listed in order of decreasing activity are: TF >> cinnamaldehyde > benzalacetone. This order is proportional to the electron-withdrawing property of the terminal group attached to an alpha.beta -unsaturated carbonyl moiety in the side chain that is known to play an important role in the antimutagenicities of benzalacetone and related compounds. In UV-induced mutagenesis in E. coli WP2s, mono-substituted benzalacetones - the ring-substituents of which have electron-withdrawing properties - showed antimutagenic activity that correlated with their electronic property. In gamma -induced mutagenesis in S. typhimurium TA2638, the antimutagenic activities of mono-substituted benzalacetones wereproportional to the substituent hydrophobicities (pi). The different effects on both the mutation-induced systems is suggested to be related to the relative permeability of the cell membranes and the different sensitivities to mutagens between E. coli WP2s and S, typhimurium TA2638. In addition, the antimutagenic activity against gamma -induced mutagenesis could be due tothe ability of parent compounds or their derivatives to scavenge long-lived organic radicals; the radicals have been described to be generated as a result of the X-irradiation of cells by Koyama et al. [Mutat. Res. 421 (1998) 45]. (C) 2001 Elsevier Science B.V. All rights reserved.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 07/04/20 alle ore 04:13:26