Frontier orbital energies, hydrophobicity and steric factors as physical QSAR descriptors of molecular mutagenicity. A review with a case study: MX compounds.
暂无分享,去创建一个
[1] K. Tuppurainen. A plausible mechanism for the mutagenic activity (Salmonella typhimurium TA100) of MX compounds: a formation of CG-CG(+)-CG radical cation by one-electron reduction. , 1997, SAR and QSAR in environmental research.
[2] B. Ames,et al. Target sequences for mutagenesis in Salmonella histidine-requiring mutants. , 1986, Environmental mutagenesis.
[3] J. Barton,et al. PHOTOINDUCED ELECTRON TRANSFER IN ETHIDIUM-MODIFIED DNA DUPLEXES : DEPENDENCE ON DISTANCE AND BASE STACKING , 1997 .
[4] H S Rosenkranz,et al. Relationships between electronegativity and genotoxicity. , 1995, Mutation research.
[5] C. Hansch,et al. Ames test of 1-(X-phenyl)-3,3-dialkyltriazenes. A quantitative structure-activity study. , 1979, Journal of medicinal chemistry.
[6] K Tuppurainen,et al. Structural and electronic properties of MX compounds related to TA100 mutagenicity. A semi-empirical molecular orbital QSAR study. , 1992, Mutation research.
[7] G H Loew,et al. Computer-assisted mechanistic structure-activity studies: application to diverse classes of chemical carcinogens. , 1985, Environmental health perspectives.
[8] G Klopman,et al. Predicting toxicity through a computer automated structure evaluation program. , 1985, Environmental health perspectives.
[9] M. Gardés-Albert,et al. Intramolecular semiquinone disproportionation in DNA. Pulse radiolysis study of the one-electron reduction of daunorubicin intercalated in DNA. , 1991, Biochemistry.
[10] K Sugiura,et al. Mutagenicities of styrene oxide derivatives on bacterial test systems: relationship between mutagenic potencies and chemical reactivity. , 1981, Chemico-biological interactions.
[11] J. Babish,et al. salmonella typhimurium (ta100) mutagenicity of 3‐chloro‐4‐(dichloromethyl)‐5‐hydroxy‐2(5h)‐furanone and its open‐ and closed‐ring analogs , 1991, Environmental and molecular mutagenesis.
[12] Joseph Santodonato,et al. Mutagenicity of chlorine‐substituted furanones and their inactivation by reaction with nucleophiles , 1987 .
[13] A. Debnath,et al. Quantitative structure‐activity relationship investigation of the role of hydrophobicity in regulating mutagenicity in the Ames test: 2. Mutagenicity of aromatic and heteroaromatic nitro compounds in Salmonella typhimurium TA100 , 1992, Environmental and molecular mutagenesis.
[14] R. Cramer,et al. Comparative molecular field analysis (CoMFA). 1. Effect of shape on binding of steroids to carrier proteins. , 1988, Journal of the American Chemical Society.
[15] T. Vartiainen,et al. Ames mutagenicity and concentration of the strong mutagen 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone and of its geometric isomer E-2-chloro-3-(dichloromethyl)-4-oxo-butenoic acid in chlorine-treated tap waters. , 1988, Mutation research.
[16] Antti Poso,et al. Binding of some dioxins and dibenzofurans to the Ah receptor. A QSAR model based on comparative molecular field analysis (CoMFA) , 1993 .
[17] A. Debnath,et al. Mechanistic interpretation of the genotoxicity of nitrofurans (antibacterial agents) using quantitative structure-activity relationships and comparative molecular field analysis. , 1993, Journal of medicinal chemistry.
[18] K. Tuppurainen. On the electronic structure of MX compounds , 1992 .
[19] A. Debnath,et al. International Commission for Protection Against Environmental Mutagens and Carcinogens. The importance of the hydrophobic interaction in the mutagenicity of organic compounds. , 1994, Mutation research.
[20] A. Debnath,et al. A QSAR investigation of the role of hydrophobicity in regulating mutagenicity in the ames test: 1. Mutagenicity of aromatic and heteroaromatic amines in Salmonella typhimurium TA98 and TA100 , 1992, Environmental and molecular mutagenesis.
[21] R. T. Lalonde,et al. Interactive chlorine-by-bromine and hydrogen-by-hydroxyl group replacement effects in 2(5H)-furanone mutagenicity. , 1994, Chemical research in toxicology.
[22] A. Debnath,et al. The importance of hydrophobicity in the mutagenicity of methanesulfonic acid esters with Salmonella typhimurium TA100. , 1993, Chemical research in toxicology.
[23] A. Leo,et al. A comparison of mutagenic and carcinogenic activities of aniline mustards. , 1981, Journal of medicinal chemistry.
[24] A. Debnath,et al. Mutagenicity of dimethyl heteroaromatic triazenes in the Ames test: the role of hydrophobicity and electronic effects. , 1989, Molecular pharmacology.
[25] R. Mason,et al. Oxidation and radical intermediates associated with the glutathione conjugation of mucochloric acid. , 1994, Chemical research in toxicology.
[26] A. Debnath,et al. LUMO Energies and hydrophobicity as determinants of mutagenicity by nitroaromatic compounds in Salmonella typhimurium , 1990, Environmental and molecular mutagenesis.
[27] L. Pedersen,et al. An Ab initio study of the relationship between nitroarene mutagenicity and electron affinity. , 1986, Molecular pharmacology.
[28] L Zhang,et al. The structure-activity relationship of skin carcinogenicity of aromatic hydrocarbons and heterocycles. , 1992, Chemico-biological interactions.
[29] H. Rosenkranz,et al. Structure-activity relationships (SARs) among mutagens and carcinogens: a review. , 1986, Environmental mutagenesis.
[30] Antti Poso,et al. Modelling of molecular mutagenicity with comparative molecular field analysis (CoMFA). Structural and electronic properties of MX compounds related to TA 100 mutagenicity , 1994 .
[31] C. Hansch,et al. p-σ-π Analysis. A Method for the Correlation of Biological Activity and Chemical Structure , 1964 .
[32] K. Nakanishi,et al. Reaction of sodium dithionite-activated mitomycin C with guanine at noncrosslinkable sequences of oligonucleotides , 1991 .
[33] W. Blazak,et al. Mutagenic and clastogenic properties of 3‐chloro‐4‐(dichloromethyl)‐5‐hydroxy‐2 (5H)‐furanone: A potent bacterial mutagen in drinking water , 1987, Environmental and molecular mutagenesis.
[34] C Hansch,et al. Mutagenicity of substituted (o-phenylenediamine)platinum dichloride in the Ames test. A quantitative structure-activity analysis. , 1980, Journal of medicinal chemistry.
[35] G. Bakale,et al. A physico-chemical screening test for chemical carcinogens: the ke test. , 1987, Carcinogenesis.
[36] B. Holmbom,et al. Fractionation, isolation and characterization of Ames-mutagenic compounds in kraft chlorination effluents. , 1984, Environmental science & technology.
[37] A. Hopfinger,et al. Intrinsic mutagenicity of polycyclic aromatic hydrocarbons: A quantitative structure activity study based upon molecular shape analysis , 1983 .
[38] Eamonn F. Healy,et al. Development and use of quantum mechanical molecular models. 76. AM1: a new general purpose quantum mechanical molecular model , 1985 .
[39] R T LaLonde,et al. Associations of the bacterial mutagenicity of halogenated 2(5H)-furanones with their MNDO-PM3 computed properties and mode of reactivity with sodium borohydride. , 1992, Chemical research in toxicology.
[40] C. Dence,et al. Effect on mutagenicity of the stepwise removal of hydroxyl group and chlorine atoms from 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone: 13C NMR chemical shifts as determinants of mutagenicity. , 1991, Chemical research in toxicology.
[41] Janos Ladik,et al. The Beginnings of Cancer in the Cell: An Interdisciplinary Approach , 1994 .
[42] K. Hemminki,et al. Assay for nucleoside and nucleotide binding of a potent mutagen, 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone. , 1991, Toxicology letters.
[43] H. Sugiyama,et al. Theoretical Studies of GG-Specific Photocleavage of DNA via Electron Transfer: Significant Lowering of Ionization Potential and 5‘-Localization of HOMO of Stacked GG Bases in B-Form DNA , 1996 .
[44] Raymond J. Unwalla,et al. Exploratory analysis of chemical structure, bacterial mutagenicity and rodent tumorigenicity , 1997 .
[45] J. Santodonato,et al. Mutagenic potency of chlorofuranones and related compounds in salmonella , 1988, Environmental and molecular mutagenesis.
[46] C. Dence,et al. Short Communication: Contribution of the 5-hydroxyl group to the mutagenicity of mucochloric acid , 1990 .
[47] R. T. Lalonde,et al. Structure-activity relationships of bacterial mutagens related to 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone: an emphasis on the effect of stepwise removal of chlorine from the dichloromethyl group. , 1991, Chemical research in toxicology.
[48] A. Hakura,et al. Studies on chemical carcinogens and mutagens. XXVI. Chemical properties and mutagenicity of alkyl alkanesulfonates on Salmonella typhimurium TA100. , 1984, Chemical & pharmaceutical bulletin.
[49] R Benigni,et al. Electrophilicity as measured by Ke: molecular determinants, relationship with other physical-chemical and quantum mechanical parameters, and ability to predict rodent carcinogenicity. , 1992, Carcinogenesis.
[50] K Tuppurainen,et al. About the mutagenicity of chlorine-substituted furanones and halopropenals. A QSAR study using molecular orbital indices. , 1991, Mutation research.
[51] T. Clark,et al. On the Enhanced Stability of the Guanine−Cytosine Base-Pair Radical Cation , 1996 .
[52] K. Tuppurainen,et al. On the mutagenicity of MX compounds. , 1993, Mutation research.
[53] F. Le Curieux,et al. Identification of adenine adducts formed in reaction of calf thymus DNA with mutagenic chlorohydroxyfuranones found in drinking water. , 1997, Chemical research in toxicology.
[54] A. Debnath,et al. structure‐activity relationship of genotoxic polycyclic aromatic nitro compounds: Further evidence for the importance of hydrophobicity and molecular orbital energies in genetic toxicity , 1992, Environmental and molecular mutagenesis.
[55] A. Debnath,et al. Structure-activity relationship of mutagenic aromatic and heteroaromatic nitro compounds. Correlation with molecular orbital energies and hydrophobicity. , 1991, Journal of medicinal chemistry.
[56] L. Zhang,et al. Bromine-, chlorine-, and mixed halogen-substituted 4-methyl-2(5H)-furanones: synthesis and mutagenic effects of halogen and hydroxyl group replacements. , 1997, Chemical research in toxicology.
[57] Ralph G. Pearson,et al. Absolute electronegativity and absolute hardness of Lewis acids and bases , 1985 .
[58] Slobodan V. Jovanovic,et al. How Easily Oxidizable Is DNA? One-Electron Reduction Potentials of Adenosine and Guanosine Radicals in Aqueous Solution , 1997 .
[59] T. Koch,et al. Redox chemistry of anthracycline antitumor drugs and use of captodative radicals as tools for its elucidation and control. , 1991, Chemical research in toxicology.
[60] T. Cebula,et al. Salmonella typhimurium strain TA100 differentiates several classes of carcinogens and mutagens by base substitution specificity. , 1994, Carcinogenesis.