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
- Pomona Coll., Claremont, CA (United States)
- Reed Coll., Portland, OR (United States)
- Univ. of Arkansas, Little Rock (United States)
A quantitative structure-activity relationship (QSAR) has been derived for the mutagenic activity of 117 aromatic and heteroaromatic nitro compounds acting on Salmonella typhimurium TA100. Relative mutagenic activity is bilinearly dependent on hydrophobicity, with an optimal log P of 5.44, and is linearly dependent on the energy of the lowest unoccupied molecular orbital of the nitro compound. The dependence of mutagenic activity on hydrophobicity and electronic effects is very similar for TA98 and TA100. Mutagenic activity in TA100 does not depend on the size of the aromatic ring system, as it does in TA98. The effect of the choice of assay organism, TA98 versus TA100, on nitroarene QSAR is seen to be similar to the effect previously found for aminoarenes. Lateral verification of QSARs is presented as a tool for establishing the significance of a new QSAR.
- OSTI ID:
- 5481727
- Journal Information:
- Environmental and Molecular Mutagenesis; (United States), Vol. 19:1; ISSN 0893-6692
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
POLYCYCLIC AROMATIC AMINES
MUTAGEN SCREENING
BENZANTHRACENE
BENZOPYRENE
BIPHENYL
CHRYSENE
MUTAGENESIS
MUTATION FREQUENCY
POLYCYCLIC NITRO COMPOUNDS
SALMONELLA TYPHIMURIUM
STRUCTURE-ACTIVITY RELATIONSHIPS
AMINES
AROMATICS
BACTERIA
CONDENSED AROMATICS
HYDROCARBONS
MICROORGANISMS
NITRO COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
SALMONELLA
SCREENING
560300* - Chemicals Metabolism & Toxicology