Structure-activity relationship of genotoxic polycyclic aromatic nitro compounds: Further evidence for the importance of hydrophobicity and molecular orbital energies in genetic toxicity

Journal Article · Tue Dec 31 23:00:00 EST 1991 · Environmental and Molecular Mutagenesis; (United States)

DOI:https://doi.org/10.1002/em.2850200210· OSTI ID:7008214

Debnath, A K; Hansch, C ^[1]

---

1. Pomona College, Claremont, CA (United States)

A quantitative structure-activity relationship (QSAR) has been formulated for 15 polycyclic aromatic nitro compounds acting on E. coli PQ37. Upon damage of DNA by these substances [beta]-galactosidase is induced and can be easily assayed colorimetrically, hence, this is a short-term test for mutagenicity. The QSAR (log SOSIP = 1.07 log P - 1.57 e[sub LUMO] - 6.41) is strikingly similar to that found earlier with nitroaromatics acting in the Ames test (TA100) and differs significantly for that found using TA98 organisms. The QSAR brings out in a unique manner the underlying similarity in the two test systems. 24 refs., 2 tabs.

• OSTI ID: 7008214
• Journal Information: Environmental and Molecular Mutagenesis; (United States), Journal Name: Environmental and Molecular Mutagenesis; (United States) Vol. 20:2; ISSN 0893-6692; ISSN EMMUEG
• Country of Publication: United States
• Language: English

Related Subjects

550400 -- Genetics
560300* -- Chemicals Metabolism & Toxicology
59 BASIC BIOLOGICAL SCIENCES
63 RADIATION, THERMAL, AND OTHER ENVIRON. POLLUTANT EFFECTS ON LIVING ORGS. AND BIOL. MAT.
BACTERIA
BIOASSAY
COMPARATIVE EVALUATIONS
ESCHERICHIA COLI
EVALUATION
MICROORGANISMS
MUTAGENESIS
NITRO COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
POLYCYCLIC NITRO COMPOUNDS
SALMONELLA
SALMONELLA TYPHIMURIUM
STRUCTURE-ACTIVITY RELATIONSHIPS