A dichotomy in the lipophilicity of natural estrogens, xenoestrogens, and phytoestrogens

Environmental Health Perspectives

Volumn 105, Issue SUPPL. 3, 1997, Pages 665-668

  Cunningham, Albert R ^a   Klopman, Gilles ^b   Rosenkranz, Herbert S ^a  

^a UNIVERSITY OF PITTSBURGH   (United States)

^b CASE WESTERN RESERVE UNIVERSITY   (United States)

Author keywords

Cancer; CASE MULTICASE; Estrogens; Lipophilicity

Indexed keywords

ESTROGEN; METHOXYCHLOR; PHYTOESTROGEN; XENOBIOTIC AGENT;

CONFERENCE PAPER; LIPOPHILICITY; PRIORITY JOURNAL;

EID: 0030926454     PISSN: 00916765     EISSN: None     Source Type: Journal    
DOI: 10.1289/ehp.97105s3665     Document Type: Conference Paper

References (14)

1. Rosenkranz HS, Cunningham A, Klopman G. Identification of a 2-D geometric descriptor associated with non-genotoxic carcinogens and some estrogens and antiestrogens. Mutagenesis 11:95-100 (1996).
2. Cunningham A, Klopman G, Rosenkranz HS. The carcinogenicity of diethylstilbestrol: structutal evidence for a non-genotoxic mechanism. Arch Toxicol 70:356-361 (1996).
3. Cunningham A, Klopman G, Rosenkranz HS. A study of the structural basis of the carcinogenicity of tamoxifen, toremifene and their metabolites. Mutat Res 349:85-94 (1996).
4. Gold LS, Sawyer CB, Magaw R, Backman GM, deVeciana M, Levinson R, Hooper NK, Havender WR, Bernstein L, Peto R, et al. A carcinogenic potency database of the standardized results of animal bioassays. Environ Health Perspect 58:9-319 (1984).
5. Gold LS, deVeciana M, Backman GM, Lopipero M, Smith M, Blumenthal R, Levinson R, Bernstein L, Ames BN. Chronological supplement to the carcinogenic potency database: standardized results of animal bioassays published through December 1982. Environ Health Perspect 67:161-200 (1986).
6. Gold LS, Slone TH, Backman GM, Magaw R, DaCosta M, Lopipero P, Blumenthal M, Ames BN. Second chronological supplement to the carcinogenic potency database: standardized results of animal bioassays published through December 1984 and by the National Toxicology Program through May 1986. Environ Health Perspect 74:237-329 (1987).
7. Gold LS, Slone TH, Backman GM, Eisenberg S, DaCosta M, Wong M, Manley NB, Rohrbach L, Ames BN. Third chronological supplement to the carcinogenic potency database: standardized results of animal bioassays published through December 1986 and by the National Toxicology Program through June 1987. Environ Health Perspect 84:215-286 (1990).
8. Gold LS, Manley NB, Slone TH, Garfinkle TH, Rohrbach L, Ames BN. Fifth plot of the carcinogenic potency database: results of animal bioassays published in the general literature through 1986 and by the National Toxicology Program through 1989. Environ Health Perspect 100:65-135 (1993).
9. Lerner LJ, Jordan VC. Development of antiestrogens and their use in breast cancer: Eighth Cain Memorial Award Lecture. Cancer Res 50:4177-4189 (1990).
10. Klopman G. MULTICASE 1. A hierarchical computer automated structure evaluation program. Quant Struct Act Relat 11:176-184 (1992).
11. Klopman G, Rosenkranz HS. Prediction of carcinogenicity/mutagenicity using MULTICASE. Mutat Res 305:33-46 (1994).
12. Molecular Modeling Pro, Version 1.44. WindowChem Software, Fairchild, California, 1995.
13. Hansch C, Leo A. Calculation of octanol-water partition coefficients by fragments. In: Exploring QSAR: Fundamentals and Applications in Chemistry and Biology (Heller SR, ed). Washington:American Chemical Society, 1995;125-168.
14. Bindal RD, Katzenellenbogen JA. Bis(4-hydroxyphenyl)(2-(phenoxy-sulfonyl)phenyl)methane: isolation and structure elucidation of a novel estrogen from commercial preparations of phenox red (phenolsulfonphthalein). J Med Chem 31:1978-1983 (1988).