Comparative tumorigenicity in newborn mice of chrysene- and 5-alkylchrysene-1,2-diol-3,4-epoxides

S. Amin; B. Misra; J. Braley; S. S. Hecht

doi:10.1016/0304-3835(91)90032-D

Comparative tumorigenicity in newborn mice of chrysene- and 5-alkylchrysene-1,2-diol-3,4-epoxides

S. Amin
, B. Misra
, J. Braley
, S. S. Hecht

Research output: Contribution to journal › Article › peer-review

13 Scopus citations

Abstract

We determined the tumorigenicity in newborn mice of racemic anti-1,2-diol-3,4-epoxides of chrysene, 5-methylchrysene, 5-ethylchrysene and 5-propylchrysene. Among the four diol epoxides, only anti-5-methylchrysene-1,2-diol-3,4-epoxide was highly tumorigenic. It was 15-30 times more potent in induction of pulmonary tumors than the other compounds. The results demonstrate that molecular shape is critical in determining the tumorigenic activity of alkylchrysene diol epoxides. A methyl group in the same bay region as the epoxide ring leads to exceptional activity. This may be a consequence of DNA adduct conformation.

Original language	English (US)
Pages (from-to)	115-118
Number of pages	4
Journal	Cancer Letters
Volume	58
Issue number	1-2
DOIs	https://doi.org/10.1016/0304-3835(91)90032-D
State	Published - Jun 14 1991

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

SDG 3 Good Health and Well-being

All Science Journal Classification (ASJC) codes

Oncology
Cancer Research

Access to Document

10.1016/0304-3835(91)90032-D

Cite this

@article{3c71ce18f25c4dde9f7413beb1af031f,

title = "Comparative tumorigenicity in newborn mice of chrysene- and 5-alkylchrysene-1,2-diol-3,4-epoxides",

abstract = "We determined the tumorigenicity in newborn mice of racemic anti-1,2-diol-3,4-epoxides of chrysene, 5-methylchrysene, 5-ethylchrysene and 5-propylchrysene. Among the four diol epoxides, only anti-5-methylchrysene-1,2-diol-3,4-epoxide was highly tumorigenic. It was 15-30 times more potent in induction of pulmonary tumors than the other compounds. The results demonstrate that molecular shape is critical in determining the tumorigenic activity of alkylchrysene diol epoxides. A methyl group in the same bay region as the epoxide ring leads to exceptional activity. This may be a consequence of DNA adduct conformation.",

author = "S. Amin and B. Misra and J. Braley and Hecht, \{S. S.\}",

note = "Funding Information: This study was supported by Grant No. 44377 from the National Cancer Institute.T his is paper No. 135 in the series “A Study of Chemical Carcinogenesis”. We thank Dhimant Desai for his contributions to this study and C.X. Wang for the histopathological analysis. Copyright: Copyright 2014 Elsevier B.V., All rights reserved.",

year = "1991",

month = jun,

day = "14",

doi = "10.1016/0304-3835(91)90032-D",

language = "English (US)",

volume = "58",

pages = "115--118",

journal = "Cancer Letters",

issn = "0304-3835",

publisher = "Elsevier Ireland Ltd",

number = "1-2",

}

TY - JOUR

T1 - Comparative tumorigenicity in newborn mice of chrysene- and 5-alkylchrysene-1,2-diol-3,4-epoxides

AU - Amin, S.

AU - Misra, B.

AU - Braley, J.

AU - Hecht, S. S.

N1 - Funding Information: This study was supported by Grant No. 44377 from the National Cancer Institute.T his is paper No. 135 in the series “A Study of Chemical Carcinogenesis”. We thank Dhimant Desai for his contributions to this study and C.X. Wang for the histopathological analysis. Copyright: Copyright 2014 Elsevier B.V., All rights reserved.

PY - 1991/6/14

Y1 - 1991/6/14

N2 - We determined the tumorigenicity in newborn mice of racemic anti-1,2-diol-3,4-epoxides of chrysene, 5-methylchrysene, 5-ethylchrysene and 5-propylchrysene. Among the four diol epoxides, only anti-5-methylchrysene-1,2-diol-3,4-epoxide was highly tumorigenic. It was 15-30 times more potent in induction of pulmonary tumors than the other compounds. The results demonstrate that molecular shape is critical in determining the tumorigenic activity of alkylchrysene diol epoxides. A methyl group in the same bay region as the epoxide ring leads to exceptional activity. This may be a consequence of DNA adduct conformation.

AB - We determined the tumorigenicity in newborn mice of racemic anti-1,2-diol-3,4-epoxides of chrysene, 5-methylchrysene, 5-ethylchrysene and 5-propylchrysene. Among the four diol epoxides, only anti-5-methylchrysene-1,2-diol-3,4-epoxide was highly tumorigenic. It was 15-30 times more potent in induction of pulmonary tumors than the other compounds. The results demonstrate that molecular shape is critical in determining the tumorigenic activity of alkylchrysene diol epoxides. A methyl group in the same bay region as the epoxide ring leads to exceptional activity. This may be a consequence of DNA adduct conformation.

UR - https://www.scopus.com/pages/publications/0025727061

UR - https://www.scopus.com/pages/publications/0025727061#tab=citedBy

U2 - 10.1016/0304-3835(91)90032-D

DO - 10.1016/0304-3835(91)90032-D

M3 - Article

C2 - 2049777

AN - SCOPUS:0025727061

SN - 0304-3835

VL - 58

SP - 115

EP - 118

JO - Cancer Letters

JF - Cancer Letters

IS - 1-2

ER -

Comparative tumorigenicity in newborn mice of chrysene- and 5-alkylchrysene-1,2-diol-3,4-epoxides

Abstract

UN SDGs

All Science Journal Classification (ASJC) codes

Access to Document

Other files and links

Fingerprint

Cite this