Document Detail

The formation of 9-hydroxychrysene-1,2-diol as an intermediate in the metabolic activation of chrysene.
MedLine Citation:
PMID:  3967334     Owner:  NLM     Status:  MEDLINE    
9-Hydroxy-trans-1,2-dihydro-1,2-dihydroxychrysene (9-hydroxychrysene-1,2-diol), which may be the triol involved in the formation of a chrysene triol-epoxide-DNA adduct in mouse skin, was not detected when chrysene was incubated with rat-liver microsomal preparations. In separate experiments an excess of synthetic 9-hydroxychrysene-1,2-diol was added during the incubation of 3H-labelled chrysene with rat-liver microsomes and was then re-isolated. The triol was found to contain a radioactive product that had chromatographic properties identical to those of 9-hydroxychrysene-1,2-diol when examined by reverse-phase h.p.l.c., both before and after acetylation, by normal-phase h.p.l.c. and by t.l.c. both before and after oxidation. When treated with m-chloroperoxybenzoic acid, the synthetic 9-hydroxychrysene-1,2-diol formed products that possessed alkylating activity and that reacted with DNA in vitro. Examination of the triol-epoxides produced by oxidation of a mixture of synthetic and metabolic 9-hydroxychrysene-1,2-diol by t.l.c. suggested that the anti-isomer was formed.
R M Hodgson; A Seidel; W Bochnitschek; H R Glatt; F Oesch; P L Grover
Related Documents :
11259324 - In vitro glucuronidation of the cyclin-dependent kinase inhibitor flavopiridol by rat a...
13134 - Cholic acid biosynthesis: conversion of 5beta-cholestane-3alpha,7alpha,12alpha,25-tetro...
4052374 - Prothrombin biosynthesis: characterization of processing events in rat liver microsomes.
3807644 - Studies on the effect of inflammation on the synthesis of glucosylated intermediates of...
1394834 - Azaserine-induced pancreatic foci: detection, growth, labelling index and response to r...
16495764 - Impairment of presynaptic alpha2-adrenoceptor-regulated norepinephrine overflow in fail...
Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't; Research Support, U.S. Gov't, P.H.S.    
Journal Detail:
Title:  Carcinogenesis     Volume:  6     ISSN:  0143-3334     ISO Abbreviation:  Carcinogenesis     Publication Date:  1985 Jan 
Date Detail:
Created Date:  1985-03-20     Completed Date:  1985-03-20     Revised Date:  2007-11-14    
Medline Journal Info:
Nlm Unique ID:  8008055     Medline TA:  Carcinogenesis     Country:  UNITED STATES    
Other Details:
Languages:  eng     Pagination:  135-9     Citation Subset:  IM    
Export Citation:
APA/MLA Format     Download EndNote     Download BibTex
MeSH Terms
Chrysenes / metabolism*
DNA / metabolism
Microsomes, Liver / metabolism
Phenanthrenes / metabolism*
Rats, Inbred Strains
Skin / metabolism
Grant Support
Reg. No./Substance:
0/Chrysenes; 0/Phenanthrenes; 218-01-9/chrysene; 9007-49-2/DNA; 96383-86-7/9-hydroxy-1,2-dihydro-1,2-dihydroxychrysene

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine

Previous Document:  Syntheses of 5-phenyl-2-pyridinamine, a possibly carcinogenic pyrolysis product of phenylalanine, an...
Next Document:  Identification of the N-acetylcysteine conjugate of benzidine formed in the peroxidase activation sy...