Document Detail

Differences in mutagenicity and cytotoxicity of (+)- and (-)-benzo[a]pyrene 4,5-oxide: a synergistic interaction of enantiomers.
MedLine Citation:
PMID:  388437     Owner:  NLM     Status:  MEDLINE    
In order to study the biological effects of (+)- and (-)-benzo[a]pyrene 4,5-oxide, a synthesis of these molecules has been developed based on the resolution of (+/-)-cis-4,5-dihydroxy-4,5-dihydrobenzo[a]pyrene. The (-) enantiomer of benzo[a]pyrene 4,5-oxide was 1.5- to 5.5-fold more mutagenic than the (+) enantiomer in strains TA 98, TA 100, TA 1537, and TA 1538 of Salmonella typhimurium and in Chinese hamster V79 cells. In studies with V79 Cells, the (-) enantiomer of benzo[a]pyrene 4,5-oxide was also more cytotoxic than the (+) enantiomer. When mixtures of the enantiomers were studied in V79 cells, synergistic cytotoxic and mutagenic responses were observed. The greatest cytotoxic and mutagenic effects occurred with a 3:1 mixture of the (-) and (+) enantiomers of benzo[a]pyrene 4,5-oxide, respectively.
R L Chang; A W Wood; W Levin; H D Mah; D R Thakker; D M Jerina; A H Conney
Related Documents :
15506197 - Reductive dechlorination of alpha-, beta-, delta-, and gamma-hexachlorocyclohexane isom...
7827087 - K(+)-ribosome interactions determine the large enhancements of 39k nmr transverse relax...
17193067 - Nanoscopic medicine: the next frontier.
9454697 - Viability and pathogenicity of intersubgroup viroid chimeras suggest possible involveme...
16525697 - Computational intelligence for the detection and classification of malignant lesions in...
19951767 - Antiplatelets and stroke outcomes: state of the science.
Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Proceedings of the National Academy of Sciences of the United States of America     Volume:  76     ISSN:  0027-8424     ISO Abbreviation:  Proc. Natl. Acad. Sci. U.S.A.     Publication Date:  1979 Sep 
Date Detail:
Created Date:  1980-01-24     Completed Date:  1980-01-24     Revised Date:  2009-11-18    
Medline Journal Info:
Nlm Unique ID:  7505876     Medline TA:  Proc Natl Acad Sci U S A     Country:  UNITED STATES    
Other Details:
Languages:  eng     Pagination:  4280-4     Citation Subset:  IM    
Export Citation:
APA/MLA Format     Download EndNote     Download BibTex
MeSH Terms
Benzopyrenes / pharmacology*
Cell Line
Drug Synergism
Epoxy Compounds
Salmonella typhimurium / drug effects
Structure-Activity Relationship
Reg. No./Substance:
0/Benzopyrenes; 0/Cytotoxins; 0/Epoxy Compounds; 0/Mutagens

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

Previous Document:  Evidence for a cholinergic projection to neocortex from neurons in basal forebrain.
Next Document:  Yeast chromatin is uniformly digested by DNase-I.