Literature DB >> 1184887

Letter: Synthesis of (+/-)-7 beta,8alpha-dihydroxy-9 beta,10beta-epoxy-7,8,-9,10-tetrahydrobenzo(a)pyrene, a potential metabolite of the carcinogen benzo(a)pyrene with stereochemistry related to the antileukemic triptolides.

H Yagi, O Hernandez, D M Jerina.   

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Year:  1975        PMID: 1184887     DOI: 10.1021/ja00856a057

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


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  13 in total

1.  Tumorigenicity of the optical enantiomers of the diastereomeric benzo[a]pyrene 7,8-diol-9,10-epoxides in newborn mice: exceptional activity of (+)-7beta,8alpha-dihydroxy-9alpha,10alpha-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene.

Authors:  M K Buening; P G Wislocki; W Levin; H Yagi; D R Thakker; H Akagi; M Koreeda; D M Jerina; A H Conney
Journal:  Proc Natl Acad Sci U S A       Date:  1978-11       Impact factor: 11.205

2.  Mutagenicity and cytotoxicity of benz[alpha]anthracene diol epoxides and tetrahydro-epoxides: exceptional activity of the bay region 1,2-epoxides.

Authors:  A W Wood; R L Chang; W Levin; R E Lehr; M Schaefer-Ridder; J M Karle; D M Jerina; A H Conney
Journal:  Proc Natl Acad Sci U S A       Date:  1977-07       Impact factor: 11.205

3.  Epoxidation of (+/-)-7,8-dihydroxy-7,8-dihydrobenzo[a]pyrene during (bi)sulfite autoxidation: activation of a procarcinogen by a cocarcinogen.

Authors:  G A Reed; J F Curtis; C Mottley; T E Eling; R P Mason
Journal:  Proc Natl Acad Sci U S A       Date:  1986-10       Impact factor: 11.205

4.  Crystal and molecular structure of a benzo[a]pyrene 7,8-diol 9,10-epoxide N2-deoxyguanosine adduct: absolute configuration and conformation.

Authors:  Isabella L Karle; Haruhiko Yagi; Jane M Sayer; Donald M Jerina
Journal:  Proc Natl Acad Sci U S A       Date:  2004-02-02       Impact factor: 11.205

5.  Mechanism of the inhibition of mutagenicity of a benzo[a]pyrene 7,8-diol 9,10-epoxide by riboflavin 5'-phosphate.

Authors:  A W Wood; J M Sayer; H L Newmark; H Yagi; D P Michaud; D M Jerina; A H Conney
Journal:  Proc Natl Acad Sci U S A       Date:  1982-09       Impact factor: 11.205

6.  Modification of DNA by the benzo[a]pyrene metabolite diol-epoxide r-7,t-8-dihydroxy-t-9,10-oxy-7,8,9,10-tetrahydrobenzo[a]pyrene.

Authors:  T Kakefuda; H Yamamoto
Journal:  Proc Natl Acad Sci U S A       Date:  1978-01       Impact factor: 11.205

7.  Elucidation of hydrocarbon structure in an enzyme-catalyzed benzo[a]pyrene-poly (G) covalent complex.

Authors:  T Meehan; K Straub; M Calvin
Journal:  Proc Natl Acad Sci U S A       Date:  1976-05       Impact factor: 11.205

8.  Metabolism of benzo[a]pyrene: conversion of (+/-)-trans-7,8-dihydroxy-7,8-dihydrobenzo[a]pyrene to highly mutagenic 7,8-diol-9,10-epoxides.

Authors:  D R Thakker; H Yagi; A Y Lu; W Levin; A H Conney
Journal:  Proc Natl Acad Sci U S A       Date:  1976-10       Impact factor: 11.205

9.  Enzymatic conversion of benzo(a)pyrene leading predominantly to the diol-epoxide r-7,t-8-dihydroxy-t-9,10-oxy-7,8,9,10-tetrahydrobenzo(a)pyrene through a single enantiomer of r-7, t-8-dihydroxy-7,8-dihydrobenzo(a)pyrene.

Authors:  S K Yang; D W McCourt; P P Roller; H V Gelboin
Journal:  Proc Natl Acad Sci U S A       Date:  1976-08       Impact factor: 11.205

10.  (+/-)-trans-7,8-dihydroxy-7,8-dihydrobenzo (a)pyrene: a potent skin carcinogen when applied topically to mice.

Authors:  W Levin; A W Wood; H Yagi; D M Jerina; A H Conney
Journal:  Proc Natl Acad Sci U S A       Date:  1976-11       Impact factor: 11.205

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