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Novel trifluoroethanol mediated synthesis of benzo[a]pyrene 7,8-diol 9,10-epoxide adducts at the N2-position of deoxyguanosine and the N6-position of deoxyadenosine

✍ Scribed by Andagar R Ramesha; Heiko Kroth; Donald M Jerina

Publisher: Elsevier Science
Year: 2001
Tongue: French
Weight: 74 KB
Volume: 42
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)02220-6

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✦ Synopsis

The exocyclic amino groups of deoxyadenosine and deoxyguanosine readily add to C-10 of the benzo[a]pyrene 7,8-diol 9,10-epoxides at room temperature overnight in trifluoroethanol. Whereas the dG adducts are obtained as a mixture of cis-and trans-opened diastereomers, the dA adducts arise exclusively by cis-opening. Published by Elsevier Science Ltd. Scheme 1.

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