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Selectivity and Mechanism of Action of Novel DNA‐Cleaving Sulfones
Author(s) -
Nicolaou K. C.,
Wendeborn S.,
Maligres P.,
Isshiki K.,
Zein N.,
Ellestad G.
Publication year - 1991
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199104181
Subject(s) - guanine , cleave , dna , chemistry , substituent , selectivity , alkylation , residue (chemistry) , mechanism of action , intercalation (chemistry) , stereochemistry , combinatorial chemistry , biochemistry , nucleotide , organic chemistry , gene , in vitro , catalysis
A simple intercalating group like a naphthyl substituent increases the ability of unsaturated sulfones such as 1 to cleave DNA, as demonstrated by compounds 2 and 3. A selective attack on the guanine residue has been proven for 1. The mechanism of action of this class of compounds involves an alkylation reaction.