Structure–activity relationships for 4-anilinoquinoline derivatives as inhibitors of the DNA methyltransferase enzyme DNMT1

SA Gamage, DG Brooke, S Redkar, J Datta…

Index: Gamage, Swarna A.; Brooke, Darby G.; Redkar, Sanjeev; Datta, Jharna; Jacob, Samson T.; Denny, William A. Bioorganic and Medicinal Chemistry, 2013 , vol. 21, # 11 p. 3147 - 3153

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Citation Number: 8

Abstract

A series of 4-anilinoquinoline derivatives related to the known inhibitor SGI-1027, containing side chains of varying pKa, were prepared by acid-catalysed coupling of the pre-formed side chains with 4-chloroquinolines. The compounds were evaluated for their ability to reduce the level of DNMT1 protein in HCT116 human colon carcinoma cells by Western blotting. With a very strongly basic N-methylpyridinium side chain, only NHCO-linked compounds were ...