Synthesis of highly efficient pH-sensitive DNA cleaving aminomethyl N-substituted cyclic enediyne and its L-lysine conjugate

I Hatial, PS Addy, AK Ghosh, A Basak

Index: Hatial, Ishita; Addy, Partha S.; Ghosh, Ananta K.; Basak, Amit Tetrahedron Letters, 2013 , vol. 54, # 8 p. 854 - 857

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Citation Number: 8

Abstract

Two 10-membered benzo-fused N-substituted cyclic enediynes, one an amino methyl and the other, a C-lysine conjugated derivative 2 and 3, respectively were synthesized (as a 1.2: 1 mixture of regioisomers) and their DNA-cleavage efficiency studied. Both the compounds showed much better DNA-cleavage profile than that of the parent unsubstituted enediyne 1. The lysine conjugate 3 showed an efficient pH dependent cleavage to the extent of∼ 50% ...