Regioselective synthesis of inhibitors of histone acetyl transferase covalently linking spermidine to the S-terminus of coenzyme A and fragments.

Article abstract of DOI:10.1016/S0040-4020(01)80153-8

The reaction of a bromoacetylthioester BrCH2CO-S-R (R radical in the coenzyme A series) with spermidine (Spd) derivatives is investigated and it is established that the adduct SpdCOCH2-S-R 1 is the product of the reaction.Parallel studies with model compounds show that this is a general reaction of bromoacetylthioesters.The synthesis of analogs of 1 is described and they correspond to inhibitors of the histone acetyltransferase. Key words: spermidine, coenzyme A, cysteamine, β-aletheine, enzyme inhibitors.