Synthesis of chiral linear and macrocyclic candidates: II. Synthesis and investigation of 3,5-bis-linear and macrocyclic tetrapeptide Schiff base pyridine derivatives

Abstract

A series of several linear and macrocyclic tetrapeptide derivatives based on Nα-dinicotinoyl-bis[L-leucyl-L-phenylalaninyl] acid hydrazide as starting material is synthesized. Treatment of acid hydrazide with cyclic alkanones gave the corresponding tetrapeptide cycloalkanone derivatives. Condensation of hydrazide with substituted acetophenone or acetylpyridine derivatives gave the corresponding Schiff base derivatives. Cyclization of acid hydrazide with 2,6-diacetylpyridine afforded the corresponding bicyclopyridine derivative. Reaction of acid hydrazide with acids anhydrides gave the corresponding bisimide carboxamide derivatives.