296281-96-4Relevant academic research and scientific papers
Synthesis of new anthranilic acid dimer derivatives and their evaluation on CCK receptors
Varnavas, Antonio,Lassiani, Lucia,Valenta, Valentina
, p. 369 - 375 (2000)
We have described previously an innovative bond disconnection strategy of asperlicin, a naturally occurring CCK receptor antagonist, leading to anthranilic acid dimer and tryptophan synthons. We have also demonstrated that when the tryptophan residue is connected to the C- or N-terminal sides of the anthranilic acid dimer, compounds with similar micromolar CCK-A receptor affinities are obtained. In order to investigate the binding effects of different N-terminal substitution, in this paper we describe a new series of anthranilic acid dimer derivatives, characterized by the presence of the tryptophan residue in the C-terminus of the dimer. Among the compounds synthesized, the N-1H-indol-3-propionyl derivative exhibited an improved, at the micromolar range, affinity for the CCK-A receptor in comparison to that of either, the N-unsubstituted derivative and asperlicin. The lead compound emerging from this key step of our investigation represents the new starting point for the development of a new class of CCK-A receptor ligands. (C) 2000 Elsevier Science S.A.
C-terminal anthranoyl-anthranilic acid derivatives and their evaluation on CCK receptors
Varnavas, Antonio,Lassiani, Lucia,Luxich, Elena,Valenta, Valentina
, p. 293 - 302 (2007/10/03)
A series of C-terminal anthranoyl-anthranilic acid derivatives arising from a strict bond disconnection approach of asperlicin were synthesized and examined for their CCK receptor affinities. These compounds represent the second step of our investigation
