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• W590974219 abstract "β-Turns in many biologically active peptides are important secondary structural elements which are critical for their biological activities. Hence, it is not surprising that β-turn based pharmacophore design including β-turn mimetics has become a central topic in medicinal chemistry in addition to α-helix or helical peptides. One of the advantages of such β-turn mimetics is that they can better control torsion angles of the backbone of peptides and to some degree dihedral angles chi (χ). These β-turn mimicking scaffolds are designed to have a higher avidity for the acceptor by overcoming what otherwise is the inherent entropic cost paid for β-turn formation upon binding to the acceptor. Among different synthetic strategies to bicyclic structures as β-turn mimetics, consecutive formation of bicyclic structures using tandem acid-catalyzed N-acyliminium ion cyclization is attractive since this methodology was well established in the synthesis of natural product alkaloids. 1,3,6,8-Substituted tetrahydro-2H-pyrazino[1,2-a]pyrimidine4,7-diones were designed and synthesized as internal β-turn mimetics through an acidcatalyzed tandem acyliminium ion cyclization. Its development and synthesis are decribed in Chapter 2 to Chapter 4. Its application toward the development and synthesis of a small molecule ligand for melanocortin receptors is described in Chapter 5. In addition, the development of peptidomimetics for opioid receptors is explained in Chapter 6. On the other hand, a dicarba analogue having opioid receptor agonist, and dicarba analogues for MCRs were synthesized through solid phase synthesis including a ring closing metathesis reaction using Grubbs’ catalyst (I) in Chapter 8......." @default.
• W590974219 created "2016-06-24" @default.
• W590974219 creator A5068727129 @default.
• W590974219 date "2010-01-01" @default.
• W590974219 modified "2023-09-24" @default.
• W590974219 title "PART I. DESIGN AND SYNTHESIS OF BICYCLIC INTERNAL BETA-TURN MIMETICS AND THEIR INCORPORATION INTO BIOLOGICALLY ACTIVE LIGANDS; PART II. SYNTHESIS OF CYCLIC PEPTIDES BY RING" @default.
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