Synthesis of Tic-D-Phe Psi[CH2-CH2] isostere and its use in the development of melanocortin receptor agonists.

作者信息

Tian Xinrong, Chen Xuemei, Gan Lixian, Hayes Jeffery C, Switzer Adrian G, Solinsky Mark G, Ebetino Frank H, Wos John A, Pinney Beth B, Farmer Julie A, Crossdoersen Doreen, Sheldon Russell J

机构信息

Health Care Research Center, Procter & Gamble Pharmaceuticals, 8700 Mason Montgomery Road, Mason, OH 45040, USA.

出版信息

Bioorg Med Chem Lett. 2006 Mar 15;16(6):1721-5. doi: 10.1016/j.bmcl.2005.12.005. Epub 2005 Dec 20.

DOI:10.1016/j.bmcl.2005.12.005

PMID:16376076

Abstract

The first synthesis of Tic-D-Phe Psi[CH(2)-CH(2)] isostere is described, which features diastereoselective alkylation of the tricyclic lactam 14. The use of this novel dipeptide isostere in the development of melanocortin agonists has been demonstrated by the synthesis of peptidomimetic 7 and non-peptidic ligand 27. Both compounds displayed significant binding and agonist potency at the MC4R.

摘要

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