Activity Profiles of Linear, Cyclic Monomer and Cyclic Dimer of Enkephalin

Bulletin of the Korean chemical society

Dong Hee Kim¹  Nam Joo Hong¹ 

关键词: Cyclic-enkephalin;    Monomer;    Dimer;    Bioactivity;   

DOI  :  

学科分类：化学（综合）

来源: Korean Chemical Society

【 摘 要 】

The cyclic dimers of enkephalin were isolated as minor components during the solution synthesis of the corresponding cyclic monomers. The ratio of cyclic dimer to monomer was approximately 1:4 from the percent of yields. In the receptor binding assay of two cyclic dimmers, (Tyr2-C[D-Glu-Phe-gPhe]2 6, Tyr2-C[D-Asp- Phe-gPhe-rLeu]2 8), both analogs exhibited the high preference for δ receptor compared to monocyclic counterparts. In the nociceptive activity, both showed about 5 times less potent than the cyclic monomers. The repeated synthesis of 14-membered cyclic analog, Tyr-C[D-Glu-Phe-gPhe-D-rLeu] 14, which was known as having three distinct cis-trans isomers, gave rise to apparently different conformational analog arousing only trans isomer. In the receptor binding assay, it showed tremendously high selectivity toward μ receptor (δ/μ = 160).

【 授权许可】

Unknown