[Dmt(1)]DALDA analogues modified with tyrosine analogues at position 1.
Basic Information
ID: ALA3822449
Journal: Bioorg Med Chem Lett
Title: [Dmt(1)]DALDA analogues modified with tyrosine analogues at position 1.
Authors: Cai Y, Lu D, Chen Z, Ding Y, Chung NN, Li T, Schiller PW.
Abstract: Analogues of [Dmt(1)]DALDA (H-Dmt-d-Arg-Phe-Lys-NH2; Dmt=2',6'-dimethyltyrosine), a potent μ opioid agonist peptide with mitochondria-targeted antioxidant activity were prepared by replacing Dmt with various 2',6'-dialkylated Tyr analogues, including 2',4',6'-trimethyltyrosine (Tmt), 2'-ethyl-6'-methyltyrosine (Emt), 2'-isopropyl-6'-methyltyrosine (Imt) and 2',6'-diethyltyrosine (Det). All compounds were selective μ opioid agonists and the Tmt(1)-, Emt(1) and Det(1)-analogues showed subnanomolar μ opioid receptor binding affinities. The Tmt(1)- and Emt(1)-analogues showed improved antioxidant activity compared to the Dmt(1)-parent peptide in the DPPH radical-scavenging capacity assay, and thus are of interest as drug candidates for neuropathic pain treatment.
CiteXplore: 27301366
DOI: 10.1016/j.bmcl.2016.06.003
Patent ID: ┄