937738-85-7Relevant academic research and scientific papers
Understanding the structural requirements of 4-anilidopiperidine analogues for biological activities at μ and δ opioid receptors
Lee, Yeon Sun,Nyberg, Joel,Moye, Sharif,Agnes, Richard S.,Davis, Peg,Ma, Shou-wu,Lai, Josephine,Porreca, Frank,Vardanyan, Ruben,Hruby, Victor J.
, p. 2161 - 2165 (2007)
New 4-anilidopiperidine analogues in which the phenethyl group of fentanyl was replaced by several aromatic ring-contained amino acids (or acids) were synthesized to study the biological effect of the substituents on μ and δ opioid receptor interactions. These analogues showed broad (47 nM-76 μM) but selective (up to 17-fold) binding affinities at the μ opioid receptor over the δ opioid receptor, as predicted from the message-address concept.
Chiral effect of a Phe residue in position 3 of the Dmt1-l (or d)-Tic2 analogues on opioid functional activities
Lee, Yeon Sun,Qu, Hongchang,Davis, Peg,Ma, Shou-Wu,Vardanyan, Ruben,Lai, Josephine,Porreca, Frank,Hruby, Victor J.
, p. 656 - 659 (2013/07/26)
In this letter, we describe a structure-activity relationships study, specifically related to the chirality of third amino acid residue in our H-Dmt-l(or d)-Tic analogues, of which C-terminus is attached to a piperidinyl moiety. Observed selectivities and functional activities of these analogues demonstrated that the chiralities of the second and third position residues are crucial for determining whether these ligands act as antagonists or agonists at the δ opioid receptor, but not at the μ opioid receptor.
Development of potent μ and δ opioid agonists with high lipophilicity
Lee, Yeon Sun,Kulkarani, Vinod,Cowell, Scott M.,Ma, Shou-Wu,Davis, Peg,Hanlon, Katherine E.,Vanderah, Todd W.,Lai, Josephine,Porreca, Frank,Vardanyan, Ruben,Hruby, Victor J.
, p. 382 - 386 (2011/03/18)
An SAR study on the Dmt-substituted enkephalin-like tetrapeptide with a N-phenyl-N-piperidin-4-ylpropionamide moiety at the C-terminal was performed and has resulted in highly potent ligands at μ and δ opioid receptors. In general, ligands with the substi
Development of novel enkephalin analogues that have enhanced opioid activities at both μ and δ opioid receptors
Yeon, Sun Lee,Petrov, Ravil,Park, Chad K.,Ma, Shou-Wu,Davis, Peg,Lai, Josephine,Porreca, Frank,Vardanyan, Ruben,Hruby, Victor J.
, p. 5528 - 5532 (2008/03/13)
Enkephalin analogues with a 4-anilidopiperidine scaffold have been designed and synthesized to achieve therapeutic benefit for the treatment of pain due to mixed μ and δ opioid agonist activities. Ligand 16, in which a Dmt-substituted enkephalin-like stru
