3-Acyloxy-2-phenalkylpropyl amides and esters of homovanillic acid as novel vanilloid receptor agonists.
A series of 3-acyloxy-2-phenalkylpropyl amides and esters of homovanillic acid were designed and synthesized as vanilloid receptor agonists containing the three principal pharmacophores of resiniferatoxin. Amide analogues 23, 5 and 11 were found to be potent agonists in vanilloid receptor assay both for ligand binding and for activation.
Lee
J
J
Laboratory of Medicinal Chemistry, College of Pharmacy, Seoul National University, Korea.
Park
S U
SU
Kim
J Y
JY
Kim
J K
JK
Lee
J
J
Oh
U
U
Marquez
V E
VE
Beheshti
M
M
Wang
Q J
QJ
Modarres
S
S
Blumberg
P M
PM
D000577:Amides / Q000737:chemistry*; D015195:Drug Design; D004952:Esters / Q000737:chemistry*; D006719:Homovanillic Acid / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D011955:Receptors, Drug / Q000819:agonists*
D000577:Amides; D004952:Esters; D011955:Receptors, Drug; D006719:Homovanillic Acid