N-4-Substituted-benzyl-N'-tert-butylbenzyl thioureas as vanilloid receptor ligands: investigation on the role of methanesulfonamido group in antagonistic activity.
A series of N-4-substituted-benzyl-N'-tert-butylbenzyl thioureas were prepared for the study of their agonistic/antagonistic activities to the vanilloid receptor in rat DRG neurons. Their structure-activity relationship reveals that not only the two oxygens and amide hydrogen of sulfonamido group, but also the optimal size of methyl in methanesulfonamido group play an integral role for the antagonistic activity on vanilloid receptor.
Park
Hyeung-geun
HG
Research Institute of Pharmaceutical Sciences and College of Pharmacy, Seoul National University, Seoul 151-742, South Korea. hgpk@plaza.snu.ac.kr
Choi
Ji-yeon
JY
Choi
Sea-hoon
SH
Park
Mi-kyung
MK
Lee
Jihye
J
Suh
Young-ger
YG
Cho
Hawon
H
Oh
Uhtaek
U
Lee
Jiyoun
J
Kang
Sang-Uk
SU
Lee
Jeewoo
J
Kim
Hee-Doo
HD
Park
Young-Ho
YH
Su Jeong
Yeon
Y
Kyu Choi
Jin
J
Jew
Sang-sup
SS
D000818:Animals; D000831:Animals, Newborn; D002118:Calcium / Q000378:metabolism; D002211:Capsaicin / Q000378:metabolism*; D002478:Cells, Cultured; D005727:Ganglia, Spinal / Q000187:drug effects; D008024:Ligands; D015394:Molecular Structure; D009474:Neurons / Q000187:drug effects*; D051381:Rats; D011955:Receptors, Drug / Q000819:agonists / Q000037:antagonists & inhibitors*; D013329:Structure-Activity Relationship; D013449:Sulfonamides / Q000138:chemical synthesis / Q000494:pharmacology*; D013890:Thiourea / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000494:pharmacology*
D008024:Ligands; D011955:Receptors, Drug; D013449:Sulfonamides; D013890:Thiourea; D002211:Capsaicin; D002118:Calcium