N-4-substituted-benzyl-N′-tert-butylbenzyl thioureas as vanilloid receptor ligands:: investigation on the role of methanesulfonamido group in antagonistic activity

被引：28

作者：

Park, H ^{[1
]}

Choi, JY

Choi, SH

Park, M

Lee, J

Suh, YG

Cho, HW

Oh, UT

Lee, JY

Kang, SU

Lee, J

Kim, HD

Park, YH

Jeong, YS

Choi, JK

Jew, S

机构：

[1] Seoul Natl Univ, Res Inst Pharmaceut Sci, Seoul 151742, South Korea

[2] Seoul Natl Univ, Coll Pharm, Seoul 151742, South Korea

[3] Sookmyung Womens Univ, Coll Pharm, Seoul 140742, South Korea

[4] AmorePacific R&D Ctr, Kyounggi, South Korea

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2004年 / 14卷 / 03期

关键词：

D O I：

10.1016/j.bmcl.2003.11.019

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

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. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：787 / 791

页数：5

共 32 条

[1] Euphorbium: Modern research on its active principle, resiniferatoxin, revives an ancient medicine [J].

Appendino, G ;

Szallasi, A .

LIFE SCIENCES, 1997, 60 (10) :681-696

[2] The capsaicin receptor: a heat-activated ion channel in the pain pathway [J].

Caterina, MJ ;

Schumacher, MA ;

Tominaga, M ;

Rosen, TA ;

Levine, JD ;

Julius, D .

NATURE, 1997, 389 (6653) :816-824

[3] NE-19550 AND NE-21610, ANTINOCICEPTIVE CAPSAICIN ANALOGS - STUDIES ON NOCICEPTIVE FIBERS OF THE NEONATAL RAT TAIL INVITRO [J].

DRAY, A ;

BETTANEY, J ;

RUEFF, A ;

WALPOLE, C ;

WRIGGLESWORTH, R .

EUROPEAN JOURNAL OF PHARMACOLOGY, 1990, 181 (03) :289-293

[4] ACTIONS OF CAPSAICIN ON PERIPHERAL NOCICEPTORS OF THE NEONATAL RAT SPINAL CORD-TAIL INVITRO - DEPENDENCE OF EXTRACELLULAR IONS AND INDEPENDENCE OF 2ND MESSENGERS [J].

DRAY, A ;

BETTANEY, J ;

FORSTER, P .

BRITISH JOURNAL OF PHARMACOLOGY, 1990, 101 (03) :727-733

[5] CAPSAICIN AND SENSORY NEURONS - A REVIEW [J].

FITZGERALD, M .

PAIN, 1983, 15 (02) :109-130

[6] Attenuation of thermal nociception and hyperalgesia by VR1 blockers [J].

García-Martínez, C ;

Humet, M ;

Planells-Cases, R ;

Gomis, A ;

Caprini, M ;

Viana, F ;

De la Peña, E ;

Sanchez-Baeza, F ;

Carbonell, T ;

De Felipe, C ;

Pérez-Payá, E ;

Belmonte, C ;

Messeguer, A ;

Ferrer-Montiel, A .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2002, 99 (04) :2374-2379

[7] THE EFFECTS OF A SERIES OF CAPSAICIN ANALOGS ON NOCICEPTION AND BODY-TEMPERATURE IN THE RAT [J].

HAYES, AG ;

OXFORD, A ;

REYNOLDS, M ;

SHINGLER, AH ;

SKINGLE, M ;

SMITH, C ;

TYERS, MB .

LIFE SCIENCES, 1984, 34 (13) :1241-1248

[8] DIRECT EVIDENCE FOR NEUROGENIC INFLAMMATION AND ITS PREVENTION BY DENERVATION AND BY PRETREATMENT WITH CAPSAICIN [J].

JANCSO, N ;

JANCSOGA.A ;

SZOLCSANYI, J .

BRITISH JOURNAL OF PHARMACOLOGY AND CHEMOTHERAPY, 1967, 31 (01) :138-+

[9] VANILLOIDS .1. ANALOGS OF CAPSAICIN WITH ANTINOCICEPTIVE AND ANTIINFLAMMATORY ACTIVITY [J].

JANUSZ, JM ;

BUCKWALTER, BL ;

YOUNG, PA ;

LAHANN, TR ;

FARMER, RW ;

KASTING, GB ;

LOOMANS, ME ;

KERCKAERT, GA ;

MADDIN, CS ;

BERMAN, EF ;

BOHNE, RL ;

CUPPS, TL ;

MILSTEIN, JR .

JOURNAL OF MEDICINAL CHEMISTRY, 1993, 36 (18) :2595-2604

[10]

JOHN M, 1993, J MED CHEM, V36, P2595

← 1 2 3 4 →