Leukotriene B4 photoaffinity probes:: Design, synthesis and evaluation of new arylazide-1,3-disubstituted cyclohexanes

被引：3

作者：

Durand, D ^{[1
]}

Hullot, P ^{[1
]}

Vidal, JP ^{[1
]}

Girard, JP ^{[1
]}

Banères, JL ^{[1
]}

Parello, J ^{[1
]}

Muller, A ^{[1
]}

Bonne, C ^{[1
]}

Rossi, JC ^{[1
]}

机构：

[1] Fac Pharm Montpellier, UPRESA CNRS 5074, Lab Chim Biomol & Interact Biol, F-34060 Montpellier 2, France

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2000年 / 10卷 / 08期

关键词：

D O I：

10.1016/S0960-894X(00)00103-7

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The synthesis and the binding affinities of new leukotriene Bq receptor photoaffinity probes, where a 1,3-disubstitued cyclohexane ring replaces the conjugated Delta(6.7) and Delta(8.9) double bonds of the natural eicosanoid, are described. One enantiomeric componnd, 4b alpha, is specifically cross-linked upon photolysis to the recombinant leukotriene Bq receptor from human origin (h-BLTR) solubilized in a micellar medium. This probe appears as a good candidate for identifying the ligand binding site of this receptor. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：811 / 814

页数：4

共 43 条

[1] Synthesis and structure-activity relationships of new 1,3-disubstituted cyclohexanes as structurally rigid leukotriene B4 receptor antagonists
Poudrel, JM
Hullot, P
Vidal, JP
Girard, JP
Rossi, JC
Muller, A
Bonne, C
Bezuglov, V
Serkov, I
Renard, P
Pfeiffer, B
JOURNAL OF MEDICINAL CHEMISTRY, 1999, 42 (26) : 5289 - 5310
[2] Synthesis and pharmacological profile of new 1,3-disubstituted cyclohexanes as leukotriene B-4 receptor antagonists
Poudrel, JM
Hullot, P
Vidal, JP
Girard, JP
Rossi, JC
Muller, A
Bonne, C
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1996, 6 (19) : 2349 - 2354
[3] SYNTHESIS AND ANTITUMOR EVALUATION OF SOME 1,3-DISUBSTITUTED TETRAHYDROPYRIMIDO[4,5-C]ISOQUINOLINES
GANGJEE, A
OHEMENG, KA
LIN, FT
KATOH, AA
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1986, 23 (02) : 523 - 528
[4] SYNTHESIS AND ANTICONVULSANT EVALUATION OF NEW 1,3-DISUBSTITUTED 2-THIOXO-4,5-IMIDAZOLIDINEDIONES
GURSU, E
ULUSOY, N
PHARMAZIE, 1990, 45 (10): : 795 - 796
[5] Synthesis and Evaluation of 1,3-Disubstituted Imidazolidine-2,4,5-triones as Inhibitors of Pyruvate Carboxylase
Schneider, Nicholas O.
Gilreath, Kendra
Henriksen, Niel M.
Donaldson, William A.
Chaudhury, Subhabrata
St. Maurice, Martin
ACS MEDICINAL CHEMISTRY LETTERS, 2024, : 1088 - 1093
[6] Synthesis, biological evaluation, and modeling studies of 1,3-disubstituted cyclobutane-containing analogs of combretastatin A4
Malashchuk, Andrii
Chernykh, Anton, V
Hurmach, Vasyl V.
Platonov, Maxim O.
Onopchenko, Oleksandra
Zozulya, Sergey
Daniliuc, Constantin G.
Dobrydnev, Alexey, V
Kondratov, Ivan S.
Moroz, Yuriy S.
Grygorenko, Oleksandr O.
JOURNAL OF MOLECULAR STRUCTURE, 2020, 1210
[7] Dealing with time-dependent pharmacokinetics during the early clinical development of a new leukotriene B4 synthesis inhibitor
Troconiz, Inaki F.
Zsolt, Ilonka
Garrido, Maria J.
Valle, Marta
Antonijoan, Rosa M.
Barbanoj, Manel J.
PHARMACEUTICAL RESEARCH, 2006, 23 (07) : 1533 - 1542
[8] Dealing with Time-Dependent Pharmacokinetics during the Early Clinical Development of a New Leukotriene B4 Synthesis Inhibitor
Iñaki F. Trocóniz
Ilonka Zsolt
María J. Garrido
Marta Valle
Rosa M. Antonijoan
Manel J. Barbanoj
Pharmaceutical Research, 2006, 23 : 1533 - 1542
[9] THE DESIGN AND SYNTHESIS OF 2ND-GENERATION LEUKOTRIENE B4 (LTB4) RECEPTOR ANTAGONISTS RELATED TO SC-41930
PENNING, TD
DJURIC, SW
DOCTER, SH
YU, SS
SPANGLER, D
ANGLIN, CP
FRETLAND, DJ
KACHUR, JF
KEITH, RH
TSAI, BS
VILLANIPRICE, D
WIDOMSKI, DL
AGENTS AND ACTIONS, 1993, 39 : C11 - C13
[10] Stereoconvergent transformation of 1,2a-disubstituted benzo[b]cyclobuta[d]pyrans to 1,3-disubstituted tetrahydrodibenzofuran-4-ols and its application to the second-generation synthesis of (±)-linderol A
Yamashita, M
Inaba, T
Shimizu, T
Kawasaki, I
Ohta, S
SYNLETT, 2004, (11) : 1897 - 1900

← 1 2 3 4 5 →