Synthesis and biological evaluation of ferrocene-based cannabinoid receptor 2 ligands

被引：8

作者：

Sansook, Supojjanee ^{[1
]}

Tuo, Wei ^{[2
]}

Bollier, Melanie ^{[2
]}

Barczyk, Amelie ^{[2
]}

Dezitter, Xavier ^{[2
]}

Klupsch, Frederique ^{[2
]}

Leleu-Chavain, Natascha ^{[2
]}

Farce, Amaury ^{[2
]}

Tizzard, Graham J. ^{[3
]}

Coles, Simon J. ^{[3
]}

Spencer, John ^{[1
]}

Millet, Regis ^{[2
]}

机构：

[1] Univ Sussex, Sch Life Sci, Dept Chem, Brighton BN1 9QJ, E Sussex, England

[2] Univ Lille, INSERM, CHU Lille, U995,LIRIC, F-59000 Lille, France

[3] Univ Southampton, Sch Chem, UK Natl Crystallog Serv, Southampton SO17 1BJ, Hants, England

来源：

FUTURE MEDICINAL CHEMISTRY | 2018年 / 10卷 / 06期

关键词：

cannabinoids; FAAH; ferrocene; isoxazole; ACID AMIDE HYDROLASE; TRANSFECTED CELLS; FAAH INHIBITORS; CB2; AGONISTS; ANANDAMIDE; AM630; TRANSPORT; MOIETY; BRAIN;

D O I：

10.4155/fmc-2017-0200

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Ferrocene analogs of known fatty acid amide hydrolase inhibitors and CB2 ligands have been synthesized and characterized spectroscopically and crystallographically. The resulting bio-organometallic isoxazoles were assayed for their effects on CB1 and CB2 receptors as well as on fatty acid amide hydrolase. None had any fatty acid amide hydrolase activity but compound 3, 5-(2-(pentyloxy)phenyl)-N-ferrocenylisoxazole-3carboxamide, was found to be a potent CB2 ligand (K-i = 32.5 nM).

引用

页码：631 / 638

页数：8

共 50 条

[21] Sterically demanding ferrocene-based tris(1-pyrazolyl)borate ligands
Herdtweck, E
Peters, F
Scherer, W
Wagner, M
POLYHEDRON, 1998, 17 (07) : 1149 - 1157
[22] Ferrocene-Based Actinide Clusters: Synthesis, Crystal Structures, and Characterization
Wang, Jin-Dong
Hu, Kong-Qiu
Huang, Zhi-Wei
Mei, Lei
Yu, Ji-Pan
Chai, Zhi-Fang
Wang, Xin-Peng
Shi, Wei-Qun
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2023, 26 (15)
[23] Synthesis, antimicrobial and photoelectric potency of new ferrocene-based congeners
Mohamed Ramadan El Sayed Aly
Islam H. El Azab
Adil A. Gobouri
Monatshefte für Chemie - Chemical Monthly, 2018, 149 : 505 - 517
[24] Synthesis and Anion Recognition of Acyclic Ferrocene-Based Imidazole Receptors
Zhuo, Jibin
Yan, Xiquan
Wang, Xiaoxue
Xie, Lili
Yuan, Yaofeng
CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2015, 35 (05) : 1090 - 1096
[25] Synthesis, antimicrobial and photoelectric potency of new ferrocene-based congeners
Aly, Mohamed Ramadan El Sayed
El Azab, Islam H.
Gobouri, Adil A.
MONATSHEFTE FUR CHEMIE, 2018, 149 (03): : 505 - 517
[26] Application of a Surface Displayed Receptor Platform for Screening Biological Ligands of Cannabinoid Receptor2
Wu, Mei-Li
Jiang, Ru-Ling
Chuang, Show-Mei
Chaung, Hso-Chi
BIOSCIENCE, BIOCHEMISTRY AND BIOINFORMATICS, 2011, 5 : 48 - 52
[27] Planar-Chiral Ferrocene-Based N-Heterocyclic Carbene Ligands
Yoshida, Kazuhiro
Yasue, Risa
CHEMISTRY-A EUROPEAN JOURNAL, 2018, 24 (70) : 18575 - 18586
[28] Synthesis and curing behavior of a novel ferrocene-based epoxy compound
Yu, Haojie
Wang, Li
Huo, Jia
Ding, Jianhua
Tan, Qiaohua
JOURNAL OF APPLIED POLYMER SCIENCE, 2008, 110 (03) : 1594 - 1599
[29] Design, synthesis and biological evaluation of Tozadenant analogues as adenosine A2A receptor ligands
Renk, Dana R.
Skraban, Marcel
Bier, Dirk
Schulze, Annette
Wabbals, Erika
Wedekind, Franziska
Neumaier, Felix
Neumaier, Bernd
Holschbach, Marcus
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2021, 214
[30] Recent Advances in the Synthesis of Ferrocene-based Heterocycles by Multicomponent Reactions: A Review
Yeganeh, Mahsa Shojaei
Abbasi, Fatemeh
Kazemizadeh, Ali Reza
CURRENT ORGANIC CHEMISTRY, 2018, 22 (26) : 2555 - 2575

← 1 2 3 4 5 →