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

[31] Ferrocene-based nitroheterocyclic sulfonylhydrazones: design, synthesis, characterization and trypanocidal properties
Miguel Gallardo
Rodrigo Arancibia
Claudio Jiménez
Shane Wilkinson
Patricia M. Toro
Pascal Roussel
Natacha Henry
JBIC Journal of Biological Inorganic Chemistry, 2023, 28 : 549 - 558
[32] Ferrocene-based nitroheterocyclic sulfonylhydrazones: design, synthesis, characterization and trypanocidal properties
Gallardo, Miguel
Arancibia, Rodrigo
Jimenez, Claudio
Wilkinson, Shane
Toro, Patricia M.
Roussel, Pascal
Henry, Natacha
JOURNAL OF BIOLOGICAL INORGANIC CHEMISTRY, 2023, 28 (06): : 549 - 558
[33] Synthesis of a Novel Ferrocene-Based Epoxy Compound and Its Electrochemical Behavior
Yu, Haojie
Wang, Li
Huo, Jia
Tan, Qiaohua
Gao, Jingmin
DESIGNED MONOMERS AND POLYMERS, 2008, 11 (04) : 347 - 356
[34] Ferrocene-based novel calamitic metallomesogens containing a 2-phenylbenzoxazole unit: synthesis and characterisation
Majumdar, K. C.
Ghosh, Tapas
Shyam, Pranab K.
LIQUID CRYSTALS, 2011, 38 (05) : 567 - 573
[35] Design, synthesis and biological evaluation of 2-hydrazinyladenosine derivatives as A2A adenosine receptor ligands
Zhang, Min
Fan, Shiyong
Zhou, Xinbo
Xie, Fei
Li, Song
Zhong, Wu
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2019, 179 : 310 - 324
[36] Selective recognition and electrochemical sensing of dopamine using a ferrocene-based heteroditopic receptor
Miyaji, Hidekazu
Komoda, Haruka
Goto, Keisuke
Fujimoto, Junko
Kiriyama, Naoaki
Tucker, James H. R.
TETRAHEDRON LETTERS, 2018, 59 (43) : 3853 - 3857
[37] Benzimidazolone-based selective σ2 receptor ligands: Synthesis and pharmacological evaluation
Intagliata, Sebastiano
Alsharif, Walid F.
Mesangeau, Christophe
Fazio, Nicola
Seminerio, Michael
Xu, Yan-Tong
Matsumoto, Rae R.
McCurdy, Christopher R.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2019, 165 : 250 - 257
[38] Study on synthesis of ferrocene-based boronic acid derivatives and their saccharides sensing properties
Saleem, Muhammad
Yu, Haojie
Wang, Li
Zain-ul-Abdin
Khalid, Hamad
Akram, Muhammad
Abbasi, Nasir M.
Chen, Yongsheng
JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 2016, 763 : 71 - 78
[39] Research advances in the synthesis and applications of ferrocene-based electro and photo responsive materials
Khan, Amin
Wang, Li
Yu, Haojie
Haroon, Muhammad
Ullah, Raja Summe
Nazir, Ahsan
Elshaarani, Tarig
Usman, Muhammad
Fahad, Shah
Haq, Fazal
APPLIED ORGANOMETALLIC CHEMISTRY, 2018, 32 (12)
[40] Tricyclic pyrazoles.: Part 2:: Synthesis and biological evaluation of novel 4,5-dihydro-1H-benzolglindazole-based ligands for cannabinoid receptors
Murineddu, G
Rulu, S
Mussinu, JM
Loriga, G
Grella, GE
Caral, MAM
Lazzarl, P
Pani, L
Pinna, GA
BIOORGANIC & MEDICINAL CHEMISTRY, 2005, 13 (09) : 3309 - 3320

← 1 2 3 4 5 →