Novel tacrine-tryptophan hybrids: Multi-target directed ligands as potential treatment for Alzheimer's disease.


Journal

European journal of medicinal chemistry
ISSN: 1768-3254
Titre abrégé: Eur J Med Chem
Pays: France
ID NLM: 0420510

Informations de publication

Date de publication:
15 Apr 2019
Historique:
received: 16 12 2018
revised: 07 02 2019
accepted: 07 02 2019
pubmed: 10 3 2019
medline: 23 4 2019
entrez: 10 3 2019
Statut: ppublish

Résumé

A combination of tacrine and tryptophan led to the development of a new family of heterodimers as multi-target agents with potential to treat Alzheimer's disease. Based on the in vitro biological profile, compound S-K1035 was found to be the most potent inhibitor of human acetylcholinesterase (hAChE) and human butyrylcholinesterase (hBChE), demonstrating balanced IC

Identifiants

pubmed: 30851693
pii: S0223-5234(19)30135-7
doi: 10.1016/j.ejmech.2019.02.021
pii:
doi:

Substances chimiques

Amyloid beta-Peptides 0
Cholinesterase Inhibitors 0
Ligands 0
Neuroprotective Agents 0
Protein Aggregates 0
Tacrine 4VX7YNB537
Tryptophan 8DUH1N11BX
Acetylcholinesterase EC 3.1.1.7
Butyrylcholinesterase EC 3.1.1.8

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

491-514

Informations de copyright

Copyright © 2019 Elsevier Masson SAS. All rights reserved.

Auteurs

Katarina Chalupova (K)

National Institute of Mental Health, Topolova 748, 250 67, Klecany, Czech Republic; Department of Chemistry, University of Hradec Kralove, Rokitanskeho 62, 500 03, Hradec Kralove, Czech Republic.

Jan Korabecny (J)

National Institute of Mental Health, Topolova 748, 250 67, Klecany, Czech Republic; Department of Toxicology and Military Pharmacy, Faculty of Military Health Sciences, Trebesska 1575, 500 01, Hradec Kralove, Czech Republic; Biomedical Research Centre, University Hospital Hradec Kralove, Sokolska 581, 500 05, Hradec Kralove, Czech Republic.

Manuela Bartolini (M)

Department of Pharmacy and Biotechnology, Alma Mater Studiorum-University of Bologna, Via Belmeloro 6, I-40126, Bologna, Italy.

Barbara Monti (B)

Department of Pharmacy and Biotechnology, Alma Mater Studiorum-University of Bologna, Via Belmeloro 6, I-40126, Bologna, Italy.

Doriano Lamba (D)

Istituto di Cristallografia, Consiglio Nazionale delle Ricerche, Area Science Park - Basovizza, S.S. n° 14-Km 163.5, I-34149, Trieste, Italy.

Rosanna Caliandro (R)

Istituto di Cristallografia, Consiglio Nazionale delle Ricerche, Area Science Park - Basovizza, S.S. n° 14-Km 163.5, I-34149, Trieste, Italy.

Alessandro Pesaresi (A)

Istituto di Cristallografia, Consiglio Nazionale delle Ricerche, Area Science Park - Basovizza, S.S. n° 14-Km 163.5, I-34149, Trieste, Italy.

Xavier Brazzolotto (X)

Institut de Recherche Biomédicale des Armées, Département de Toxicologie et Risques Chimiques, 1 Place Général Valérie André, 91220, Brétigny-sur-Orge, France.

Anne-Julie Gastellier (AJ)

Institut de Recherche Biomédicale des Armées, Département de Toxicologie et Risques Chimiques, 1 Place Général Valérie André, 91220, Brétigny-sur-Orge, France.

Florian Nachon (F)

Institut de Recherche Biomédicale des Armées, Département de Toxicologie et Risques Chimiques, 1 Place Général Valérie André, 91220, Brétigny-sur-Orge, France.

Jaroslav Pejchal (J)

Department of Toxicology and Military Pharmacy, Faculty of Military Health Sciences, Trebesska 1575, 500 01, Hradec Kralove, Czech Republic.

Michaela Jarosova (M)

Department of Pharmaceutical Chemistry and Drug Control, Faculty of Pharmacy in Hradec Kralove, Charles University in Prague, Heyrovskeho 1203, 500 05, Hradec Kralove, Czech Republic.

Vendula Hepnarova (V)

Department of Toxicology and Military Pharmacy, Faculty of Military Health Sciences, Trebesska 1575, 500 01, Hradec Kralove, Czech Republic; Biomedical Research Centre, University Hospital Hradec Kralove, Sokolska 581, 500 05, Hradec Kralove, Czech Republic.

Daniel Jun (D)

Department of Toxicology and Military Pharmacy, Faculty of Military Health Sciences, Trebesska 1575, 500 01, Hradec Kralove, Czech Republic; Biomedical Research Centre, University Hospital Hradec Kralove, Sokolska 581, 500 05, Hradec Kralove, Czech Republic.

Martina Hrabinova (M)

Department of Toxicology and Military Pharmacy, Faculty of Military Health Sciences, Trebesska 1575, 500 01, Hradec Kralove, Czech Republic; Biomedical Research Centre, University Hospital Hradec Kralove, Sokolska 581, 500 05, Hradec Kralove, Czech Republic.

Rafael Dolezal (R)

Department of Chemistry, University of Hradec Kralove, Rokitanskeho 62, 500 03, Hradec Kralove, Czech Republic; Biomedical Research Centre, University Hospital Hradec Kralove, Sokolska 581, 500 05, Hradec Kralove, Czech Republic.

Jana Zdarova Karasova (J)

Department of Toxicology and Military Pharmacy, Faculty of Military Health Sciences, Trebesska 1575, 500 01, Hradec Kralove, Czech Republic; Biomedical Research Centre, University Hospital Hradec Kralove, Sokolska 581, 500 05, Hradec Kralove, Czech Republic.

Martin Mzik (M)

Institute of Clinical Biochemistry and Diagnosis, University Hospital, Sokolska 581, 500 05, Hradec Kralove, Czech Republic.

Zdena Kristofikova (Z)

National Institute of Mental Health, Topolova 748, 250 67, Klecany, Czech Republic.

Jan Misik (J)

Department of Toxicology and Military Pharmacy, Faculty of Military Health Sciences, Trebesska 1575, 500 01, Hradec Kralove, Czech Republic; Biomedical Research Centre, University Hospital Hradec Kralove, Sokolska 581, 500 05, Hradec Kralove, Czech Republic.

Lubica Muckova (L)

Department of Toxicology and Military Pharmacy, Faculty of Military Health Sciences, Trebesska 1575, 500 01, Hradec Kralove, Czech Republic.

Petr Jost (P)

Department of Toxicology and Military Pharmacy, Faculty of Military Health Sciences, Trebesska 1575, 500 01, Hradec Kralove, Czech Republic; Biomedical Research Centre, University Hospital Hradec Kralove, Sokolska 581, 500 05, Hradec Kralove, Czech Republic.

Ondrej Soukup (O)

National Institute of Mental Health, Topolova 748, 250 67, Klecany, Czech Republic; Department of Toxicology and Military Pharmacy, Faculty of Military Health Sciences, Trebesska 1575, 500 01, Hradec Kralove, Czech Republic; Biomedical Research Centre, University Hospital Hradec Kralove, Sokolska 581, 500 05, Hradec Kralove, Czech Republic.

Marketa Benkova (M)

Biomedical Research Centre, University Hospital Hradec Kralove, Sokolska 581, 500 05, Hradec Kralove, Czech Republic.

Vladimir Setnicka (V)

Department of Analytical Chemistry, University of Chemistry and Technology Prague, Technicka 5, 166 28, Prague, Czech Republic.

Lucie Habartova (L)

Department of Analytical Chemistry, University of Chemistry and Technology Prague, Technicka 5, 166 28, Prague, Czech Republic.

Marketa Chvojkova (M)

National Institute of Mental Health, Topolova 748, 250 67, Klecany, Czech Republic; Institute of Physiology, Czech Academy of Sciences, Videnska 1083, 142 20, Prague, Czech Republic.

Lenka Kleteckova (L)

National Institute of Mental Health, Topolova 748, 250 67, Klecany, Czech Republic; Institute of Physiology, Czech Academy of Sciences, Videnska 1083, 142 20, Prague, Czech Republic.

Karel Vales (K)

National Institute of Mental Health, Topolova 748, 250 67, Klecany, Czech Republic; Institute of Physiology, Czech Academy of Sciences, Videnska 1083, 142 20, Prague, Czech Republic.

Eva Mezeiova (E)

National Institute of Mental Health, Topolova 748, 250 67, Klecany, Czech Republic; Biomedical Research Centre, University Hospital Hradec Kralove, Sokolska 581, 500 05, Hradec Kralove, Czech Republic.

Elisa Uliassi (E)

Department of Pharmacy and Biotechnology, Alma Mater Studiorum-University of Bologna, Via Belmeloro 6, I-40126, Bologna, Italy.

Martin Valis (M)

Department of Neurology, Charles University in Prague, Faculty of Medicine in Hradec Kralove and University Hospital, Simkova 870, 500 03, Hradec Kralove, Czech Republic.

Eugenie Nepovimova (E)

Department of Chemistry, University of Hradec Kralove, Rokitanskeho 62, 500 03, Hradec Kralove, Czech Republic.

Maria Laura Bolognesi (ML)

Department of Pharmacy and Biotechnology, Alma Mater Studiorum-University of Bologna, Via Belmeloro 6, I-40126, Bologna, Italy. Electronic address: marialaura.bolognesi@unibo.it.

Kamil Kuca (K)

Department of Chemistry, University of Hradec Kralove, Rokitanskeho 62, 500 03, Hradec Kralove, Czech Republic; Biomedical Research Centre, University Hospital Hradec Kralove, Sokolska 581, 500 05, Hradec Kralove, Czech Republic. Electronic address: kamil.kuca@fnhk.cz.

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Classifications MeSH