Enhancement of Benzothiazoles as Pteridine Reductase-1 Inhibitors for the Treatment of Trypanosomatidic Infections.


Journal

Journal of medicinal chemistry
ISSN: 1520-4804
Titre abrégé: J Med Chem
Pays: United States
ID NLM: 9716531

Informations de publication

Date de publication:
25 04 2019
Historique:
pubmed: 26 3 2019
medline: 9 6 2020
entrez: 26 3 2019
Statut: ppublish

Résumé

2-Amino-benzo[ d]thiazole was identified as a new scaffold for the development of improved pteridine reductase-1 (PTR1) inhibitors and anti-trypanosomatidic agents. Molecular docking and crystallography guided the design and synthesis of 42 new benzothiazoles. The compounds were assessed for Trypanosoma brucei and Leishmania major PTR1 inhibition and in vitro activity against T. brucei and amastigote Leishmania infantum. We identified several 2-amino-benzo[ d]thiazoles with improved enzymatic activity ( TbPTR1 IC

Identifiants

pubmed: 30908048
doi: 10.1021/acs.jmedchem.8b02021
doi:

Substances chimiques

Antiprotozoal Agents 0
Benzothiazoles 0
Enzyme Inhibitors 0
Protozoan Proteins 0
Oxidoreductases EC 1.-
pteridine reductase EC 1.1.1.33

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

3989-4012

Auteurs

Pasquale Linciano (P)

Dipartimento di Scienze della Vita , University of Modena and Reggio Emilia , Via Campi 103 , 41125 Modena , Italy.

Cecilia Pozzi (C)

Dipartimento di Biotecnologie, Chimica e Farmacia , University of Siena , Via Aldo Moro 2 , 53100 Siena , Italy.

Lucia Dello Iacono (LD)

Dipartimento di Biotecnologie, Chimica e Farmacia , University of Siena , Via Aldo Moro 2 , 53100 Siena , Italy.

Flavio di Pisa (F)

Dipartimento di Biotecnologie, Chimica e Farmacia , University of Siena , Via Aldo Moro 2 , 53100 Siena , Italy.

Giacomo Landi (G)

Dipartimento di Biotecnologie, Chimica e Farmacia , University of Siena , Via Aldo Moro 2 , 53100 Siena , Italy.

Alessio Bonucci (A)

Dipartimento di Biotecnologie, Chimica e Farmacia , University of Siena , Via Aldo Moro 2 , 53100 Siena , Italy.

Sheraz Gul (S)

Fraunhofer Institute for Molecular Biology and Applied Ecology Screening Port , 22525 Hamburg , Germany.

Maria Kuzikov (M)

Fraunhofer Institute for Molecular Biology and Applied Ecology Screening Port , 22525 Hamburg , Germany.

Bernhard Ellinger (B)

Fraunhofer Institute for Molecular Biology and Applied Ecology Screening Port , 22525 Hamburg , Germany.

Gesa Witt (G)

Fraunhofer Institute for Molecular Biology and Applied Ecology Screening Port , 22525 Hamburg , Germany.

Nuno Santarem (N)

Institute for Molecular and Cell Biology , 4150-180 Porto , Portugal.
Instituto de Investigação e Inovação em Saúde , Universidade do Porto and Institute for Molecular and Cell Biology , 4150-180 Porto , Portugal.

Catarina Baptista (C)

Institute for Molecular and Cell Biology , 4150-180 Porto , Portugal.
Instituto de Investigação e Inovação em Saúde , Universidade do Porto and Institute for Molecular and Cell Biology , 4150-180 Porto , Portugal.

Caio Franco (C)

Laboratório Nacional de Biociências (LNBio) , Centro Nacional de Pesquisaem Energia e Materiais (CNPEM) , 13083-100 Campinas , São Paulo , Brazil.

Carolina B Moraes (CB)

Laboratório Nacional de Biociências (LNBio) , Centro Nacional de Pesquisaem Energia e Materiais (CNPEM) , 13083-100 Campinas , São Paulo , Brazil.

Rosaria Luciani (R)

Dipartimento di Scienze della Vita , University of Modena and Reggio Emilia , Via Campi 103 , 41125 Modena , Italy.

Antony Sesenna (A)

Dipartimento di Scienze della Vita , University of Modena and Reggio Emilia , Via Campi 103 , 41125 Modena , Italy.

Antonio Quotadamo (A)

Dipartimento di Scienze della Vita , University of Modena and Reggio Emilia , Via Campi 103 , 41125 Modena , Italy.

Stefania Ferrari (S)

Dipartimento di Scienze della Vita , University of Modena and Reggio Emilia , Via Campi 103 , 41125 Modena , Italy.

Anabela Cordeiro-da-Silva (A)

Institute for Molecular and Cell Biology , 4150-180 Porto , Portugal.
Instituto de Investigação e Inovação em Saúde , Universidade do Porto and Institute for Molecular and Cell Biology , 4150-180 Porto , Portugal.

Stefano Mangani (S)

Dipartimento di Biotecnologie, Chimica e Farmacia , University of Siena , Via Aldo Moro 2 , 53100 Siena , Italy.

Luca Costantino (L)

Dipartimento di Scienze della Vita , University of Modena and Reggio Emilia , Via Campi 103 , 41125 Modena , Italy.

Maria Paola Costi (MP)

Dipartimento di Scienze della Vita , University of Modena and Reggio Emilia , Via Campi 103 , 41125 Modena , Italy.

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Classifications MeSH