Antileishmanial activity of new hybrid tetrahydroquinoline and quinoline derivatives with phosphorus substituents.


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 Jan 2019
Historique:
received: 24 09 2018
revised: 24 10 2018
accepted: 29 10 2018
pubmed: 9 11 2018
medline: 5 2 2019
entrez: 9 11 2018
Statut: ppublish

Résumé

Heterocyclic compounds, such as hybrid tetrahydroquinoline and quinoline derivatives with phosphorated groups, have been prepared by multicomponent cycloaddition reaction between phosphorus-substituted anilines, aldehydes and styrenes. The antileishmanial activity of these compounds has been evaluated on both promastigotes and intramacrophagic amastigotes of Leishmania infantum. Good antileishmanial activity of functionalized tetrahydroquinolines 4a, 5a, 6b and quinoline 8b has been observed with similar activity than the standard drug amphotericin B and close selective index (SI between 43 and 57) towards L. infantum amastigotes to amphotericin B. Special interest shows tetrahydroquinolylphosphine sulfide 5a with an EC

Identifiants

pubmed: 30408746
pii: S0223-5234(18)30942-5
doi: 10.1016/j.ejmech.2018.10.065
pii:
doi:

Substances chimiques

Antiprotozoal Agents 0
Quinolines 0
Phosphorus 27YLU75U4W
1,2,3,4-tetrahydroquinoline CCR50N1Z9G
DNA Topoisomerases, Type I EC 5.99.1.2
TOP1 protein, human EC 5.99.1.2

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

18-31

Informations de copyright

Copyright © 2018 Elsevier Masson SAS. All rights reserved.

Auteurs

Ana Tejería (A)

Departamento de Ciencias Biomédicas, Universidad de León, Campus de Vegazana s/n, 24071, León, Spain.

Yolanda Pérez-Pertejo (Y)

Departamento de Ciencias Biomédicas, Universidad de León, Campus de Vegazana s/n, 24071, León, Spain.

Rosa M Reguera (RM)

Departamento de Ciencias Biomédicas, Universidad de León, Campus de Vegazana s/n, 24071, León, Spain.

Rubén Carbajo-Andrés (R)

Departamento de Ciencias Biomédicas, Universidad de León, Campus de Vegazana s/n, 24071, León, Spain.

Rafael Balaña-Fouce (R)

Departamento de Ciencias Biomédicas, Universidad de León, Campus de Vegazana s/n, 24071, León, Spain.

Concepción Alonso (C)

Departamento de Química Orgánica I, Facultad de Farmacia and Centro de Investigación Lascaray (Lascaray Research Center), Universidad del País Vasco/Euskal Herriko Unibertsitatea (UPV/EHU), Paseo de la Universidad 7, 01006, Vitoria-Gasteiz, Spain.

Endika Martin-Encinas (E)

Departamento de Química Orgánica I, Facultad de Farmacia and Centro de Investigación Lascaray (Lascaray Research Center), Universidad del País Vasco/Euskal Herriko Unibertsitatea (UPV/EHU), Paseo de la Universidad 7, 01006, Vitoria-Gasteiz, Spain.

Asier Selas (A)

Departamento de Química Orgánica I, Facultad de Farmacia and Centro de Investigación Lascaray (Lascaray Research Center), Universidad del País Vasco/Euskal Herriko Unibertsitatea (UPV/EHU), Paseo de la Universidad 7, 01006, Vitoria-Gasteiz, Spain.

Gloria Rubiales (G)

Departamento de Química Orgánica I, Facultad de Farmacia and Centro de Investigación Lascaray (Lascaray Research Center), Universidad del País Vasco/Euskal Herriko Unibertsitatea (UPV/EHU), Paseo de la Universidad 7, 01006, Vitoria-Gasteiz, Spain.

Francisco Palacios (F)

Departamento de Química Orgánica I, Facultad de Farmacia and Centro de Investigación Lascaray (Lascaray Research Center), Universidad del País Vasco/Euskal Herriko Unibertsitatea (UPV/EHU), Paseo de la Universidad 7, 01006, Vitoria-Gasteiz, Spain. Electronic address: francisco.palacios@ehu.eus.

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Classifications MeSH