Literature DB >> 29133045

Synthesis, characterization, and antileishmanial activity of neutral N-heterocyclic carbenes gold(I) complexes.

Chen Zhang1, Sandra Bourgeade Delmas2, Álvaro Fernández Álvarez1, Alexis Valentin2, Catherine Hemmert3, Heinz Gornitzka1.   

Abstract

A series of five new mononuclear neutral gold(I) complexes containing N-heterocyclic carbenes (NHCs) was synthesized and fully characterized by spectroscopic methods. The X-ray structures of four complexes are presented. These gold(I) complexes together with four other neutral gold(I)-NHC complexes previously described were evaluated in vitro against Leishmania infantum promastigotes and axenic amastigotes. Moreover, their cytotoxicity was assessed on the murine macrophages J774A.1. Except one complex (10), eight gold(I)-NHC-Cl complexes show potent activity against the pathological relevant form of L. infantum amastigote with IC50 in the low micromolar and submicromolar range and five of them exhibit a SI close to 10. The lead-complex 11 displays a very high and selective activity (IC50 = 190 nM, SI = 40.29) and constitutes the best promising gold(I)-based drug of this series.
Copyright © 2017 Elsevier Masson SAS. All rights reserved.

Entities:  

Keywords:  Antileishmanial activity; Gold; J774.1A; Leishmania infantum; N-heterocyclic carbene; Selectivity

Mesh:

Substances:

Year:  2017        PMID: 29133045     DOI: 10.1016/j.ejmech.2017.10.060

Source DB:  PubMed          Journal:  Eur J Med Chem        ISSN: 0223-5234            Impact factor:   6.514


  9 in total

1.  Novel 8-nitroquinolin-2(1H)-ones as NTR-bioactivated antikinetoplastid molecules: Synthesis, electrochemical and SAR study.

Authors:  Julien Pedron; Clotilde Boudot; Sébastien Hutter; Sandra Bourgeade-Delmas; Jean-Luc Stigliani; Alix Sournia-Saquet; Alain Moreau; Elisa Boutet-Robinet; Lucie Paloque; Emmanuelle Mothes; Michèle Laget; Laure Vendier; Geneviève Pratviel; Susan Wyllie; Alan Fairlamb; Nadine Azas; Bertrand Courtioux; Alexis Valentin; Pierre Verhaeghe
Journal:  Eur J Med Chem       Date:  2018-06-05       Impact factor: 6.514

2.  8-Aryl-6-chloro-3-nitro-2-(phenylsulfonylmethyl)imidazo[1,2-a]pyridines as potent antitrypanosomatid molecules bioactivated by type 1 nitroreductases.

Authors:  Cyril Fersing; Clotilde Boudot; Julien Pedron; Sébastien Hutter; Nicolas Primas; Caroline Castera-Ducros; Sandra Bourgeade-Delmas; Alix Sournia-Saquet; Alain Moreau; Anita Cohen; Jean-Luc Stigliani; Geneviève Pratviel; Maxime D Crozet; Susan Wyllie; Alan Fairlamb; Alexis Valentin; Pascal Rathelot; Nadine Azas; Bertrand Courtioux; Pierre Verhaeghe; Patrice Vanelle
Journal:  Eur J Med Chem       Date:  2018-08-01       Impact factor: 6.514

3.  Antitrypanosomatid Pharmacomodulation at Position 3 of the 8-Nitroquinolin-2(1H)-one Scaffold Using Palladium-Catalysed Cross-Coupling Reactions.

Authors:  Julien Pedron; Clotilde Boudot; Sandra Bourgeade-Delmas; Alix Sournia-Saquet; Lucie Paloque; Maryam Rastegari; Mansour Abdoulaye; Hussein El-Kashef; Colin Bonduelle; Geneviève Pratviel; Susan Wyllie; Alan H Fairlamb; Bertrand Courtioux; Pierre Verhaeghe; Alexis Valentin
Journal:  ChemMedChem       Date:  2018-09-17       Impact factor: 3.466

4.  Gold(I) Phosphine Derivatives with Improved Selectivity as Topically Active Drug Leads to Overcome 5-Nitroheterocyclic Drug Resistance in Trichomonas vaginalis.

Authors:  Yukiko Miyamoto; Shubhangi Aggarwal; Jeff Joseph A Celaje; Sozaburo Ihara; Jonathan Ang; Dmitry B Eremin; Kirkwood M Land; Lisa A Wrischnik; Liangfang Zhang; Valery V Fokin; Lars Eckmann
Journal:  J Med Chem       Date:  2021-05-11       Impact factor: 8.039

5.  Hybrid Gold(I) NHC-Artemether Complexes to Target Falciparum Malaria Parasites.

Authors:  Manel Ouji; Guillaume Barnoin; Álvaro Fernández Álvarez; Jean-Michel Augereau; Catherine Hemmert; Françoise Benoit-Vical; Heinz Gornitzka
Journal:  Molecules       Date:  2020-06-18       Impact factor: 4.411

6.  Antileishmanial activity of Urtica dioica extract against zoonotic cutaneous leishmaniasis.

Authors:  Alireza Badirzadeh; Maryam Heidari-Kharaji; Vahid Fallah-Omrani; Hossein Dabiri; Atefeh Araghi; Alireza Salimi Chirani
Journal:  PLoS Negl Trop Dis       Date:  2020-01-13

Review 7.  Quinoline derivatives volunteering against antimicrobial resistance: rational approaches, design strategies, structure activity relationship and mechanistic insights.

Authors:  Nitish Kumar; Aanchal Khanna; Komalpreet Kaur; Harmandeep Kaur; Anchal Sharma; Preet Mohinder Singh Bedi
Journal:  Mol Divers       Date:  2022-10-05       Impact factor: 3.364

8.  Comparing the Antileishmanial Activity of Gold(I) and Gold(III) Compounds in L. amazonensis and L. braziliensis in Vitro.

Authors:  Karen Minori; Letícia B Rosa; Riccardo Bonsignore; Angela Casini; Danilo C Miguel
Journal:  ChemMedChem       Date:  2020-09-28       Impact factor: 3.466

9.  Gold(I) and Gold(III) N-Heterocyclic Carbene Complexes as Antibacterial Agents and Inhibitors of Bacterial Thioredoxin Reductase.

Authors:  Rolf Büssing; Bianka Karge; Petra Lippmann; Peter G Jones; Mark Brönstrup; Ingo Ott
Journal:  ChemMedChem       Date:  2021-08-03       Impact factor: 3.540

  9 in total

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