Biological Activity of NHC-Gold-Alkynyl Complexes Derived from 3-Hydroxyflavones

Mármol, Inés ; Quero, Javier ; Azcárate, Paula ; Atrián-Blasco, Elena ; Ramos, Carla ; Santos, Joana ; Gimeno, María Concepción ; Rodríguez-Yoldi, María Jesús (Universidad de Zaragoza) ; Cerrada, Elena (Universidad de Zaragoza)

Resumen: In this paper we describe the synthesis of new N-heterocyclic carbene (NHC) gold(I) derivatives with flavone-derived ligands with a propargyl ether group. The compounds were screened for their antimicrobial and anticancer activities, showing greater activity against bacteria than against colon cancer cells (Caco-2). Complexes [Au(L2b)(IMe)] (1b) and [Au(L2b)(IPr)] (2b) were found to be active against both Gram-positive and Gram-negative strains. The mechanism of action of 1b was evaluated by measurement of thioredoxin reductase (TrxR) and dihydrofolate reductase (DHFR) activity, besides scanning electron microscopy (SEM). Inhibition of the enzyme thioredoxin reductase is not observed in either Escherichia Coli or Caco-2 cells; however, DHFR activity is compromised after incubation of E. coli cells with complex 1b. Moreover, loss of structural integrity and change in bacterial shape is observed in the images obtained from scanning electron microscopy (SEM) after treatment E. coli cells with complex 1b.

Idioma: Inglés

DOI: 10.3390/pharmaceutics14102064

Año: 2022

Publicado en: Pharmaceutics 14, 10 (2022), 2064 [15 pp.]
ISSN: 1999-4923

Factor impacto JCR: 5.4 (2022)

Categ. JCR: PHARMACOLOGY & PHARMACY rank: 50 / 278 = 0.18 (2022) - Q1 - T1

Factor impacto CITESCORE: 6.9 - Pharmacology, Toxicology and Pharmaceutics (Q1)

Factor impacto SCIMAGO: 0.795 - Pharmaceutical Science (Q1)

Financiación: info:eu-repo/grantAgreement/ES/DGA/E07-20R
Financiación: info:eu-repo/grantAgreement/ES/AEI/PID2019-104379RB-C21
Financiación: info:eu-repo/grantAgreement/ES/CIBERObn/CB06-03-1012
Financiación: info:eu-repo/grantAgreement/ES/DGA/B16-R17
Financiación: info:eu-repo/grantAgreement/ES/MICINN-AEI/RED2018-102471-T
Financiación: info:eu-repo/grantAgreement/ES/MICINN-AEI/SAF2016-75441-R
Financiación: info:eu-repo/grantAgreement/EUR/SUDOE/INTERREG/Redvalue-SOE1-PI-E0123

Tipo y forma: Artículo (Versión definitiva)

Área (Departamento): Área Química Inorgánica (Dpto. Química Inorgánica)
Área (Departamento): Área Fisiología (Dpto. Farmac.Fisiol.y Med.L.F.)