Synthesis and Antimycobacterial Activity of 2,5-Disubstituted and 1,2,5-Trisubstituted Benzimidazoles

Rogelio Jimenez Juarez; Wendy Cruz-Chávez; Nayeli de Jesús-Ramírez; Guadalupe Ivonne Castro-Ramírez; Itzel  Uribe-González; Gabriela Martínez-Mejía; Ricardo Ruiz-Nicolás; Charmina Aguirre-Alvarado; Nayeli Shantal Castrejón-Jiménez; Blanca Estela García-Pérez

doi:doi: 10.3389/fchem.2020.00433

Synthesis and Antimycobacterial Activity of 2,5-Disubstituted and 1,2,5-Trisubstituted Benzimidazoles

Título traducido de la contribución: Síntesis y actividad antimicobacteriana de bencimidazoles 2,5-disustituidos y 1,2,5-trisustituidos

Rogelio Jimenez Juarez, Wendy Cruz-Chávez, Nayeli de Jesús-Ramírez, Guadalupe Ivonne Castro-Ramírez, Itzel Uribe-González, Gabriela Martínez-Mejía, Ricardo Ruiz-Nicolás, Charmina Aguirre-Alvarado, Nayeli Shantal Castrejón-Jiménez, Blanca Estela García-Pérez

Escuela Nacional de Ciencias Biológicas (ENCB)

Producción científica: Contribución a una revista › Artículo › revisión exhaustiva

Resumen

The appearance of drug-resistant strains of Mycobacterium tuberculosis and the dramatic increase in infection rates worldwide evidences the urgency of developing new and effective compounds for treating tuberculosis. Benzimidazoles represent one possible source of new compounds given that antimycobacterial activity has already been documented for some derivatives, such as those bearing electron-withdrawing groups. The aim of this study was to synthesize two series of benzimidazoles, di- and trisubstituted derivatives, and evaluate their antimycobacterial activity.
The benzimidazoles (5a, 5b, and 11) showed in vitro potency against mycobacteria, reflected in minimal inhibitory concentration (MIC) values in the range of 6.25–25μg/mL.

Título traducido de la contribución	Síntesis y actividad antimicobacteriana de bencimidazoles 2,5-disustituidos y 1,2,5-trisustituidos
Idioma original	Inglés
Número de artículo	433
Páginas (desde-hasta)	1-12
Número de páginas	12
Publicación	Frontiers in Chemistry
Volumen	8
N.º	433
DOI	https://doi.org/doi: 10.3389/fchem.2020.00433
Estado	Publicada - 19 jun. 2020

Palabras clave

benzimidazole derivatives, Mycobacterium tuberculosis, mycobacterial intracellular activity, FtsZ protein, docking study

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doi: 10.3389/fchem.2020.00433

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Jimenez Juarez, R., Cruz-Chávez, W., de Jesús-Ramírez, N., Castro-Ramírez, G. I., Uribe-González, I., Martínez-Mejía, G., Ruiz-Nicolás, R., Aguirre-Alvarado, C., Castrejón-Jiménez, N. S., & García-Pérez, B. E. (2020). Synthesis and Antimycobacterial Activity of 2,5-Disubstituted and 1,2,5-Trisubstituted Benzimidazoles. Frontiers in Chemistry, 8(433), 1-12. Artículo 433. https://doi.org/doi: 10.3389/fchem.2020.00433

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abstract = "The appearance of drug-resistant strains of Mycobacterium tuberculosis and the dramatic increase in infection rates worldwide evidences the urgency of developing new and effective compounds for treating tuberculosis. Benzimidazoles represent one possible source of new compounds given that antimycobacterial activity has already been documented for some derivatives, such as those bearing electron-withdrawing groups. The aim of this study was to synthesize two series of benzimidazoles, di- and trisubstituted derivatives, and evaluate their antimycobacterial activity. The benzimidazoles (5a, 5b, and 11) showed in vitro potency against mycobacteria, reflected in minimal inhibitory concentration (MIC) values in the range of 6.25–25μg/mL.",

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Jimenez Juarez, R, Cruz-Chávez, W, de Jesús-Ramírez, N, Castro-Ramírez, GI, Uribe-González, I, Martínez-Mejía, G, Ruiz-Nicolás, R, Aguirre-Alvarado, C, Castrejón-Jiménez, NS & García-Pérez, BE 2020, 'Synthesis and Antimycobacterial Activity of 2,5-Disubstituted and 1,2,5-Trisubstituted Benzimidazoles', Frontiers in Chemistry, vol. 8, n.º 433, 433, pp. 1-12. https://doi.org/doi: 10.3389/fchem.2020.00433

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T1 - Synthesis and Antimycobacterial Activity of 2,5-Disubstituted and 1,2,5-Trisubstituted Benzimidazoles

AU - Jimenez Juarez, Rogelio

AU - Cruz-Chávez, Wendy

AU - de Jesús-Ramírez, Nayeli

AU - Castro-Ramírez, Guadalupe Ivonne

AU - Uribe-González, Itzel

AU - Martínez-Mejía, Gabriela

AU - Ruiz-Nicolás, Ricardo

AU - Aguirre-Alvarado, Charmina

AU - Castrejón-Jiménez, Nayeli Shantal

AU - García-Pérez, Blanca Estela

PY - 2020/6/19

Y1 - 2020/6/19

N2 - The appearance of drug-resistant strains of Mycobacterium tuberculosis and the dramatic increase in infection rates worldwide evidences the urgency of developing new and effective compounds for treating tuberculosis. Benzimidazoles represent one possible source of new compounds given that antimycobacterial activity has already been documented for some derivatives, such as those bearing electron-withdrawing groups. The aim of this study was to synthesize two series of benzimidazoles, di- and trisubstituted derivatives, and evaluate their antimycobacterial activity. The benzimidazoles (5a, 5b, and 11) showed in vitro potency against mycobacteria, reflected in minimal inhibitory concentration (MIC) values in the range of 6.25–25μg/mL.

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KW - benzimidazole derivatives, Mycobacterium tuberculosis, mycobacterial intracellular activity, FtsZ protein, docking study

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