Acta Pharmaceutica, Vol. 71 No. 3, 2021.
Short communication, Note
https://doi.org/10.2478/acph-2021-0032
Esters of quinoxaline-7-carboxylate-1,4-di-N-oxide as Trichomonas vaginalis triosephosphate isomerase inhibitors
ISIDRO PALOS
; Unidad Académica Multidisciplinaria Reynosa-Rodhe, Universidad Autónoma de Tamaulipas, 88779 Reynosa, México
ROSA MOO-PUC
; Unidad de Investigación Médica Yucatán, Unidad Médica de Alta Especialidad, Centro Médico Ignacio García Téllez, Instituto Mexicano del Seguro Social, Col. Industrial, 97150 Mérida, México
JOSÉ LUIS VIQUE-SÁNCHEZ
; Escuela Nacional de Medicina y Homeopatía, Instituto Politécnico Nacional, La Escalera Ticoman, 07320 Ciudad de México, México
CLAUDIA G. BENÍTEZ-CARDOZA
; Escuela Nacional de Medicina y Homeopatía, Instituto Politécnico Nacional, Guillermo Massieu Helguera No. 239, La Escalera Ticoman, 07320 Ciudad de México, México
ANTONIO MONGE
; Drug R & D Unit, Center for Applied Pharmacobiology Research, University of Navarra, C/Irunlarrea, 31008 Pamplona, Spain
JUAN CARLOS VILLALOBOS-ROCHA
; Centro de Biotecnología Genómica, Instituto Politécnico Nacional, 88710 Reynosa, México
ALMA D. PAZ-GONZALEZ
; Centro de Biotecnología Genómica, Instituto Politécnico Nacional, 88710 Reynosa, México
GILDARDO RIVERA
orcid.org/0000-0001-9842-4167
; Centro de Biotecnología Genómica, Instituto Politécnico Nacional, 88710 Reynosa, México
Abstract
Trichomoniasis is a public health problem worldwide. Trichomoniasis treatment consists of the use of nitroimidazole derivatives; however, therapeutic ineffectiveness occurs in 5 to 20 % of the cases. Therefore, it is essential to propose new pharmacological agents against this disease. In this work, esters of quinoxaline-7-carboxylate-1,4-di-N-oxide (EQX-NO) were evaluated in in vitro assays as novel trichomonicidal agents. Additionally, an in vitro enzyme assay and molecular docking analysis against triosephosphate isomerase of Trichomonas vaginalis to confirm their mechanism of action were performed. Ethyl (compound 12) and n-propyl (compound 37) esters of quinoxaline-7-carboxylate-1,4-di-N-oxide derivatives showed trichomonicidal activity comparable to nitazoxanide, whereas five methyl (compounds 5, 15, 19, 20 and 22), four isopropyl (compounds 28, 29, 30 and 34), three ethyl (compound (4, 13 and 23) and one n-propyl (compound 35) ester derivatives displayed activity comparable to albendazole. Compounds 6 and 20 decreased 100 % of the enzyme activity of recombinant protein triosephosphate isomerase.
Keywords
quinoxaline 1,4-di-N-oxide; trichomoniasis; triosephosphate isomerase inhibitor
Hrčak ID:
247830
URI
Publication date:
30.9.2021.
Visits: 930 *