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00925njm 22002777a 4500 dc Ibáñez Escribano, Alexandra author Reviriego, Felipe author Vela, Nerea author Fonseca Berzal, Cristina Rosa author Nogal Ruiz, Juan José author Arán, Vicente J. author Escario García-Trevijano, José Antonio author Gómez Barrio, Alicia author 2021-02-05 A series of 11 3-(ω-aminoalkoxy)-1-benzyl-5-nitroindazoles (2–12) has been prepared starting from 1-benzyl-5-nitroindazol-3-ol 13, and evaluated against sensitive and resistant isolates of the sexually transmitted protozoan Trichomonas vaginalis. Compounds 2, 3, 6, 9, 10 and 11 showed trichomonacidal profiles with IC50 < 20 µM against the metronidazole-sensitive isolate. Moreover, all these compounds submitted to cytotoxicity assays against mammalian cells exhibited low non-specific cytotoxic effects, except compounds 3 and 9 which displayed moderate cytotoxicity (CC50 = 74.7 and 59.1 µM, respectively). Those compounds with trichomonacidal effect were also evaluated against a metronidazole-resistant culture. Special mention deserve compounds 6 and 10, which displayed better IC50 values (1.3 and 0.5 µM respectively) than that of the reference drug (IC50 MTZ = 3.0 µM). The high activity of these compounds against the resistant isolate reinforces the absence of cross-resistance with the reference drug. The remarkable trichomonacidal results against resistant T. vaginalis isolates suggest the interest of 3-(ω-aminoalkoxy)-1-benzyl-5-nitroindazoles to be considered as good prototypes to continue in the development of new drugs with enhanced trichomonacidal activity, aiming to increase the non-existent drugs to face clinical resistance efficiently for those patients in whom therapy with 5-nitroimidazoles is contraindicated. Ibáñez Escribano, A., Reviriego, F., Vela, N. et al. «Promising Hit Compounds against Resistant Trichomoniasis: Synthesis and Antiparasitic Activity of 3-(ω-Aminoalkoxy)-1-Benzyl-5-Nitroindazoles». Bioorganic & Medicinal Chemistry Letters, vol. 37, abril de 2021, p. 127843. DOI.org (Crossref), https://doi.org/10.1016/j.bmcl.2021.127843. 0960-894X 10.1016/j.bmcl.2021.127843 https://hdl.handle.net/20.500.14352/6801 https://doi.org/10.1016/j.bmcl.2021.127843 http://www.journals.elsevier.com/bioorganic-and-medicinal-chemistry-letters/ Promising hit compounds against resistant trichomoniasis: Synthesis and antiparasitic activity of 3-(ω-aminoalkoxy)-1-benzyl-5-nitroindazoles