RT info:eu-repo/semantics/article
T1 Antileishmanial activity of new hybrid tetrahydroquinoline and quinoline derivatives with phosphorus substituents
T2 Actividad frente a Leishmania de nuevos derivados híbridos de tetrahidroquinolina y quinolina con sustituyentes de fósforo
A1 Tejería, Ana
A1 Pérez Pertejo, Maria Yolanda
A1 Reguera Torres, Rosa María
A1 Carbajo Andrés, Rubén
A1 Balaña Fouce, Rafael
A1 Alonso Pérez, Concepción Estíbaliz
A1 Martín Encinas, Endika
A1 Selas, Asier
A1 Rubiales, Gloria
A1 Palacios, Francisco
A2 Toxicologia
K1 Farmacología
K1 Leishmania
K1 Phosphorus substituted quinoline derivatives
K1 DNA-Topoisomerase
K1 32 Ciencias Médicas
K1 3214 Toxicología
AB [EN] Heterocyclic compounds, such as hybrid tetrahydroquinoline and quinoline derivatives with phosphorated groups, have been prepared by multicomponent cycloaddition reaction between phosphorus-substituted anilines, aldehydes and styrenes. The antileishmanial activity of these compounds has been evaluated on both promastigotes and intramacrophagic amastigotes of Leishmania infantum. Good antileishmanial activity of functionalized tetrahydroquinolines 4a, 5a, 6b and quinoline 8b has been observed with similar activity than the standard drug amphotericin B and close selective index (SI between 43 and 57) towards L. infantum amastigotes to amphotericin B. Special interest shows tetrahydroquinolylphosphine sulfide 5a with an EC50 value (0.61 ± 0.18 μM) similar to the standard drug amphotericin B (0.32 ± 0.05 μM) and selective index (SI = 56.87). In addition, compound 4c shows remarkable inhibition on Leishmania topoisomerase IB. Parallel theoretical study of stereoelectronic properties, application of docking-based virtual screening methods, along with molecular electrostatic potential and predictive druggability analyses are also reported.
PB Elsevier
SN 0223-5234
LK https://hdl.handle.net/10612/17795
UL https://hdl.handle.net/10612/17795
NO Tejería, A., Pérez-Pertejo, Y., Reguera, R. M., Carbajo-Andrés, R., Balaña-Fouce, R., Alonso, C., Martin-Encinas, E., Selas, A., Rubiales, G., & Palacios, F. (2019). Antileishmanial activity of new hybrid tetrahydroquinoline and quinoline derivatives with phosphorus substituents. European Journal of Medicinal Chemistry, 162, 18-31. https://doi.org/10.1016/J.EJMECH.2018.10.065
DS BULERIA. Repositorio Institucional de la Universidad de León
RD 30-jun-2024