Synthesis, evaluation of the biological activity against Trypanosoma cruzi and Leishmania donovani. Preliminary in silico ADMET studies of 5-nitroimidazole derivatives
The synthesis and evaluation of the biological activity of a series of 5-nitroimidazole hybrids is described. The structures of the synthesized hybrids were confirmed by spectral analysis FT-IR, 1H NMR, 13C NMR, MS, and by Elemental Analysis. The toxicity (ADME/Tox) assessment study were carried out...
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| Format: | Article |
| Language: | English |
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Elsevier
2025-04-01
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| Series: | European Journal of Medicinal Chemistry Reports |
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| Online Access: | http://www.sciencedirect.com/science/article/pii/S2772417425000044 |
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| author | Miguel A. Rodríguez Ali Mijoba Nereida J. Parra-Giménez Zuleyma Blanco Katiuska Chávez Alirica I. Suárez Esteban Fernandez-Moreira Hegira Ramírez Jaime E. Charris |
| author_facet | Miguel A. Rodríguez Ali Mijoba Nereida J. Parra-Giménez Zuleyma Blanco Katiuska Chávez Alirica I. Suárez Esteban Fernandez-Moreira Hegira Ramírez Jaime E. Charris |
| author_sort | Miguel A. Rodríguez |
| collection | DOAJ |
| description | The synthesis and evaluation of the biological activity of a series of 5-nitroimidazole hybrids is described. The structures of the synthesized hybrids were confirmed by spectral analysis FT-IR, 1H NMR, 13C NMR, MS, and by Elemental Analysis. The toxicity (ADME/Tox) assessment study were carried out to predict the molecular properties associated with pharmacokinetic aspects of novel compounds. The trypanocidal and leishmanicidal activities of all synthesized hybrids were evaluated, compounds 7a and 8b were active against the epimastigote form of T. cruzi. Compound 10b showed marginal activity against the promastigote form of L. donovani. Sulfonyl derivative 8b was the most promising compound with IC50: 9.58 ± 2.02 μM and with a selectivity index (SI) greater than 31.31, that justifies the description as a promising hit for further study as a possible antichagasic agent. |
| format | Article |
| id | doaj-art-11987cc337e647309a61d305f04d4dd7 |
| institution | Kabale University |
| issn | 2772-4174 |
| language | English |
| publishDate | 2025-04-01 |
| publisher | Elsevier |
| record_format | Article |
| series | European Journal of Medicinal Chemistry Reports |
| spelling | doaj-art-11987cc337e647309a61d305f04d4dd72025-02-07T04:48:32ZengElsevierEuropean Journal of Medicinal Chemistry Reports2772-41742025-04-0113100248Synthesis, evaluation of the biological activity against Trypanosoma cruzi and Leishmania donovani. Preliminary in silico ADMET studies of 5-nitroimidazole derivativesMiguel A. Rodríguez0Ali Mijoba1Nereida J. Parra-Giménez2Zuleyma Blanco3Katiuska Chávez4Alirica I. Suárez5Esteban Fernandez-Moreira6Hegira Ramírez7Jaime E. Charris8Laboratorio de Síntesis Orgánica, Facultad de Farmacia, Universidad Central de Venezuela, Apartado 47206, Los Chaguaramos, 1041-A, Caracas, VenezuelaLaboratorio de Síntesis Orgánica, Facultad de Farmacia, Universidad Central de Venezuela, Apartado 47206, Los Chaguaramos, 1041-A, Caracas, Venezuela; Laboratorio de Fisiología de Parásitos. Centro de Biofísica y Bioquímica, Instituto Venezolano de Investigaciones Científicas (IVIC), Altos de Pipe, Caracas, VenezuelaLaboratorio de Fisiología de Parásitos. Centro de Biofísica y Bioquímica, Instituto Venezolano de Investigaciones Científicas (IVIC), Altos de Pipe, Caracas, Venezuela; Corresponding author.Laboratorio de Síntesis Orgánica, Facultad de Farmacia, Universidad Central de Venezuela, Apartado 47206, Los Chaguaramos, 1041-A, Caracas, VenezuelaLaboratorio de Productos Naturales, Facultad de Farmacia, Universidad Central de Venezuela, Los Chaguaramos, 1041-A, Caracas, VenezuelaLaboratorio de Productos Naturales, Facultad de Farmacia, Universidad Central de Venezuela, Los Chaguaramos, 1041-A, Caracas, VenezuelaEscuela de Medicina, Universidad Espíritu Santo, Samborondón, 092301, EcuadorUniversidad ECOTEC, Km. 13.5 Vía Samborondón, Samborondón, Guayas, 092302, Ecuador; Corresponding author.Laboratorio de Síntesis Orgánica, Facultad de Farmacia, Universidad Central de Venezuela, Apartado 47206, Los Chaguaramos, 1041-A, Caracas, Venezuela; Corresponding author.The synthesis and evaluation of the biological activity of a series of 5-nitroimidazole hybrids is described. The structures of the synthesized hybrids were confirmed by spectral analysis FT-IR, 1H NMR, 13C NMR, MS, and by Elemental Analysis. The toxicity (ADME/Tox) assessment study were carried out to predict the molecular properties associated with pharmacokinetic aspects of novel compounds. The trypanocidal and leishmanicidal activities of all synthesized hybrids were evaluated, compounds 7a and 8b were active against the epimastigote form of T. cruzi. Compound 10b showed marginal activity against the promastigote form of L. donovani. Sulfonyl derivative 8b was the most promising compound with IC50: 9.58 ± 2.02 μM and with a selectivity index (SI) greater than 31.31, that justifies the description as a promising hit for further study as a possible antichagasic agent.http://www.sciencedirect.com/science/article/pii/S2772417425000044Chagas diseaseLeishmania donovaniTotoxicity assay5-NitroimidazoleHybridation |
| spellingShingle | Miguel A. Rodríguez Ali Mijoba Nereida J. Parra-Giménez Zuleyma Blanco Katiuska Chávez Alirica I. Suárez Esteban Fernandez-Moreira Hegira Ramírez Jaime E. Charris Synthesis, evaluation of the biological activity against Trypanosoma cruzi and Leishmania donovani. Preliminary in silico ADMET studies of 5-nitroimidazole derivatives European Journal of Medicinal Chemistry Reports Chagas disease Leishmania donovani Totoxicity assay 5-Nitroimidazole Hybridation |
| title | Synthesis, evaluation of the biological activity against Trypanosoma cruzi and Leishmania donovani. Preliminary in silico ADMET studies of 5-nitroimidazole derivatives |
| title_full | Synthesis, evaluation of the biological activity against Trypanosoma cruzi and Leishmania donovani. Preliminary in silico ADMET studies of 5-nitroimidazole derivatives |
| title_fullStr | Synthesis, evaluation of the biological activity against Trypanosoma cruzi and Leishmania donovani. Preliminary in silico ADMET studies of 5-nitroimidazole derivatives |
| title_full_unstemmed | Synthesis, evaluation of the biological activity against Trypanosoma cruzi and Leishmania donovani. Preliminary in silico ADMET studies of 5-nitroimidazole derivatives |
| title_short | Synthesis, evaluation of the biological activity against Trypanosoma cruzi and Leishmania donovani. Preliminary in silico ADMET studies of 5-nitroimidazole derivatives |
| title_sort | synthesis evaluation of the biological activity against trypanosoma cruzi and leishmania donovani preliminary in silico admet studies of 5 nitroimidazole derivatives |
| topic | Chagas disease Leishmania donovani Totoxicity assay 5-Nitroimidazole Hybridation |
| url | http://www.sciencedirect.com/science/article/pii/S2772417425000044 |
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