Synthesis and Evaluation of Trypanocidal Activity of Chromane-Type Compounds and Acetophenones
American trypanosomiasis (Chagas disease) caused by the <i>Trypanosoma cruzi</i> parasite, is a severe health problem in different regions of Latin America and is currently reported to be spreading to Europe, North America, Japan, and Australia, due to the migration of populations from S...
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| Format: | Article |
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MDPI AG
2021-11-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/26/23/7067 |
| _version_ | 1797507414232137728 |
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| author | Luis A. González Sara Robledo Yulieth Upegui Gustavo Escobar Wiston Quiñones |
| author_facet | Luis A. González Sara Robledo Yulieth Upegui Gustavo Escobar Wiston Quiñones |
| author_sort | Luis A. González |
| collection | DOAJ |
| description | American trypanosomiasis (Chagas disease) caused by the <i>Trypanosoma cruzi</i> parasite, is a severe health problem in different regions of Latin America and is currently reported to be spreading to Europe, North America, Japan, and Australia, due to the migration of populations from South and Central America. At present, there is no vaccine available and chemotherapeutic options are reduced to nifurtimox and benznidazole. Therefore, the discovery of new molecules is urgently needed to initiate the drug development process. Some acetophenones and chalcones, as well as chromane-type substances, such as chromones and flavones, are natural products that have been studied as trypanocides, but the relationships between structure and activity are not yet fully understood. In this work, 26 compounds were synthesized to determine the effect of hydroxyl and isoprenyl substituents on trypanocide activity. One of the compounds showed interesting activity against a resistant strain of <i>T. cruzi</i>, with a half effective concentration of 18.3 µM ± 1.1 and an index of selectivity > 10.9. |
| first_indexed | 2024-03-10T04:48:09Z |
| format | Article |
| id | doaj.art-30314596a88f4369bb7b9ca03c1eeab6 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-10T04:48:09Z |
| publishDate | 2021-11-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-30314596a88f4369bb7b9ca03c1eeab62023-11-23T02:46:50ZengMDPI AGMolecules1420-30492021-11-012623706710.3390/molecules26237067Synthesis and Evaluation of Trypanocidal Activity of Chromane-Type Compounds and AcetophenonesLuis A. González0Sara Robledo1Yulieth Upegui2Gustavo Escobar3Wiston Quiñones4Grupo de Química Orgánica de Productos Naturales, Instituto de Química, Facultad de Ciencias Exactas y Naturales, Universidad de Antioquia, Calle 70 N° 52-21, Medellín 050014, ColombiaPrograma de Estudio y Control de Enfermedades Tropicales (PECET), Facultad de Medicina, Universidad de Antioquia, Calle 70 N° 52-21, Medellín 050014, ColombiaPrograma de Estudio y Control de Enfermedades Tropicales (PECET), Facultad de Medicina, Universidad de Antioquia, Calle 70 N° 52-21, Medellín 050014, ColombiaGrupo de Química Orgánica de Productos Naturales, Instituto de Química, Facultad de Ciencias Exactas y Naturales, Universidad de Antioquia, Calle 70 N° 52-21, Medellín 050014, ColombiaGrupo de Química Orgánica de Productos Naturales, Instituto de Química, Facultad de Ciencias Exactas y Naturales, Universidad de Antioquia, Calle 70 N° 52-21, Medellín 050014, ColombiaAmerican trypanosomiasis (Chagas disease) caused by the <i>Trypanosoma cruzi</i> parasite, is a severe health problem in different regions of Latin America and is currently reported to be spreading to Europe, North America, Japan, and Australia, due to the migration of populations from South and Central America. At present, there is no vaccine available and chemotherapeutic options are reduced to nifurtimox and benznidazole. Therefore, the discovery of new molecules is urgently needed to initiate the drug development process. Some acetophenones and chalcones, as well as chromane-type substances, such as chromones and flavones, are natural products that have been studied as trypanocides, but the relationships between structure and activity are not yet fully understood. In this work, 26 compounds were synthesized to determine the effect of hydroxyl and isoprenyl substituents on trypanocide activity. One of the compounds showed interesting activity against a resistant strain of <i>T. cruzi</i>, with a half effective concentration of 18.3 µM ± 1.1 and an index of selectivity > 10.9.https://www.mdpi.com/1420-3049/26/23/7067<i>Trypanosoma cruzi</i>chromanephenolic compoundsprenyl derivatives |
| spellingShingle | Luis A. González Sara Robledo Yulieth Upegui Gustavo Escobar Wiston Quiñones Synthesis and Evaluation of Trypanocidal Activity of Chromane-Type Compounds and Acetophenones Molecules <i>Trypanosoma cruzi</i> chromane phenolic compounds prenyl derivatives |
| title | Synthesis and Evaluation of Trypanocidal Activity of Chromane-Type Compounds and Acetophenones |
| title_full | Synthesis and Evaluation of Trypanocidal Activity of Chromane-Type Compounds and Acetophenones |
| title_fullStr | Synthesis and Evaluation of Trypanocidal Activity of Chromane-Type Compounds and Acetophenones |
| title_full_unstemmed | Synthesis and Evaluation of Trypanocidal Activity of Chromane-Type Compounds and Acetophenones |
| title_short | Synthesis and Evaluation of Trypanocidal Activity of Chromane-Type Compounds and Acetophenones |
| title_sort | synthesis and evaluation of trypanocidal activity of chromane type compounds and acetophenones |
| topic | <i>Trypanosoma cruzi</i> chromane phenolic compounds prenyl derivatives |
| url | https://www.mdpi.com/1420-3049/26/23/7067 |
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