Hybrids of Methylxanthines and Azoderivatives as Acetylcholinesterase Inhibitors: Structure–Activity Relationship Analysis
In this work, we synthesized methylxanthine and azobenzene derivatives, linked to secondary amines via a seven-carbon chain, to evaluate their acetylcholinesterase (AChE) inhibitory activity. Among the azobenzene compounds, <b>3a</b> exhibited the highest activity with an IC<sub>50...
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MDPI AG
2024-11-01
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| author | Brunella Biscussi Santiago Gundin Martina Donozo Ana Paula Murray |
| author_facet | Brunella Biscussi Santiago Gundin Martina Donozo Ana Paula Murray |
| author_sort | Brunella Biscussi |
| collection | DOAJ |
| description | In this work, we synthesized methylxanthine and azobenzene derivatives, linked to secondary amines via a seven-carbon chain, to evaluate their acetylcholinesterase (AChE) inhibitory activity. Among the azobenzene compounds, <b>3a</b> exhibited the highest activity with an IC<sub>50</sub> of 1.1 µM. Meanwhile, the theobromine derivative <b>2a</b> was the most potent inhibitor among the methylxanthines, with an IC<sub>50</sub> of 0.19 µM. These results highlight the importance of structure–activity relationship analysis to optimize AChE inhibition by modifying pharmacophore fragments and secondary amines. |
| format | Article |
| id | doaj-art-bca2dd896f0b488b932b0e2800ae481e |
| institution | OA Journals |
| issn | 2673-4583 |
| language | English |
| publishDate | 2024-11-01 |
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| series | Chemistry Proceedings |
| spelling | doaj-art-bca2dd896f0b488b932b0e2800ae481e2025-08-20T02:24:19ZengMDPI AGChemistry Proceedings2673-45832024-11-0116111110.3390/ecsoc-28-20258Hybrids of Methylxanthines and Azoderivatives as Acetylcholinesterase Inhibitors: Structure–Activity Relationship AnalysisBrunella Biscussi0Santiago Gundin1Martina Donozo2Ana Paula Murray3Departamento de Química, Instituto de Química del Sur (INQUISUR-CONICET-UNS), Universidad Nacional del Sur, Av. Alem 1253, Bahía Blanca 8000, ArgentinaDepartamento de Química, Instituto de Química del Sur (INQUISUR-CONICET-UNS), Universidad Nacional del Sur, Av. Alem 1253, Bahía Blanca 8000, ArgentinaDepartamento de Química, Instituto de Química del Sur (INQUISUR-CONICET-UNS), Universidad Nacional del Sur, Av. Alem 1253, Bahía Blanca 8000, ArgentinaDepartamento de Química, Instituto de Química del Sur (INQUISUR-CONICET-UNS), Universidad Nacional del Sur, Av. Alem 1253, Bahía Blanca 8000, ArgentinaIn this work, we synthesized methylxanthine and azobenzene derivatives, linked to secondary amines via a seven-carbon chain, to evaluate their acetylcholinesterase (AChE) inhibitory activity. Among the azobenzene compounds, <b>3a</b> exhibited the highest activity with an IC<sub>50</sub> of 1.1 µM. Meanwhile, the theobromine derivative <b>2a</b> was the most potent inhibitor among the methylxanthines, with an IC<sub>50</sub> of 0.19 µM. These results highlight the importance of structure–activity relationship analysis to optimize AChE inhibition by modifying pharmacophore fragments and secondary amines.https://www.mdpi.com/2673-4583/16/1/111acetylcholinesterase inhibitorsmicrowave-assisted synthesiscaffeine derivativesazobenzene derivatives |
| spellingShingle | Brunella Biscussi Santiago Gundin Martina Donozo Ana Paula Murray Hybrids of Methylxanthines and Azoderivatives as Acetylcholinesterase Inhibitors: Structure–Activity Relationship Analysis Chemistry Proceedings acetylcholinesterase inhibitors microwave-assisted synthesis caffeine derivatives azobenzene derivatives |
| title | Hybrids of Methylxanthines and Azoderivatives as Acetylcholinesterase Inhibitors: Structure–Activity Relationship Analysis |
| title_full | Hybrids of Methylxanthines and Azoderivatives as Acetylcholinesterase Inhibitors: Structure–Activity Relationship Analysis |
| title_fullStr | Hybrids of Methylxanthines and Azoderivatives as Acetylcholinesterase Inhibitors: Structure–Activity Relationship Analysis |
| title_full_unstemmed | Hybrids of Methylxanthines and Azoderivatives as Acetylcholinesterase Inhibitors: Structure–Activity Relationship Analysis |
| title_short | Hybrids of Methylxanthines and Azoderivatives as Acetylcholinesterase Inhibitors: Structure–Activity Relationship Analysis |
| title_sort | hybrids of methylxanthines and azoderivatives as acetylcholinesterase inhibitors structure activity relationship analysis |
| topic | acetylcholinesterase inhibitors microwave-assisted synthesis caffeine derivatives azobenzene derivatives |
| url | https://www.mdpi.com/2673-4583/16/1/111 |
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