A QSAR Study for Antileishmanial 2-Phenyl-2,3-dihydrobenzofurans <sup>†</sup>
Leishmaniasis, a parasitic disease that represents a threat to the life of millions of people around the globe, is currently lacking effective treatments. We have previously reported on the antileishmanial activity of a series of synthetic 2-phenyl-2,3-dihydrobenzofurans and some qualitative structu...
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| Format: | Article |
| Language: | English |
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MDPI AG
2023-04-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/28/8/3399 |
| _version_ | 1797604105396420608 |
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| author | Freddy A. Bernal Thomas J. Schmidt |
| author_facet | Freddy A. Bernal Thomas J. Schmidt |
| author_sort | Freddy A. Bernal |
| collection | DOAJ |
| description | Leishmaniasis, a parasitic disease that represents a threat to the life of millions of people around the globe, is currently lacking effective treatments. We have previously reported on the antileishmanial activity of a series of synthetic 2-phenyl-2,3-dihydrobenzofurans and some qualitative structure–activity relationships within this set of neolignan analogues. Therefore, in the present study, various quantitative structure–activity relationship (QSAR) models were created to explain and predict the antileishmanial activity of these compounds. Comparing the performance of QSAR models based on molecular descriptors and multiple linear regression, random forest, and support vector regression with models based on 3D molecular structures and their interaction fields (MIFs) with partial least squares regression, it turned out that the latter (i.e., 3D-QSAR models) were clearly superior to the former. MIF analysis for the best-performing and statistically most robust 3D-QSAR model revealed the most important structural features required for antileishmanial activity. Thus, this model can guide decision-making during further development by predicting the activity of potentially new leishmanicidal dihydrobenzofurans before synthesis. |
| first_indexed | 2024-03-11T04:41:36Z |
| format | Article |
| id | doaj.art-8995d39fa5174e348323835e353cf9b4 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-11T04:41:36Z |
| publishDate | 2023-04-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-8995d39fa5174e348323835e353cf9b42023-11-17T20:38:25ZengMDPI AGMolecules1420-30492023-04-01288339910.3390/molecules28083399A QSAR Study for Antileishmanial 2-Phenyl-2,3-dihydrobenzofurans <sup>†</sup>Freddy A. Bernal0Thomas J. Schmidt1University of Münster, Institute of Pharmaceutical Biology and Phytochemistry (IPBP), PharmaCampus—Corrensstraße 48, 48149 Münster, GermanyUniversity of Münster, Institute of Pharmaceutical Biology and Phytochemistry (IPBP), PharmaCampus—Corrensstraße 48, 48149 Münster, GermanyLeishmaniasis, a parasitic disease that represents a threat to the life of millions of people around the globe, is currently lacking effective treatments. We have previously reported on the antileishmanial activity of a series of synthetic 2-phenyl-2,3-dihydrobenzofurans and some qualitative structure–activity relationships within this set of neolignan analogues. Therefore, in the present study, various quantitative structure–activity relationship (QSAR) models were created to explain and predict the antileishmanial activity of these compounds. Comparing the performance of QSAR models based on molecular descriptors and multiple linear regression, random forest, and support vector regression with models based on 3D molecular structures and their interaction fields (MIFs) with partial least squares regression, it turned out that the latter (i.e., 3D-QSAR models) were clearly superior to the former. MIF analysis for the best-performing and statistically most robust 3D-QSAR model revealed the most important structural features required for antileishmanial activity. Thus, this model can guide decision-making during further development by predicting the activity of potentially new leishmanicidal dihydrobenzofurans before synthesis.https://www.mdpi.com/1420-3049/28/8/33992-phenyl-2,3-dihydrobenzofurans<i>Leishmania</i>3D-QSARQSARneolignan analogues |
| spellingShingle | Freddy A. Bernal Thomas J. Schmidt A QSAR Study for Antileishmanial 2-Phenyl-2,3-dihydrobenzofurans <sup>†</sup> Molecules 2-phenyl-2,3-dihydrobenzofurans <i>Leishmania</i> 3D-QSAR QSAR neolignan analogues |
| title | A QSAR Study for Antileishmanial 2-Phenyl-2,3-dihydrobenzofurans <sup>†</sup> |
| title_full | A QSAR Study for Antileishmanial 2-Phenyl-2,3-dihydrobenzofurans <sup>†</sup> |
| title_fullStr | A QSAR Study for Antileishmanial 2-Phenyl-2,3-dihydrobenzofurans <sup>†</sup> |
| title_full_unstemmed | A QSAR Study for Antileishmanial 2-Phenyl-2,3-dihydrobenzofurans <sup>†</sup> |
| title_short | A QSAR Study for Antileishmanial 2-Phenyl-2,3-dihydrobenzofurans <sup>†</sup> |
| title_sort | qsar study for antileishmanial 2 phenyl 2 3 dihydrobenzofurans sup † sup |
| topic | 2-phenyl-2,3-dihydrobenzofurans <i>Leishmania</i> 3D-QSAR QSAR neolignan analogues |
| url | https://www.mdpi.com/1420-3049/28/8/3399 |
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