Identification of Electronic and Structural Descriptors of Adenosine Analogues Related to Inhibition of Leishmanial Glyceraldehyde-3-Phosphate Dehydrogenase
Quantitative structure–activity relationship (QSAR) studies were performed in order to identify molecular features responsible for the antileishmanial activity of 61 adenosine analogues acting as inhibitors of the enzyme glyceraldehyde 3-phosphate dehydrogenase of Leishmania mexicana (LmGAPDH). Dens...
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| Format: | Article |
| Language: | English |
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MDPI AG
2013-04-01
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| Series: | Molecules |
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| Online Access: | http://www.mdpi.com/1420-3049/18/5/5032 |
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| author | Norka B. H. Lozano Rafael F. Oliveira Karen C. Weber Kathia M. Honorio Rafael V. Guido Adriano D. Andricopulo Albérico B. F. Da Silva |
| author_facet | Norka B. H. Lozano Rafael F. Oliveira Karen C. Weber Kathia M. Honorio Rafael V. Guido Adriano D. Andricopulo Albérico B. F. Da Silva |
| author_sort | Norka B. H. Lozano |
| collection | DOAJ |
| description | Quantitative structure–activity relationship (QSAR) studies were performed in order to identify molecular features responsible for the antileishmanial activity of 61 adenosine analogues acting as inhibitors of the enzyme glyceraldehyde 3-phosphate dehydrogenase of Leishmania mexicana (LmGAPDH). Density functional theory (DFT) was employed to calculate quantum-chemical descriptors, while several structural descriptors were generated with Dragon 5.4. Variable selection was undertaken with the ordered predictor selection (OPS) algorithm, which provided a set with the most relevant descriptors to perform PLS, PCR and MLR regressions. Reliable and predictive models were obtained, as attested by their high correlation coefficients, as well as the agreement between predicted and experimental values for an external test set. Additional validation procedures were carried out, demonstrating that robust models were developed, providing helpful tools for the optimization of the antileishmanial activity of adenosine compounds. |
| first_indexed | 2024-12-10T21:29:53Z |
| format | Article |
| id | doaj.art-106cf724faab4b1d81fd848bf7ccfa5c |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-10T21:29:53Z |
| publishDate | 2013-04-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-106cf724faab4b1d81fd848bf7ccfa5c2022-12-22T01:32:50ZengMDPI AGMolecules1420-30492013-04-011855032505010.3390/molecules18055032Identification of Electronic and Structural Descriptors of Adenosine Analogues Related to Inhibition of Leishmanial Glyceraldehyde-3-Phosphate DehydrogenaseNorka B. H. LozanoRafael F. OliveiraKaren C. WeberKathia M. HonorioRafael V. GuidoAdriano D. AndricopuloAlbérico B. F. Da SilvaQuantitative structure–activity relationship (QSAR) studies were performed in order to identify molecular features responsible for the antileishmanial activity of 61 adenosine analogues acting as inhibitors of the enzyme glyceraldehyde 3-phosphate dehydrogenase of Leishmania mexicana (LmGAPDH). Density functional theory (DFT) was employed to calculate quantum-chemical descriptors, while several structural descriptors were generated with Dragon 5.4. Variable selection was undertaken with the ordered predictor selection (OPS) algorithm, which provided a set with the most relevant descriptors to perform PLS, PCR and MLR regressions. Reliable and predictive models were obtained, as attested by their high correlation coefficients, as well as the agreement between predicted and experimental values for an external test set. Additional validation procedures were carried out, demonstrating that robust models were developed, providing helpful tools for the optimization of the antileishmanial activity of adenosine compounds.http://www.mdpi.com/1420-3049/18/5/5032adenosine compoundsantileishmanial activityglyceraldehyde 3-phosphate dehydrogenaseDFTmultivariate regression |
| spellingShingle | Norka B. H. Lozano Rafael F. Oliveira Karen C. Weber Kathia M. Honorio Rafael V. Guido Adriano D. Andricopulo Albérico B. F. Da Silva Identification of Electronic and Structural Descriptors of Adenosine Analogues Related to Inhibition of Leishmanial Glyceraldehyde-3-Phosphate Dehydrogenase Molecules adenosine compounds antileishmanial activity glyceraldehyde 3-phosphate dehydrogenase DFT multivariate regression |
| title | Identification of Electronic and Structural Descriptors of Adenosine Analogues Related to Inhibition of Leishmanial Glyceraldehyde-3-Phosphate Dehydrogenase |
| title_full | Identification of Electronic and Structural Descriptors of Adenosine Analogues Related to Inhibition of Leishmanial Glyceraldehyde-3-Phosphate Dehydrogenase |
| title_fullStr | Identification of Electronic and Structural Descriptors of Adenosine Analogues Related to Inhibition of Leishmanial Glyceraldehyde-3-Phosphate Dehydrogenase |
| title_full_unstemmed | Identification of Electronic and Structural Descriptors of Adenosine Analogues Related to Inhibition of Leishmanial Glyceraldehyde-3-Phosphate Dehydrogenase |
| title_short | Identification of Electronic and Structural Descriptors of Adenosine Analogues Related to Inhibition of Leishmanial Glyceraldehyde-3-Phosphate Dehydrogenase |
| title_sort | identification of electronic and structural descriptors of adenosine analogues related to inhibition of leishmanial glyceraldehyde 3 phosphate dehydrogenase |
| topic | adenosine compounds antileishmanial activity glyceraldehyde 3-phosphate dehydrogenase DFT multivariate regression |
| url | http://www.mdpi.com/1420-3049/18/5/5032 |
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