Molecular Modeling Based on Time-Dependent Density Functional Theory (TD-DFT) Applied to the UV-Vis Spectra of Natural Compounds
As diseases caused by solar radiation have gained great prominence, several methods to prevent them have been developed. Among the most common, the use of sunscreens is customary and accessible. The application of theoretical methods has helped to design new compounds with therapeutic and protective...
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MDPI AG
2022-12-01
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| Series: | Chemistry |
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| Online Access: | https://www.mdpi.com/2624-8549/5/1/4 |
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| author | João Otávio Anhaia-Machado Artur Caminero Gomes Soares Claudinéia Aparecida Sales de Oliveira Pinto Andres Ignacio Ávila Barrera André Rolim Baby Gustavo Henrique Goulart Trossini |
| author_facet | João Otávio Anhaia-Machado Artur Caminero Gomes Soares Claudinéia Aparecida Sales de Oliveira Pinto Andres Ignacio Ávila Barrera André Rolim Baby Gustavo Henrique Goulart Trossini |
| author_sort | João Otávio Anhaia-Machado |
| collection | DOAJ |
| description | As diseases caused by solar radiation have gained great prominence, several methods to prevent them have been developed. Among the most common, the use of sunscreens is customary and accessible. The application of theoretical methods has helped to design new compounds with therapeutic and protective functions. Natural compounds with described photoprotective potential properties (3-O-methylquercetin, gallic acid, aloin, catechin, quercetin, and resveratrol) were selected to perform theoretical studies. Computational methods were applied to predict their absorption spectra, using DFT and TD-DFT methods with functional B3LYP/6−311+g(d,p) basis sets and methanol (IEFPCM) as a solvent. The main electronic transitions of the compounds were evaluated by observing whether the differences in HOMO and LUMO energies that absorb in the UV range are UVA (320–400 nm), UVB (290–320 nm), or UVC (100–290 nm). Experimental validation was carried out for EMC, quercetin, and resveratrol, demonstrating the consistency of the computational method. Results obtained suggest that resveratrol is a candidate for use in sunscreens. The study provided relevant information about the in silico predictive power of natural molecules with the potential for use as photoprotective adjuvants, which may result in fewer time and resource expenditures in the search for photoprotective compounds. |
| first_indexed | 2024-03-11T06:46:37Z |
| format | Article |
| id | doaj.art-64ff777b49aa4fe4b1499ef852b88e13 |
| institution | Directory Open Access Journal |
| issn | 2624-8549 |
| language | English |
| last_indexed | 2024-03-11T06:46:37Z |
| publishDate | 2022-12-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Chemistry |
| spelling | doaj.art-64ff777b49aa4fe4b1499ef852b88e132023-11-17T10:15:23ZengMDPI AGChemistry2624-85492022-12-0151415310.3390/chemistry5010004Molecular Modeling Based on Time-Dependent Density Functional Theory (TD-DFT) Applied to the UV-Vis Spectra of Natural CompoundsJoão Otávio Anhaia-Machado0Artur Caminero Gomes Soares1Claudinéia Aparecida Sales de Oliveira Pinto2Andres Ignacio Ávila Barrera3André Rolim Baby4Gustavo Henrique Goulart Trossini5Department of Pharmacy, Faculty of Pharmaceutical Sciences, University of Sao Paulo, Sao Paulo 05508-000, BrazilDepartment of Pharmacy, Faculty of Pharmaceutical Sciences, University of Sao Paulo, Sao Paulo 05508-000, BrazilDepartment of Pharmacy, Faculty of Pharmaceutical Sciences, University of Sao Paulo, Sao Paulo 05508-000, BrazilDepartment of Mathematics, Center for Modeling and Scientific Computing, Universidad de La Frontera, Temuco 4811230, ChileDepartment of Pharmacy, Faculty of Pharmaceutical Sciences, University of Sao Paulo, Sao Paulo 05508-000, BrazilDepartment of Pharmacy, Faculty of Pharmaceutical Sciences, University of Sao Paulo, Sao Paulo 05508-000, BrazilAs diseases caused by solar radiation have gained great prominence, several methods to prevent them have been developed. Among the most common, the use of sunscreens is customary and accessible. The application of theoretical methods has helped to design new compounds with therapeutic and protective functions. Natural compounds with described photoprotective potential properties (3-O-methylquercetin, gallic acid, aloin, catechin, quercetin, and resveratrol) were selected to perform theoretical studies. Computational methods were applied to predict their absorption spectra, using DFT and TD-DFT methods with functional B3LYP/6−311+g(d,p) basis sets and methanol (IEFPCM) as a solvent. The main electronic transitions of the compounds were evaluated by observing whether the differences in HOMO and LUMO energies that absorb in the UV range are UVA (320–400 nm), UVB (290–320 nm), or UVC (100–290 nm). Experimental validation was carried out for EMC, quercetin, and resveratrol, demonstrating the consistency of the computational method. Results obtained suggest that resveratrol is a candidate for use in sunscreens. The study provided relevant information about the in silico predictive power of natural molecules with the potential for use as photoprotective adjuvants, which may result in fewer time and resource expenditures in the search for photoprotective compounds.https://www.mdpi.com/2624-8549/5/1/4photoprotectorsnatural productsmolecular modelingtime-dependent density functional theory (TD-DFT)UV |
| spellingShingle | João Otávio Anhaia-Machado Artur Caminero Gomes Soares Claudinéia Aparecida Sales de Oliveira Pinto Andres Ignacio Ávila Barrera André Rolim Baby Gustavo Henrique Goulart Trossini Molecular Modeling Based on Time-Dependent Density Functional Theory (TD-DFT) Applied to the UV-Vis Spectra of Natural Compounds Chemistry photoprotectors natural products molecular modeling time-dependent density functional theory (TD-DFT) UV |
| title | Molecular Modeling Based on Time-Dependent Density Functional Theory (TD-DFT) Applied to the UV-Vis Spectra of Natural Compounds |
| title_full | Molecular Modeling Based on Time-Dependent Density Functional Theory (TD-DFT) Applied to the UV-Vis Spectra of Natural Compounds |
| title_fullStr | Molecular Modeling Based on Time-Dependent Density Functional Theory (TD-DFT) Applied to the UV-Vis Spectra of Natural Compounds |
| title_full_unstemmed | Molecular Modeling Based on Time-Dependent Density Functional Theory (TD-DFT) Applied to the UV-Vis Spectra of Natural Compounds |
| title_short | Molecular Modeling Based on Time-Dependent Density Functional Theory (TD-DFT) Applied to the UV-Vis Spectra of Natural Compounds |
| title_sort | molecular modeling based on time dependent density functional theory td dft applied to the uv vis spectra of natural compounds |
| topic | photoprotectors natural products molecular modeling time-dependent density functional theory (TD-DFT) UV |
| url | https://www.mdpi.com/2624-8549/5/1/4 |
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