Profile of <i>Myracrodruon urundeuva</i> Volatile Compounds Ease of Extraction and Biodegradability and In Silico Evaluation of Their Interactions with COX-1 and iNOS
<i>Myracrodruon urundeuva</i> Fr. Allem. (Anacardiaceae) is a tree popularly known as the “aroeira-do-sertão”, native to the caatinga and cerrado biomes, with a natural dispersion ranging from the Northeast, Midwest, to Southeast Brazil. Its wood is highly valued and overexploited, due t...
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MDPI AG
2022-03-01
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| author | Yuri G. Figueiredo Eduardo A. Corrêa Afonso H. de Oliveira Junior Ana C. d. C. Mazzinghy Henrique d. O. P. Mendonça Yan J. G. Lobo Yesenia M. García Marcelo A. d. S. Gouvêia Ana C. C. F. F. de Paula Rodinei Augusti Luisa D. C. B. Reina Carlos H. da Silveira Leonardo H. F. de Lima Júlio O. F. Melo |
| author_facet | Yuri G. Figueiredo Eduardo A. Corrêa Afonso H. de Oliveira Junior Ana C. d. C. Mazzinghy Henrique d. O. P. Mendonça Yan J. G. Lobo Yesenia M. García Marcelo A. d. S. Gouvêia Ana C. C. F. F. de Paula Rodinei Augusti Luisa D. C. B. Reina Carlos H. da Silveira Leonardo H. F. de Lima Júlio O. F. Melo |
| author_sort | Yuri G. Figueiredo |
| collection | DOAJ |
| description | <i>Myracrodruon urundeuva</i> Fr. Allem. (Anacardiaceae) is a tree popularly known as the “aroeira-do-sertão”, native to the caatinga and cerrado biomes, with a natural dispersion ranging from the Northeast, Midwest, to Southeast Brazil. Its wood is highly valued and overexploited, due to its characteristics such as durability and resistance to decaying. The diversity of chemical constituents in aroeira seed has shown biological properties against microorganisms and helminths. As such, this work aimed to identify the profile of volatile compounds present in aroeira seeds. Headspace solid phase microextraction was employed (HS-SPME) using semi-polar polydimethylsiloxane-divinylbenzene fiber (PDMS/DVB) for the extraction of VOCs. 22 volatile organic compounds were identified: nine monoterpenes and eight sesquiterpenes, in addition to six compounds belonging to different chemical classes such as fatty acids, terpenoids, salicylates and others. Those that stood out were p-mentha-1,4, 4(8)-diene, 3-carene (found in all samples), caryophyllene and cis-geranylacetone. A virtual docking analysis suggested that around 65% of the VOCs molar content from the aroeiras seeds present moderate a strong ability to bind to cyclooxygenase I (COX-I) active site, oxide nitric synthase (iNOS) active site (iNOSas) or to iNOS cofactor site (iNOScs), corroborating an anti-inflamatory potential. A pharmacophoric descriptor analysis allowed to infer the more determinant characteristics of these compounds’ conferring affinity to each site. Taken together, our results illustrate the high applicability for the integrated use of SPME, in silico virtual screening and chemoinformatics tools at the profiling of the biotechnological and pharmaceutical potential of natural sources. |
| first_indexed | 2024-03-09T20:29:35Z |
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| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-09T20:29:35Z |
| publishDate | 2022-03-01 |
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| series | Molecules |
| spelling | doaj.art-df22457a69dc41e385d6ecf306273b1b2023-11-23T23:27:25ZengMDPI AGMolecules1420-30492022-03-01275163310.3390/molecules27051633Profile of <i>Myracrodruon urundeuva</i> Volatile Compounds Ease of Extraction and Biodegradability and In Silico Evaluation of Their Interactions with COX-1 and iNOSYuri G. Figueiredo0Eduardo A. Corrêa1Afonso H. de Oliveira Junior2Ana C. d. C. Mazzinghy3Henrique d. O. P. Mendonça4Yan J. G. Lobo5Yesenia M. García6Marcelo A. d. S. Gouvêia7Ana C. C. F. F. de Paula8Rodinei Augusti9Luisa D. C. B. Reina10Carlos H. da Silveira11Leonardo H. F. de Lima12Júlio O. F. Melo13Departamento de Ciências Exatas e Biológicas, Campus Sete Lagoas, Universidade Federal de São João Del-Rei, Sete Lagoas 35700-000, MG, BrazilCampus Dona Lindu, Universidade Federal de São João Del-Rei, Divinópolis 35501-296, MG, BrazilDepartamento de Ciências Exatas e Biológicas, Campus Sete Lagoas, Universidade Federal de São João Del-Rei, Sete Lagoas 35700-000, MG, BrazilDepartamento de Ciências Exatas e Biológicas, Campus Sete Lagoas, Universidade Federal de São João Del-Rei, Sete Lagoas 35700-000, MG, BrazilDepartamento de Ciências Exatas e Biológicas, Campus Sete Lagoas, Universidade Federal de São João Del-Rei, Sete Lagoas 35700-000, MG, BrazilCampus Dona Lindu, Universidade Federal de São João Del-Rei, Divinópolis 35501-296, MG, BrazilDepartamento de Ciências Exatas e Biológicas, Campus Sete Lagoas, Universidade Federal de São João Del-Rei, Sete Lagoas 35700-000, MG, BrazilDepartamento de Ciências Agrárias, Instituto Federal de Educação, Ciência e Tecnologia de Minas Gerais, Campus Bambuí, Bambuí 38900-000, MG, BrazilDepartamento de Ciências Agrárias, Instituto Federal de Educação, Ciência e Tecnologia de Minas Gerais, Campus Bambuí, Bambuí 38900-000, MG, BrazilDepartamento de Química, Campus Pampulha, Universidade Federal de Minas Gerais, Belo Horizonte 35702-031, MG, BrazilInstituto de Ciências Naturais, Humanas e Sociais, Universidade Federal de Minas Gerais, Belo Horizonte 35702-031, MG, BrazilInstituto de Ciências Tecnológicas, Campus Itabira, Universidade Federal de Itajubá, Itabira 35903-087, MG, BrazilDepartamento de Ciências Exatas e Biológicas, Campus Sete Lagoas, Universidade Federal de São João Del-Rei, Sete Lagoas 35700-000, MG, BrazilDepartamento de Ciências Exatas e Biológicas, Campus Sete Lagoas, Universidade Federal de São João Del-Rei, Sete Lagoas 35700-000, MG, Brazil<i>Myracrodruon urundeuva</i> Fr. Allem. (Anacardiaceae) is a tree popularly known as the “aroeira-do-sertão”, native to the caatinga and cerrado biomes, with a natural dispersion ranging from the Northeast, Midwest, to Southeast Brazil. Its wood is highly valued and overexploited, due to its characteristics such as durability and resistance to decaying. The diversity of chemical constituents in aroeira seed has shown biological properties against microorganisms and helminths. As such, this work aimed to identify the profile of volatile compounds present in aroeira seeds. Headspace solid phase microextraction was employed (HS-SPME) using semi-polar polydimethylsiloxane-divinylbenzene fiber (PDMS/DVB) for the extraction of VOCs. 22 volatile organic compounds were identified: nine monoterpenes and eight sesquiterpenes, in addition to six compounds belonging to different chemical classes such as fatty acids, terpenoids, salicylates and others. Those that stood out were p-mentha-1,4, 4(8)-diene, 3-carene (found in all samples), caryophyllene and cis-geranylacetone. A virtual docking analysis suggested that around 65% of the VOCs molar content from the aroeiras seeds present moderate a strong ability to bind to cyclooxygenase I (COX-I) active site, oxide nitric synthase (iNOS) active site (iNOSas) or to iNOS cofactor site (iNOScs), corroborating an anti-inflamatory potential. A pharmacophoric descriptor analysis allowed to infer the more determinant characteristics of these compounds’ conferring affinity to each site. Taken together, our results illustrate the high applicability for the integrated use of SPME, in silico virtual screening and chemoinformatics tools at the profiling of the biotechnological and pharmaceutical potential of natural sources.https://www.mdpi.com/1420-3049/27/5/1633cerradoAnacardiaceaearoeirabiological propertiesvirtual screeningchemoinformatics |
| spellingShingle | Yuri G. Figueiredo Eduardo A. Corrêa Afonso H. de Oliveira Junior Ana C. d. C. Mazzinghy Henrique d. O. P. Mendonça Yan J. G. Lobo Yesenia M. García Marcelo A. d. S. Gouvêia Ana C. C. F. F. de Paula Rodinei Augusti Luisa D. C. B. Reina Carlos H. da Silveira Leonardo H. F. de Lima Júlio O. F. Melo Profile of <i>Myracrodruon urundeuva</i> Volatile Compounds Ease of Extraction and Biodegradability and In Silico Evaluation of Their Interactions with COX-1 and iNOS Molecules cerrado Anacardiaceae aroeira biological properties virtual screening chemoinformatics |
| title | Profile of <i>Myracrodruon urundeuva</i> Volatile Compounds Ease of Extraction and Biodegradability and In Silico Evaluation of Their Interactions with COX-1 and iNOS |
| title_full | Profile of <i>Myracrodruon urundeuva</i> Volatile Compounds Ease of Extraction and Biodegradability and In Silico Evaluation of Their Interactions with COX-1 and iNOS |
| title_fullStr | Profile of <i>Myracrodruon urundeuva</i> Volatile Compounds Ease of Extraction and Biodegradability and In Silico Evaluation of Their Interactions with COX-1 and iNOS |
| title_full_unstemmed | Profile of <i>Myracrodruon urundeuva</i> Volatile Compounds Ease of Extraction and Biodegradability and In Silico Evaluation of Their Interactions with COX-1 and iNOS |
| title_short | Profile of <i>Myracrodruon urundeuva</i> Volatile Compounds Ease of Extraction and Biodegradability and In Silico Evaluation of Their Interactions with COX-1 and iNOS |
| title_sort | profile of i myracrodruon urundeuva i volatile compounds ease of extraction and biodegradability and in silico evaluation of their interactions with cox 1 and inos |
| topic | cerrado Anacardiaceae aroeira biological properties virtual screening chemoinformatics |
| url | https://www.mdpi.com/1420-3049/27/5/1633 |
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