In vitro and Quantitative and Structure Activity Relationship (QSAR) evaluation of the antifungal activity of terpenoid constituents of essential oils against Alternaria alternata and Fusarium oxysporum.
Introduction. Fungal genera Alternaria and Fusarium include human and plant pathogenic species. Several antifungals have been used for their control, but excessive use has contributed to resistance development in pathogens. An alternative to searching for and developing new antifungal agents is usin...
| Publicado en: | Biomédica: Revista del Instituto Nacional de Salud Vol. 43; pp. 156 - 170 |
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| Autores principales: | , , , |
| Formato: | Artículo |
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Instituto Nacional de Salud of Colombia
2023 Supplement
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| fields | @attributes: recordID: 1 pdfLink: plink: https://search.ebscohost.com/login.aspx?direct=true&db=lth&AN=172377848&site=ehost-live header: @attributes: shortDbName: lth uiTerm: 172377848 longDbName: MedicLatina uiTag: AN controlInfo: bkinfo: jinfo: jid: 01204157 3ANP jtl: Biomédica: Revista del Instituto Nacional de Salud issn: 01204157 maglogo: N pubinfo: dt: 2023 Supplement vid: 43 pid: 35431 pub: Instituto Nacional de Salud of Colombia artinfo: ui: 172377848 10.7705/biomedica.6883 ppf: 156 ppct: 14 formats: fmt: @attributes: type: P size: 1.3MB tig: atl: In vitro and Quantitative and Structure Activity Relationship (QSAR) evaluation of the antifungal activity of terpenoid constituents of essential oils against Alternaria alternata and Fusarium oxysporum. aug: au: Andrade-Ochoa, Sergio Sánchez-Aldana, Daniela María Rodríguez-Valdez, Luz Virginia Nevárez-Moorillón, Guadalupe affil: Facultad de Ciencias Químicas, Universidad Autónoma de Chihuahua, Chihuahua, México Facultad de Medicina y Ciencias Biomédicas, Universidad Autónoma de Chihuahua, Chihuahua, México su: Structure-activity relationships Essential oils Fusarium oxysporum Alternaria alternata Pharmaceutical chemistry Antifungal agents sug: subj: Structure-activity relationships Essential oils Fusarium oxysporum Alternaria alternata Pharmaceutical chemistry Antifungal agents keyword: aceites volátiles Alternaria Fusarium oils quantitative structureactivity relationship relación estructura-actividad cuantitativa volatile aceites volátiles relación estructura-actividad cuantitativa ab: Introduction. Fungal genera Alternaria and Fusarium include human and plant pathogenic species. Several antifungals have been used for their control, but excessive use has contributed to resistance development in pathogens. An alternative to searching for and developing new antifungal agents is using essential oils and their main components, which have biological activities of interest in medicine and food production. Objective. To evaluate in vitro and in silico the antifungal activities of terpenoids against Alternaria alternata and Fusarium oxysporum. Materials and methods. The minimum inhibitory concentration and minimum fungicidal concentration values of 27 constituents of essential oils used against Alternaria alternata and Fusarium oxysporum were evaluated in vitro. In addition, using genetic algorithms, quantitative models of the structure-activity relationship were used to identify the structural and physicochemical properties related to antifungal activity. Results. The evaluated compounds proved to be effective antifungals. Thymol was the most active with a minimum inhibitory concentration of 91.6 ± 28.8 µg/ml for A. alternata and F. oxysporum. Quantitative structure-activity relationship models revealed the octanolwater cleavage ratio as the molecular property, and the phenols as the main functional group contributing to antifungal activity. Conclusion. Terpenoids exhibit relevant antifungal activities that should be incorporated into the study of medicinal chemistry. Inclusion of in silico assays in the in vitro evaluation is a valuable tool in the search for and rational design of terpene derivatives as new potential antifungal agents. Introducción. Los géneros Alternaria y Fusarium contienen especies patógenas para los humanos y los cultivos. Para su control, se han utilizado diversos antifúngicos. Sin embargo, su uso desmedido ha contribuido al desarrollo de agentes patógenos resistentes. Una alternativa para buscar y desarrollar nuevos agentes antimicóticos son los aceites esenciales y sus componentes principales, los cuales poseen diversas actividades biológicas de interés para la medicina y en la preservación de alimentos. Objetivo. Evaluar in vitro e in silico las actividades antifúngicas de terpenoides contra Alternaria alternata y Fusarium oxysporum. Materiales y métodos. Se evaluaron in vitro las concentraciones inhibitorias mínimas y las concentraciones fungicidas mínimas de 27 constituyentes de aceites esenciales contra A. alternata y F. oxysporum. Además, mediante algoritmos genéticos, se crearon modelos cuantitativos de la relación estructura-actividad para determinar las propiedades estructurales y fisicoquímicas relacionadas con la actividad antifúngica. Resultados. Los compuestos evaluados mostraron ser antifúngicos activos. El timol fue el compuesto con mayor actividad, con un valor de concentración inhibitoria mínima de 91.6 ± 28.8 µg/ml, tanto para Alternaria alternata como para Fusarium oxysporum. Los modelos cuantitativos de la relación estructura-actividad incluyeron la avidez por los lípidos y los fenoles como los principales grupos funcionales que contribuyen en la actividad antifúngica. Conclusión. Los terpenoides poseen actividades antifúngicas relevantes para ser incorporados en el estudio de la química medicinal. La inclusión de pruebas in silico a la evaluación in vitro es una herramienta útil para la búsqueda y el diseño racional de derivados terpénicos como posibles agentes antifúngicos. pubtype: Academic Journal doctype: Article src: R language: English refInfo: copyright: @attributes: flag: Y custom: Copyright of Biomédica: Revista del Instituto Nacional de Salud is the property of Instituto Nacional de Salud of Colombia and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. item: Biomédica: Revista del Instituto Nacional de Salud holder: Instituto Nacional de Salud of Colombia dt: @attributes: year: 2023 holdings: @attributes: islocal: N |
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