Utilize este identificador para referenciar este registo:
https://hdl.handle.net/1822/68491
Título: | New eugenol derivatives with enhanced insecticidal activity |
Autor(es): | Fernandes, Maria José Gomes Pereira, Renato B. Pereira, David M. Fortes, A. Gil Castanheira, Elisabete M. S. Gonçalves, M. Sameiro T. |
Palavras-chave: | eugenol derivatives semisynthetic insecticides phenylpropanoids Spodoptera frugiperda natural product-derived insecticides |
Data: | Nov-2020 |
Editora: | Multidisciplinary Digital Publishing Institute |
Revista: | International Journal of Molecular Sciences |
Citação: | Fernandes, M. J. G.; Pereira, R. B.; Pereira, D. M.; Fortes, A. G.; Castanheira, E. M. S.; Gonçalves, M. S. T. New Eugenol Derivatives with Enhanced Insecticidal Activity. Int. J. Mol. Sci. 2020, 21, 9257. DOI: 10.3390/ijms21239257 |
Resumo(s): | Eugenol, the generic name of 4-allyl-2-methoxyphenol, is the major component of clove essential oil, and has demonstrated relevant biological potential with well-known antimicrobial and antioxidant actions. New <i>O</i>-alkylated eugenol derivatives, bearing a propyl chain with terminals like hydrogen, hydroxyl, ester, chlorine, and carboxylic acid, were synthesized in the present work. These compounds were later subjected to epoxidation conditions to give the corresponding oxiranes. All derivatives were evaluated against their effect upon the viability of insect cell line <i>Sf9</i> (<i>Spodoptera frugiperda</i>), demonstrating that structural changes elicit marked effects in terms of potency. In addition, the most promising molecules were evaluated for their impact in cell morphology, caspase-like activity, and potential toxicity towards human cells. Some molecules stood out in terms of toxicity towards insect cells, with morphological assessment of treated cells showing chromatin condensation and fragmentation, which are compatible with the occurrence of programmed cell death, later confirmed by evaluation of caspase-like activity. These findings point out the potential use of eugenol derivatives as semisynthetic insecticides from plant natural products. |
Tipo: | Artigo |
URI: | https://hdl.handle.net/1822/68491 |
DOI: | 10.3390/ijms21239257 |
ISSN: | 1661-6596 |
e-ISSN: | 1422-0067 |
Versão da editora: | https://www.mdpi.com/1422-0067/21/23/9257 |
Arbitragem científica: | yes |
Acesso: | Acesso aberto |
Aparece nas coleções: | PHYSICS OF QUANTUM MATERIALS AND BIONANOSTRUCTURES (2018 - ...) CDQuim - Artigos (Papers) |
Ficheiros deste registo:
Ficheiro | Descrição | Tamanho | Formato | |
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ijms-21-09257.pdf | 1,69 MB | Adobe PDF | Ver/Abrir |
Este trabalho está licenciado sob uma Licença Creative Commons