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Proceeding Paper

Eugenol Ester Derivatives: Synthesis, Insecticidal Activity and Computational Studies †

by
José R. A. Coelho
1,
Tatiana F. Vieira
2,3,
Renato B. Pereira
4,
David M. Pereira
4,
Elisabete M. S. Castanheira
5,
A. Gil Fortes
1,
Sérgio F. Sousa
2,3,
Maria José G. Fernandes
1 and
M. Sameiro T. Gonçalves
1,*
1
Centre of Chemistry (CQ/UM), University of Minho, Campus of Gualtar, 4710-057 Braga, Portugal
2
Associate Laboratory i4HB—Institute for Health and Bioeconomy, Faculty of Medicine, University of Porto, 4200-319 Porto, Portugal
3
UCIBIO—Applied Molecular Biosciences Unit, BioSIM—Department of Biomedicine, Faculty of Medicine, University of Porto, Alameda Prof. Hernâni Monteiro, 4200-319 Porto, Portugal
4
REQUIMTE/LAQV, Laboratory of Pharmacognosy, Department of Chemistry, Faculty of Pharmacy, University of Porto, R. Jorge Viterbo Ferreira, 228, 4050-313 Porto, Portugal
5
Centre of Physics of Minho and Porto Universities (CF-UM-UP), University of Minho, Campus of Gualtar, 4710-057 Braga, Portugal
*
Author to whom correspondence should be addressed.
†
Presented at the 25th International Electronic Conference on Synthetic Organic Chemistry, 15–30 November 2021; Available online: https://ecsoc-25.sciforum.net/.
Chem. Proc. 2022, 8(1), 83; https://doi.org/10.3390/ecsoc-25-11787
Published: 14 November 2021
(This article belongs to the Proceedings of The 25th International Electronic Conference on Synthetic Organic Chemistry)
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Abstract

Specific structural modifications in eugenol molecules can simultaneously improve the biological activity and reduce side effects of the respective analogues. The esterification of eugenol by two different experimental procedures, and subsequently the conversion of one of the esters into the corresponding oxirane, was carried out. All derivatives obtained were then evaluated for their effect on the viability of Sf9 (Spodoptera frugiperda) cells. In addition, a structured-based inverted virtual screening protocol was employed to identify the potential proteins associated with the observed insecticidal activity. The encouraging results obtained allowed us to establish a preliminary structure–activity relationship.
Keywords: eugenol; eugenol derivatives; Spodoptera frugiperda; insecticidal activity; computational studies eugenol; eugenol derivatives; Spodoptera frugiperda; insecticidal activity; computational studies

Share and Cite

MDPI and ACS Style

Coelho, J.R.A.; Vieira, T.F.; Pereira, R.B.; Pereira, D.M.; Castanheira, E.M.S.; Fortes, A.G.; Sousa, S.F.; Fernandes, M.J.G.; Gonçalves, M.S.T. Eugenol Ester Derivatives: Synthesis, Insecticidal Activity and Computational Studies. Chem. Proc. 2022, 8, 83. https://doi.org/10.3390/ecsoc-25-11787

AMA Style

Coelho JRA, Vieira TF, Pereira RB, Pereira DM, Castanheira EMS, Fortes AG, Sousa SF, Fernandes MJG, Gonçalves MST. Eugenol Ester Derivatives: Synthesis, Insecticidal Activity and Computational Studies. Chemistry Proceedings. 2022; 8(1):83. https://doi.org/10.3390/ecsoc-25-11787

Chicago/Turabian Style

Coelho, José R. A., Tatiana F. Vieira, Renato B. Pereira, David M. Pereira, Elisabete M. S. Castanheira, A. Gil Fortes, Sérgio F. Sousa, Maria José G. Fernandes, and M. Sameiro T. Gonçalves. 2022. "Eugenol Ester Derivatives: Synthesis, Insecticidal Activity and Computational Studies" Chemistry Proceedings 8, no. 1: 83. https://doi.org/10.3390/ecsoc-25-11787

APA Style

Coelho, J. R. A., Vieira, T. F., Pereira, R. B., Pereira, D. M., Castanheira, E. M. S., Fortes, A. G., Sousa, S. F., Fernandes, M. J. G., & Gonçalves, M. S. T. (2022). Eugenol Ester Derivatives: Synthesis, Insecticidal Activity and Computational Studies. Chemistry Proceedings, 8(1), 83. https://doi.org/10.3390/ecsoc-25-11787

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