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Eugenol derivatives: synthesis, characterization, and evaluation of antibacterial and antioxidant activities

Overview of attention for article published in BMC Chemistry, April 2018
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Title
Eugenol derivatives: synthesis, characterization, and evaluation of antibacterial and antioxidant activities
Published in
BMC Chemistry, April 2018
DOI 10.1186/s13065-018-0407-4
Pubmed ID
Authors

Francisco Felipe Maia da Silva, Francisco José Queiroz Monte, Telma Leda Gomes de Lemos, Patrícia Georgina Garcia do Nascimento, Alana Kelly de Medeiros Costa, Luanda Misley Mota de Paiva

Abstract

Eugenol is the major component of clove essential oil and has demonstrated relevant biological potential with well-known antimicrobial and antioxidant action. Therefore, this work carried out the synthesis, purification, characterization, and evaluation of the antioxidant and antibacterial potential of 19 eugenol derivatives. The derivatives were produced by esterification reactions in the hydroxyl group (-OH) of eugenol with different carboxylic acids and also by addition reactions in the double bond of the allyl group. The derivatives had a promising antibacterial potential, including a lower minimum inhibitory concentration of 500 μg/mL than eugenol (1000 μg/mL). In addition, the derivatives were active against bacterial strains (Escherichia coli, Staphylococcus aureus) that eugenol itself showed no activity, thus increasing the spectrum of antibacterial action. As for the antioxidant activity, it was observed that the derivatives that involved esterification reactions in the hydroxyl group (-OH) of the eugenol molecule's phenol resulted in a significant reduction of the antioxidant action (IC50 > 100 μg/mL) when compared with the eugenol precursor molecule (IC50 = 4.38 μg/mL). On the other hand, the structural changes located in the double bond affected much more smoothly the capacity of capturing radicals than the starting molecule, also being obtained derivatives with proximal antioxidant capacity (IC50 = 19.30 μg/mL) to commercial standards such as Trolox (IC50 = 16.00 μg/mL).

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The data shown below were compiled from readership statistics for 211 Mendeley readers of this research output. Click here to see the associated Mendeley record.

Geographical breakdown

Country Count As %
Unknown 211 100%

Demographic breakdown

Readers by professional status Count As %
Student > Bachelor 33 16%
Student > Master 22 10%
Student > Ph. D. Student 14 7%
Researcher 12 6%
Professor 8 4%
Other 33 16%
Unknown 89 42%
Readers by discipline Count As %
Chemistry 50 24%
Pharmacology, Toxicology and Pharmaceutical Science 16 8%
Agricultural and Biological Sciences 15 7%
Unspecified 7 3%
Biochemistry, Genetics and Molecular Biology 6 3%
Other 24 11%
Unknown 93 44%