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Volume 79
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Article

Scavenger Activity Evaluation of the Clove Bud Essential Oil (Eugenia caryophyllus) and Eugenol Derivatives Employing ABTS+• Decolorization

by
Diego R. MERCHÁN ARENAS
1,
Amner MUÑOZ ACEVEDO
2,
Leonor Y. VARGAS MÉNDEZ
3 and
Vladimir V. KOUZNETSOV
1,*
1
Laboratorio de Química Orgánica y Biomolecular, Escuela de Química, Universidad Industrial de Santander, A. A. 678, Bucaramanga, Colombia
2
Departamento de Química y Biología, Universidad del Norte, A.A. 1569, Barranquilla, Colombia
3
Grupo de Investigaciones Ambientales, Facultad de Química Ambiental, Universidad Santo Tomás, A. A. 1076, Bucaramanga, Colombia
*
Author to whom correspondence should be addressed.
Sci. Pharm. 2011, 79(4), 779-792; https://doi.org/10.3797/scipharm.1109-11
Submission received: 19 September 2011 / Accepted: 17 October 2011 / Published: 17 October 2011
Versions Notes

Abstract

The essential oil (EO) of clove bud dried fruits from Eugenia caryophyllus was obtained by a conventional hydrodistillation process in an excellent yield (11.7 %). Its chemical composition was analyzed by GC-MS, identifying eugenol as a main constituent (60.5%). Four eugenol-like molecules, γ-diisoeugenol, hydroxymethyleugenol, dihydroeugenol and 1,3-dioxanylphenol, were synthe-sized using eugenol or isoeugenol as initial precursors under green chemistry protocols. To evaluate the possible antioxidant capacity of eugenol compounds including the clove bud EO, the Trolox® Equivalent Antioxidant Capacity value, obtained by the ABTS+• radical-cation discoloration method, was employed. The methodology was performed in a UV-Vis reader of 96-well microplates (dilution methodology), using well-known antioxidant agents (BHA, BHT and vitamin E) as reference compounds. It was found that the prepared eugenol derivatives had a more potent free radical scavenger activity than the reference compounds. In particular, the most active molecules, γ-diisoeugenol and 1,3-dioxanylphenol, were ca. 3-fold more potent than vitamin E.
Keywords: Clove essential oil; Eugenol; Isoeugenol; Antioxidant activity; ABTS radical-cation; GC-MS; Free radical scavenger activity Clove essential oil; Eugenol; Isoeugenol; Antioxidant activity; ABTS radical-cation; GC-MS; Free radical scavenger activity

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MDPI and ACS Style

MERCHÁN ARENAS, D.R.; MUÑOZ ACEVEDO, A.; VARGAS MÉNDEZ, L.Y.; KOUZNETSOV, V.V. Scavenger Activity Evaluation of the Clove Bud Essential Oil (Eugenia caryophyllus) and Eugenol Derivatives Employing ABTS+• Decolorization. Sci. Pharm. 2011, 79, 779-792. https://doi.org/10.3797/scipharm.1109-11

AMA Style

MERCHÁN ARENAS DR, MUÑOZ ACEVEDO A, VARGAS MÉNDEZ LY, KOUZNETSOV VV. Scavenger Activity Evaluation of the Clove Bud Essential Oil (Eugenia caryophyllus) and Eugenol Derivatives Employing ABTS+• Decolorization. Scientia Pharmaceutica. 2011; 79(4):779-792. https://doi.org/10.3797/scipharm.1109-11

Chicago/Turabian Style

MERCHÁN ARENAS, Diego R., Amner MUÑOZ ACEVEDO, Leonor Y. VARGAS MÉNDEZ, and Vladimir V. KOUZNETSOV. 2011. "Scavenger Activity Evaluation of the Clove Bud Essential Oil (Eugenia caryophyllus) and Eugenol Derivatives Employing ABTS+• Decolorization" Scientia Pharmaceutica 79, no. 4: 779-792. https://doi.org/10.3797/scipharm.1109-11

APA Style

MERCHÁN ARENAS, D. R., MUÑOZ ACEVEDO, A., VARGAS MÉNDEZ, L. Y., & KOUZNETSOV, V. V. (2011). Scavenger Activity Evaluation of the Clove Bud Essential Oil (Eugenia caryophyllus) and Eugenol Derivatives Employing ABTS+• Decolorization. Scientia Pharmaceutica, 79(4), 779-792. https://doi.org/10.3797/scipharm.1109-11

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