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Sci. Pharm. 2011, 79(4), 779-792; doi:10.3797/scipharm.1109-11

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

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.
Received: 19 September 2011 / Accepted: 17 October 2011 / Published: 17 October 2011
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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
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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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.

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