Enzymatic Synthesis of Eugenyl Acetate from Essential Oil of Clove Using Lipases in Liquid Formulation as Biocatalyst

Abstract

In this research, eugenyl acetate, a compound with avoring, antioxidant and antimicrobial properties, was obtained from essential oil of clove (Syzygium aromaticum) via liquid lipase-mediated acetylation. Clove essential oil was extracted by drag water vapor from dry ower buds and its physic-chemical characteristics were analyzed. For the enzymatic synthesis, an extensive evaluation of reaction parameters was accomplished through employment of distinct reaction temperatures, acetic anhydride to eugenol molar ratios, enzyme loads and three different lipases (a lyophilized enzyme produced by solidstate fermentation of sun ower seed with Penicillium sumatrense microorganism and others two commercial lipases -Lipozyme TL 100L and CALB L). Characterization by Infrared Spectroscopy and Nuclear Magnetic Resonance ( 1 H NMR and 13 C) was used to con rm the presence of eugenyl acetate in the samples. Through optimized conditions (55 °C, acetic anhydride to eugenol molar ratio of 1:1, 10 wt% of Lipozyme TL 100L), 91.80 % of conversion after 2 h was achieved to the eugenyl acetate production.With the results obtained, it was possible to conclude that the use of lipases in liquid formulation is a promising alternative for the synthesis of essential esters largely applied on food, cosmetic and pharmaceutical industries.

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“…Eugenol, present in clove essential oil, is a phytochemical that confers antimicrobial and antioxidant properties in addition to the characteristic flavor and odor of this oil[49][50][51].…”