Abstract
Essential oils are good candidates for the substitution of conventional medicinal treatments. Many articles and patents for their use have been published in recent years. The most attractive aspects of using essential oils as medicaments are their natural source and rapid permeability. Besides permeability, the solubility behavior of a drug is a key determinant of its oral bioavailability. Based on these characteristics, the aim of this study was to synthesize an essential oil derivative compound, using the raw oil extracted from Syzygium aromaticum L., without previous purification. The Eugenol molecular modification may diminish the problems of water solubility and bioavailability. The Eugenyl acetate molecule was characterized and its molecular modification investigated, including its structural properties and stereochemistry. This study was performed applying techniques, such as carbon-13 nuclear magnetic resonance spectroscopy (C-13 NMR), X-ray crystallographic analysis (XRD), powder X-ray diffraction (PXRD) and microscopic recording.
Graphical Abstract
Eugenol and its structure have been known for many years, where as Eugenyl acetate’s structure has never been elucidated nor confirmed until now.
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Acknowledgments
The authors are grateful to Capes for the financial support. And we gratefully acknowledge Dr. Eduardo Castellano and Dr. Valmor R. Mastelaro (Instituto de Física de São Carlos, USP Campus São Carlos), Dr. Pannee Burckel and Dr. Kristin Kirschbaum (The University of Toledo) for their technical assistance in performing part of the experiments.
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dos Santos, A.L., Chierice, G.O., Alexander, K. et al. Crystal Structure Determination for Eugenyl Acetate. J Chem Crystallogr 39, 655–661 (2009). https://doi.org/10.1007/s10870-009-9539-7
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DOI: https://doi.org/10.1007/s10870-009-9539-7