Tunable microwave-assisted method for the solvent-free and catalyst-free peracetylation of natural products

Beilstein J Org Chem. 2016 Oct 20:12:2222-2233. doi: 10.3762/bjoc.12.214. eCollection 2016.

Abstract

Background: The peracetylation is a simple chemical modification that can be used to enhance the bioavailability of hydrophilic products and to obtain safe and stable pro-drugs. Results: A totally green, solvent-free and catalyst-free microwave (MW)-assisted method for peracetylation of natural products such as oleuropein, alpha-hederin, quercetin and rutin is presented. By simply tuning the MW heating program, polyols with chemical diverse -OH groups or thermolabile functionalities can be peracetylated to improve the biological activity without degradation of the natural starting molecules. An evaluation of the process greenness was performed. Conclusion: The method is potentially universally applicable for green acetylation of hydrophilic biological molecules, potentially easily scalable for industrial applications, including pharmaceutical, cosmetic and food industry.

Keywords: catalyst-free; microwaves; peracetylation; polyhydroxylated compounds; solvent-free.