4.5 Article

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

Journal

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
Volume 12, Issue -, Pages 2222-2233

Publisher

BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.12.214

Keywords

catalyst-free; microwaves; peracetylation; polyhydroxylated compounds; solvent-free

Funding

  1. POR Calabria FSE, Asse IV Capitale Umano
  2. Obiettivo Operativo [M.2.]
  3. Piano d'azione Department 11 Cultura-Istruzione-Universita-Ricerca-Innovazione Tecnologica-AltaFormazione of Regione Calabria

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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.

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