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

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 prod...

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Autores principales: Oliverio, Manuela, Costanzo, Paola, Nardi, Monica, Calandruccio, Carla, Salerno, Raffaele, Procopio, Antonio
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5082547/
https://www.ncbi.nlm.nih.gov/pubmed/27829931
http://dx.doi.org/10.3762/bjoc.12.214
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author Oliverio, Manuela
Costanzo, Paola
Nardi, Monica
Calandruccio, Carla
Salerno, Raffaele
Procopio, Antonio
author_facet Oliverio, Manuela
Costanzo, Paola
Nardi, Monica
Calandruccio, Carla
Salerno, Raffaele
Procopio, Antonio
author_sort Oliverio, Manuela
collection PubMed
description 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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spelling pubmed-50825472016-11-09 Tunable microwave-assisted method for the solvent-free and catalyst-free peracetylation of natural products Oliverio, Manuela Costanzo, Paola Nardi, Monica Calandruccio, Carla Salerno, Raffaele Procopio, Antonio Beilstein J Org Chem Full Research Paper 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. Beilstein-Institut 2016-10-20 /pmc/articles/PMC5082547/ /pubmed/27829931 http://dx.doi.org/10.3762/bjoc.12.214 Text en Copyright © 2016, Oliverio et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Oliverio, Manuela
Costanzo, Paola
Nardi, Monica
Calandruccio, Carla
Salerno, Raffaele
Procopio, Antonio
Tunable microwave-assisted method for the solvent-free and catalyst-free peracetylation of natural products
title Tunable microwave-assisted method for the solvent-free and catalyst-free peracetylation of natural products
title_full Tunable microwave-assisted method for the solvent-free and catalyst-free peracetylation of natural products
title_fullStr Tunable microwave-assisted method for the solvent-free and catalyst-free peracetylation of natural products
title_full_unstemmed Tunable microwave-assisted method for the solvent-free and catalyst-free peracetylation of natural products
title_short Tunable microwave-assisted method for the solvent-free and catalyst-free peracetylation of natural products
title_sort tunable microwave-assisted method for the solvent-free and catalyst-free peracetylation of natural products
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5082547/
https://www.ncbi.nlm.nih.gov/pubmed/27829931
http://dx.doi.org/10.3762/bjoc.12.214
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