Microwave Activation: Highly Efficient Hydrolysis of Hesperidin and Naringin and Synthesis of Their Aglycone Acetates Under Microwave Irradiation

Acidic hydrolysis of Hesperidin and Naringin, furnishing their aglycone moieties Hesperetin and Naringenin, respectively, is reported using sulfuric acid and water as a solvent, under microwave irradiation. This new economical procedure provides flavanones in very good yields, ~90% better than that...

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Autores principales: Omar Fandougouma, Nawel Cheikh, Didier Villemin, Nathalie Bar
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Lenguaje:inglés
Publicado: MDPI AG 2025-01-01
Colección:Chemistry Proceedings
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Acceso en línea:https://www.mdpi.com/2673-4583/16/1/65
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author Omar Fandougouma
Nawel Cheikh
Didier Villemin
Nathalie Bar
author_facet Omar Fandougouma
Nawel Cheikh
Didier Villemin
Nathalie Bar
author_sort Omar Fandougouma
collection DOAJ
description Acidic hydrolysis of Hesperidin and Naringin, furnishing their aglycone moieties Hesperetin and Naringenin, respectively, is reported using sulfuric acid and water as a solvent, under microwave irradiation. This new economical procedure provides flavanones in very good yields, ~90% better than that of acid hydrolysis in reflux. Furthermore, we describe for the first time an efficient synthesis of Hesperetin-triacetate and Naringenin-triacetate from the corresponding flavanones, in the presence of 4-(<i>N</i>,<i>N</i>-dimethylamino)-pyridine DMAP as a catalyst, under microwave irradiation.
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spelling doaj-art-bdb7ea0141d94370abaedbadea4fcfaa2025-06-25T13:37:45ZengMDPI AGChemistry Proceedings2673-45832025-01-011616510.3390/ecsoc-28-20187Microwave Activation: Highly Efficient Hydrolysis of Hesperidin and Naringin and Synthesis of Their Aglycone Acetates Under Microwave IrradiationOmar Fandougouma0Nawel Cheikh1Didier Villemin2Nathalie Bar3Laboratoire de Chimie Moléculaire et Thioorganique, UMR CNRS 6507, INC3M, FR 3038, ENSICAEN et Université de Caen Normandie, 14050 Caen, FranceLaboratoire de Catalyse et Synthèse en Chimie Organique (LCSOC), Université de Abou Bekr Belkaid, BP119, Tlemcen 13000, AlgeriaLaboratoire de Chimie Moléculaire et Thioorganique, UMR CNRS 6507, INC3M, FR 3038, ENSICAEN et Université de Caen Normandie, 14050 Caen, FranceLaboratoire de Chimie Moléculaire et Thioorganique, UMR CNRS 6507, INC3M, FR 3038, ENSICAEN et Université de Caen Normandie, 14050 Caen, FranceAcidic hydrolysis of Hesperidin and Naringin, furnishing their aglycone moieties Hesperetin and Naringenin, respectively, is reported using sulfuric acid and water as a solvent, under microwave irradiation. This new economical procedure provides flavanones in very good yields, ~90% better than that of acid hydrolysis in reflux. Furthermore, we describe for the first time an efficient synthesis of Hesperetin-triacetate and Naringenin-triacetate from the corresponding flavanones, in the presence of 4-(<i>N</i>,<i>N</i>-dimethylamino)-pyridine DMAP as a catalyst, under microwave irradiation.https://www.mdpi.com/2673-4583/16/1/65hesperidinnaringinhesperetinnaringeninDMAPmicrowave
spellingShingle Omar Fandougouma
Nawel Cheikh
Didier Villemin
Nathalie Bar
Microwave Activation: Highly Efficient Hydrolysis of Hesperidin and Naringin and Synthesis of Their Aglycone Acetates Under Microwave Irradiation
Chemistry Proceedings
hesperidin
naringin
hesperetin
naringenin
DMAP
microwave
title Microwave Activation: Highly Efficient Hydrolysis of Hesperidin and Naringin and Synthesis of Their Aglycone Acetates Under Microwave Irradiation
title_full Microwave Activation: Highly Efficient Hydrolysis of Hesperidin and Naringin and Synthesis of Their Aglycone Acetates Under Microwave Irradiation
title_fullStr Microwave Activation: Highly Efficient Hydrolysis of Hesperidin and Naringin and Synthesis of Their Aglycone Acetates Under Microwave Irradiation
title_full_unstemmed Microwave Activation: Highly Efficient Hydrolysis of Hesperidin and Naringin and Synthesis of Their Aglycone Acetates Under Microwave Irradiation
title_short Microwave Activation: Highly Efficient Hydrolysis of Hesperidin and Naringin and Synthesis of Their Aglycone Acetates Under Microwave Irradiation
title_sort microwave activation highly efficient hydrolysis of hesperidin and naringin and synthesis of their aglycone acetates under microwave irradiation
topic hesperidin
naringin
hesperetin
naringenin
DMAP
microwave
url https://www.mdpi.com/2673-4583/16/1/65
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AT nawelcheikh microwaveactivationhighlyefficienthydrolysisofhesperidinandnaringinandsynthesisoftheiraglyconeacetatesundermicrowaveirradiation
AT didiervillemin microwaveactivationhighlyefficienthydrolysisofhesperidinandnaringinandsynthesisoftheiraglyconeacetatesundermicrowaveirradiation
AT nathaliebar microwaveactivationhighlyefficienthydrolysisofhesperidinandnaringinandsynthesisoftheiraglyconeacetatesundermicrowaveirradiation