Fatty acids and polyphenols represent different classes of pharmacologically active molecules. Hybrid derivatives of these compounds are interesting therapeutic tools. They could be obtained using enzymatic approaches, which allow regioselective derivatizations. In this short note, the pancreatic porcine lipase was employed to mediate the regioselective synthesis of 7-docosahexaenoyl-quercetin was described. The C-7 regioisomer formation was confirmed by 1H-NMR experiment. Generally, in this approach the alcoholic OH- was preferred when present. Nevertheless, in this case, it was demonstrated that the hindrance of the acyl group is a variable to obtain a good regioselectivity in C-7 position, employing only one-step reaction.

7-Docosahexaenoyl-Quercetin / Mazzotta, Sarah; Carullo, Gabriele; Sciubba, Fabio; DI COCCO, Maria Enrica; Aiello, FRANCESCA ANTONELLA. - In: MOLBANK. - ISSN 1422-8599. - 2021:2(2021), pp. 1-4. [10.3390/M1203]

7-Docosahexaenoyl-Quercetin

Fabio Sciubba;Maria Enrica Di Cocco;Francesca Aiello
2021

Abstract

Fatty acids and polyphenols represent different classes of pharmacologically active molecules. Hybrid derivatives of these compounds are interesting therapeutic tools. They could be obtained using enzymatic approaches, which allow regioselective derivatizations. In this short note, the pancreatic porcine lipase was employed to mediate the regioselective synthesis of 7-docosahexaenoyl-quercetin was described. The C-7 regioisomer formation was confirmed by 1H-NMR experiment. Generally, in this approach the alcoholic OH- was preferred when present. Nevertheless, in this case, it was demonstrated that the hindrance of the acyl group is a variable to obtain a good regioselectivity in C-7 position, employing only one-step reaction.
2021
quercetin; DHA; lipase; regioselective; polyphenols
01 Pubblicazione su rivista::01a Articolo in rivista
7-Docosahexaenoyl-Quercetin / Mazzotta, Sarah; Carullo, Gabriele; Sciubba, Fabio; DI COCCO, Maria Enrica; Aiello, FRANCESCA ANTONELLA. - In: MOLBANK. - ISSN 1422-8599. - 2021:2(2021), pp. 1-4. [10.3390/M1203]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/1683004
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