In the present study the esterification of the OH groups of resveratrol, caffeic acid, ferulic acid, and -sitosterol with an antioxidant polyconjugated fatty acid, (2E,4E,6E)-octa-2,4,6-trienoic acid, was achieved. As the selective esterification of OH groups of natural compounds can affect their biological activity, a selective esterification of resveratrol and caffeic acid was performed by an enzymatic approach. The new resulting compounds were characterized spectroscopically (FT-IR, NMR mono, and bidimensional techniques); when necessary the experimental data were integrated by quantum chemical calculations. The antioxidant, anti-inflammatory and proliferative activity was evaluated. The good results encourage the use of these molecules as antioxidant and/or anti-inflammatory agents in dermocosmetic application.
Synthesis and biological evaluation of new natural phenolic (2E,4E,6E)-Octa-2,4,6-trienoic esters / R. Gandolfi, A. Contini, D. Pinto, B. Marzani, S. Pandini, D. Nava, E.R.E. Pini. - In: CHEMISTRY & BIODIVERSITY. - ISSN 1612-1872. - 14:12(2017 Dec), pp. e1700294.1-e1700294.14. [10.1002/cbdv.201700294]
Synthesis and biological evaluation of new natural phenolic (2E,4E,6E)-Octa-2,4,6-trienoic esters
R. Gandolfi;A. Contini;S. Pandini;D. Nava;E.R.E. Pini
2017
Abstract
In the present study the esterification of the OH groups of resveratrol, caffeic acid, ferulic acid, and -sitosterol with an antioxidant polyconjugated fatty acid, (2E,4E,6E)-octa-2,4,6-trienoic acid, was achieved. As the selective esterification of OH groups of natural compounds can affect their biological activity, a selective esterification of resveratrol and caffeic acid was performed by an enzymatic approach. The new resulting compounds were characterized spectroscopically (FT-IR, NMR mono, and bidimensional techniques); when necessary the experimental data were integrated by quantum chemical calculations. The antioxidant, anti-inflammatory and proliferative activity was evaluated. The good results encourage the use of these molecules as antioxidant and/or anti-inflammatory agents in dermocosmetic application.File | Dimensione | Formato | |
---|---|---|---|
ChemBiod_2017_Pini_post-print.pdf
accesso aperto
Tipologia:
Post-print, accepted manuscript ecc. (versione accettata dall'editore)
Dimensione
1.37 MB
Formato
Adobe PDF
|
1.37 MB | Adobe PDF | Visualizza/Apri |
cbdv.201700294.pdf
accesso riservato
Tipologia:
Publisher's version/PDF
Dimensione
1.98 MB
Formato
Adobe PDF
|
1.98 MB | Adobe PDF | Visualizza/Apri Richiedi una copia |
Pubblicazioni consigliate
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.