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Synthesis and Biological Evaluation of New Natural Phenolic (2E,4E,6E)-Octa-2,4,6-trienoic Esters.
Gandolfi, Raffaella; Contini, Alessandro; Pinto, Daniela; Marzani, Barbara; Pandini, Stefano; Nava, Donatella; Pini, Elena.
Affiliation
  • Gandolfi R; Dipartimento di Scienze Farmaceutiche - Sezione di Chimica Generale e Organica 'A.Marchesini', Università di Milano, Via Venezian 21, 20133, Milan, Italy.
  • Contini A; Dipartimento di Scienze Farmaceutiche - Sezione di Chimica Generale e Organica 'A.Marchesini', Università di Milano, Via Venezian 21, 20133, Milan, Italy.
  • Pinto D; Giuliani S.p.A., Via Palagi 2, 20129, Milan, Italy.
  • Marzani B; Giuliani S.p.A., Via Palagi 2, 20129, Milan, Italy.
  • Pandini S; Dipartimento di Scienze Farmaceutiche - Sezione di Chimica Generale e Organica 'A.Marchesini', Università di Milano, Via Venezian 21, 20133, Milan, Italy.
  • Nava D; Dipartimento di Scienze Farmaceutiche - Sezione di Chimica Generale e Organica 'A.Marchesini', Università di Milano, Via Venezian 21, 20133, Milan, Italy.
  • Pini E; Dipartimento di Scienze Farmaceutiche - Sezione di Chimica Generale e Organica 'A.Marchesini', Università di Milano, Via Venezian 21, 20133, Milan, Italy.
Chem Biodivers ; 14(12)2017 Dec.
Article in En | MEDLINE | ID: mdl-28902448
In the present study the esterification of the OH groups of resveratrol, caffeic acid, ferulic acid, and ß-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.
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Esters / Antioxidants Limits: Humans Language: En Journal: Chem Biodivers Journal subject: BIOQUIMICA / QUIMICA Year: 2017 Document type: Article Affiliation country: Italia Country of publication: Suiza

Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Esters / Antioxidants Limits: Humans Language: En Journal: Chem Biodivers Journal subject: BIOQUIMICA / QUIMICA Year: 2017 Document type: Article Affiliation country: Italia Country of publication: Suiza