Oxidative polymerization of tyrosol by horseradish peroxidase (HRP)-H2O2 afforded an insoluble product (oligotyrosol, OligoTyr) consisting of mixture of linear oligomers (up to 11-mer) with limited benzylic branching points, as evidenced by ESI-MS and solid state C-13 NMR analysis. OligoTyr proved to be significantly more active than tyrosol in several antioxidant assays and was not toxic to human osteosarcoma SaOS-2 cells, stimulating alkaline phosphatase (ALP) activity at day 7 in a similar manner as tyrosol. However, when loaded at 5% w/w into highly porous polylactic acid (PLA) scaffolds featuring hierarchical structures, OligoTyr caused a significant increase in the ALP activity of SaOS-2 cells compared to PLA alone, while tyrosol was completely inactive. A release of ca. 5% from PLA was determined after 1 week in a physiological medium. No significant influence on calcium release from PLA scaffolds containing 5% beta-tricalcium phosphate was observed.

Powering tyrosol antioxidant capacity and osteogenic activity by biocatalytic polymerization / S. Antenucci, L. Panzella, H. Farina, M.A. Ortenzi, E. Caneva, S. Martinotti, E. Ranzato, B. Burlando, M. D'Ischia, A. Napolitano, L. Verotta. - In: RSC ADVANCES. - ISSN 2046-2069. - 6:4(2016), pp. 2993-3002. [10.1039/C5RA23004G]

Powering tyrosol antioxidant capacity and osteogenic activity by biocatalytic polymerization

S. Antenucci
Primo
;
H. Farina;M.A. Ortenzi;E. Caneva;L. Verotta
Ultimo
2016

Abstract

Oxidative polymerization of tyrosol by horseradish peroxidase (HRP)-H2O2 afforded an insoluble product (oligotyrosol, OligoTyr) consisting of mixture of linear oligomers (up to 11-mer) with limited benzylic branching points, as evidenced by ESI-MS and solid state C-13 NMR analysis. OligoTyr proved to be significantly more active than tyrosol in several antioxidant assays and was not toxic to human osteosarcoma SaOS-2 cells, stimulating alkaline phosphatase (ALP) activity at day 7 in a similar manner as tyrosol. However, when loaded at 5% w/w into highly porous polylactic acid (PLA) scaffolds featuring hierarchical structures, OligoTyr caused a significant increase in the ALP activity of SaOS-2 cells compared to PLA alone, while tyrosol was completely inactive. A release of ca. 5% from PLA was determined after 1 week in a physiological medium. No significant influence on calcium release from PLA scaffolds containing 5% beta-tricalcium phosphate was observed.
Settore CHIM/06 - Chimica Organica
Settore CHIM/04 - Chimica Industriale
2016
22-dic-2015
Article (author)
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/350984
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