Please use this identifier to cite or link to this item: http://hdl.handle.net/2067/47644
Title: Regioselective IBX-Mediated Synthesis of Coumarin Derivatives with Antioxidant and Anti-influenza Activities
Authors: Bizzarri, Bruno Mattia 
Lorenzo Botta 
Capecchi, Eliana
Celestino, Ignacio
Checconi, Paola
Palamara, Anna T
Nencioni, Lucia
Saladino, Raffaele 
Journal: JOURNAL OF NATURAL PRODUCTS 
Issue Date: 2017
Abstract: 
Different catechol and pyrogallol derivatives have been synthesized by oxidation of coumarins with 2-iodoxybenzoic acid (IBX) in DMSO at 25 °C. A high regioselectivity was observed in accordance with the stability order of the incipient carbocation or radical benzylic-like intermediate. The oxidation was also effective in water under heterogeneous conditions by using IBX supported on polystyrene. The new derivatives showed improved antioxidant effects in the DPPH test and inhibitory activity against the influenza A/PR8/H1N1 virus. These data represent a new entry for highly oxidized coumarins showing an antiviral activity possibly based on the control of the intracellular redox value.
URI: http://hdl.handle.net/2067/47644
ISSN: 1520-6025
DOI: 10.1021/acs.jnatprod.7b00665
Rights: Attribution-NonCommercial-ShareAlike 4.0 International
Appears in Collections:A1. Articolo in rivista

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