http://www.cnr.it/ontology/cnr/individuo/prodotto/ID199485

Convenient synthesis of 1-aryl-dihydroxyisochromans exhibiting antioxidant activity (Articolo in rivista)

Type

Label

Convenient synthesis of 1-aryl-dihydroxyisochromans exhibiting antioxidant activity (Articolo in rivista) (literal)

Anno

Alternative label

R. Bernini, F. Crisante, G. Fabrizi, P. Gentili (2012)
Convenient synthesis of 1-aryl-dihydroxyisochromans exhibiting antioxidant activity
in Current organic chemistry; Bentham science publishers, Sharjah (Emirati Arabi Uniti)
(literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori

Pagina inizio

Pagina fine

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume

Rivista

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#pagineTotali

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroFascicolo

Note

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni

Department of Agriculture, Forests, Nature and Energy (DAFNE), University of Tuscia, Via S. Camillo De Lellis, 01100 Viterbo, Italy Department of Drug Chemistry and Technologies, Sapienza University of Rome, P.le A. Moro 5, 00185 Roma (Italy) Department of Chemistry, IMC-CNR Section Mechanisms of Reaction, Sapienza University of Rome, P.le A. Moro 5, 00185 Roma (Italy) (literal)

Titolo

Convenient synthesis of 1-aryl-dihydroxyisochromans exhibiting antioxidant activity (literal)

Abstract

Several 1-aryl-hydroxy and dihydroxyisochromans were synthesized by a two-steps procedure based on the oxa-Pictet- Spengler reaction performed for the first time in dimethyl carbonate (DMC) from phenethyl alcohols and substituted benzaldehydes followed by the regioselective aromatic hydroxylation/oxidative aromatic demethylation with 2-iodoxybenzoic acid (IBX)/sodium dithionite (Na2S2O4) system. Some of them showed a novel pattern of hydroxylation degree into A ring. All synthesized isochromans were tested about their radical scavenging activity by 2,2-diphenyl-2-picrylhydrazyl radical (DPPH.) method. Experimental results showed that dihydroxyisochromans were more active than the corresponding phenolic or guaiacolic parent compounds confirming the key role of the catecholic moiety for the antioxidant activity. (literal)

Editore