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Molecules 2011, 16(3), 2527-2541; doi:10.3390/molecules16032527

Antioxidant Bibenzyl Derivatives from Notholaena nivea Desv.

1 Dipartimento di Scienze Farmaceutiche e Biomediche, Università degli Studi di Salerno, Via Ponte Don Melillo,1 84084 Fisciano (SA), Italy 2 Pontificia Universidad Catolica del Perù, Apartado, 1761, Lima, Peru 3 Dipartimento di Chimica, Università degli Studi della Basilicata, Viale dell’Ateneo Lucano,10 85100 Potenza, Italy 4 Dipartimento di Patologia e Sanità Animale, Sez. Tossicologia, Università di Napoli Federico II, Via Del Pino,1 80137, Napoli, Italy
* Author to whom correspondence should be addressed.
Received: 24 January 2011 / Revised: 11 March 2011 / Accepted: 15 March 2011 / Published: 17 March 2011
(This article belongs to the Section Metabolites)
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Four new bibenzyl derivatives were isolated, together with other known bibenzyls, by bioassay-guided fractionation of a CHCl3-MeOH extract of Notholaena nivea Desv. (Pteridaceae) aerial parts. The structures were elucidated by NMR, ESIMS and other spectral analyses. Their antioxidative effects towards superoxide, lipidic peroxidation and the 2,2'-azino-bis-3-ethilbenzothiazoline-6-sulfonic acid (ABTS) radical were assayed. Results showed that the compound 3,12-dihydroxy-5-methoxybibenzyl (6) is the most active compound in the ABTS free-radical scavenging test, while in the coupled oxidation of β-carotene and linoleic acid assay the compound 5,12-dihydroxy-3-methoxydibenzyl-6-carboxylic acid (1) exerted the highest activity after 1h. A superoxide anion enzymatic test was also carried out and the results were confirmed by an inhibition of xanthine oxidase activity assay. The putative protective role played by compounds 1 and 6 on the injurious effects of reactive oxygen metabolites on the intestinal epithelium, using a Caco-2 human cell line, was investigated. H2O2-induced alterations were prevented by preincubating the cells with compounds 1 and 6.
Keywords: Notholaena nivea; bibenzyl derivatives; NMR; antioxidants activity Notholaena nivea; bibenzyl derivatives; NMR; antioxidants activity
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Cioffi, G.; Montoro, P.; Ugaz, O.L.D.; Vassallo, A.; Severino, L.; Pizza, C.; Tommasi, N.D. Antioxidant Bibenzyl Derivatives from Notholaena nivea Desv.. Molecules 2011, 16, 2527-2541.

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