Planta Med 2012; 78(15): 1639-1644
DOI: 10.1055/s-0032-1315149
Natural Product Chemistry
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Flavonoid Oligoglycosides from Ophioglossum vulgatum L. Having Wound Healing Properties

Marco Clericuzio
1   Dipartimento di Scienze ed Innovazione Tecnologica, Università del Piemonte Orientale, Alessandria, Italy
,
Stefano Tinello
1   Dipartimento di Scienze ed Innovazione Tecnologica, Università del Piemonte Orientale, Alessandria, Italy
,
Bruno Burlando
1   Dipartimento di Scienze ed Innovazione Tecnologica, Università del Piemonte Orientale, Alessandria, Italy
,
Elia Ranzato
1   Dipartimento di Scienze ed Innovazione Tecnologica, Università del Piemonte Orientale, Alessandria, Italy
,
Simona Martinotti
1   Dipartimento di Scienze ed Innovazione Tecnologica, Università del Piemonte Orientale, Alessandria, Italy
,
Laura Cornara
2   Dipartimento per lo Studio del Territorio e delle sue Risorse, Università degli Studi di Genova, Genova, Italy
,
Arianna La Rocca
2   Dipartimento per lo Studio del Territorio e delle sue Risorse, Università degli Studi di Genova, Genova, Italy
› Author Affiliations
Further Information

Publication History

received 14 May 2012
revised 06 July 2012

accepted 09 July 2012

Publication Date:
30 August 2012 (online)

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Abstract

Two new glycosylated and acylated flavonols, viz. quercetin-3-O-[(6-caffeoyl)-β-glucopyranosyl (1 → 3) α-rhamnopyranoside]-7-O-α-rhamnopyranoside (2), and kaempferol-3-O-[(6-caffeoyl)-β-glucopyranosyl (1 → 3) α-rhamnopyranoside]-7-O-α-rhamnopyranoside (3), together with the known quercetin-3-O-methyl ether (1), were isolated from the aerial parts of the fern Ophioglossum vulgatum L. Their structures were established by means of 1D and 2D NMR spectra, as well as ESI-MS and ESI-HRMS spectra. Compounds 13 were all found to be active in scratch-wound healing assays on keratinocytes, with 3 being the most active one and showing maximum activity at 20 µM.

Supporting Information