A bioassay-guided separation of a methanolic extract obtained from roots of Boerhaavia diffusa L. (Fam. Nyctaginaceae) allowed us to isolate five compounds in good yields belonging to the class of rotenoids: the known boeravinone D (1), boeravinone E (2) and compound 5, and two novel compounds that we have named boeravinone G (3) and boeravinone H (4). The structures of the new molecules have been determined on the basis of their HR-EIMS, 1H- and 13C-NMR and 2D NMR (HMQC, HMBC) data. All the isolated rotenoids have been evaluated for their effect on intestinal motility in vitro and three of them (boeravinone G, boeravinone E and compound 5) exhibited a spasmolytic activity. Preliminary structure-activity relationships have been established highlighting the effect of substitutions on rings B and D.

Isolation of new rotenoids from Boerhaavia diffusa and evaluation of their effect on intestinal motility

BORRELLI, FRANCESCA
;
CAPASSO, RAFFAELE;IZZO, ANGELO ANTONIO;CAPASSO, FRANCESCO;FATTORUSSO, ERNESTO;TAGLIALATELA SCAFATI, ORAZIO
2005

Abstract

A bioassay-guided separation of a methanolic extract obtained from roots of Boerhaavia diffusa L. (Fam. Nyctaginaceae) allowed us to isolate five compounds in good yields belonging to the class of rotenoids: the known boeravinone D (1), boeravinone E (2) and compound 5, and two novel compounds that we have named boeravinone G (3) and boeravinone H (4). The structures of the new molecules have been determined on the basis of their HR-EIMS, 1H- and 13C-NMR and 2D NMR (HMQC, HMBC) data. All the isolated rotenoids have been evaluated for their effect on intestinal motility in vitro and three of them (boeravinone G, boeravinone E and compound 5) exhibited a spasmolytic activity. Preliminary structure-activity relationships have been established highlighting the effect of substitutions on rings B and D.
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11588/200733
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