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; N., Milic; V., Ascione; Capasso, Raffaele; Izzo, ANGELO ANTONIO; Capasso, Francesco; F., Petrucci; R., Valente; Fattorusso, Ernesto; TAGLIALATELA SCAFATI, Orazio. - In: PLANTA MEDICA. - ISSN 0032-0943. - STAMPA. - 71:(2005), pp. 928-932. [10.1055/s-2005-871282]
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.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.