Bisresorcinols and arbutin derivatives from Grevillea banksii R. Br.

Abstract

This work is part of a series of chemical investigations of the genus Grevillea. Two new arbutin derivatives, seven new bisresorcinols, including a mixture of two isomers, three known flavonol glycosides, and four known resorcinols, including a mixture of two homologous compounds, were isolated from the ethyl acetate extract of the leaves and methanol extract of the stems of Grevillea banksii. The new compounds were identified, on the basis of spectroscopic data, as 6′-O-(3-(2-(hydroxymethyl)acryloyloxy)-2- methylpropanoyl)arbutin (1), 6′-O-(2-methylacryloyl)arbutin (2), 5,5′-(4(Z)-dodecen-1,12-diyl)bisresorcinol (6), 2′-methyl-5, 5′-(4(Z)-tetradecen-1,14-diyl)bisresorcinol (8), 2,2′-di(4- hydroxyprenyl)-5,5′-(6(Z)-tetradecen-1,14-diyl)bisresorcinol (9), 2-(4-acetoxyprenyl)-2′-(4-hydroxyprenyl) 5,5′-(6(Z)-tetradecen-1,14- diyl)bisresorcinol (10), 2-(4-acetoxyprenyl)-2′-(4-hydroxyprenyl)5, 5′-(8(Z)-tetradecen-1,14-diyl)bisresorcinol (11), 5,5′-(10(Z)- tetradecen-1-ondiyl) bisresorcinol (12) and 5,5′-(4(Z)-tetradecen-1-on- diyl)bisresorcinol (13).