NOVEL O-PRENYLATED FLAVONOIDS FROM 2 VARIETIES OF BORONIA-COERULESCENS

The aerial parts of Boronia coerulescens ssp. spicata Rutaceae yielded nine flavonoids which were identfied on the basis of detailed spectro scopic analysis. Seven appeared to be navel and were identified as (-) -(2R:3R)-3,4',5-trihydroxy-7-(E-3 ,7-dimethylocta-2,6-dienyloxy)flavan one, dihydroxy-8-methoxy-3,4'-di(3-methylbut-2-enyloxy) flavone, 5,7-d ihydroxy- 3,6-dimethoxy-4'-(3-methylbut-2-enyloxy)flavone, droxy-8-met hoxy-4'-(3-methylbut-2-enyloxy)flavone, droxy-6-methoxy-4'-(3-methylbu t-2-enyloxy)flavone, 3,3',8-trimethoxy-7-(3-methylbut-2-enyloxy)flavon e and ,3',6-trimethoxy-7-(3-methylbut-2-enyloxy)flavone. The known fla vones were ternatin and 4',5,7-trihydroxy-3,3',8-trimethoxyflavone. Th e sample of B. coerulescens ssp. spinescens also yielded three of the above new flavonoids together with another known flavone, ydroxy-3-met hoxy-4'-(3-methylbut-2-enyloxy)flavone and two further novel flavones, xy-3,8-dimethoxy-4'-(3-methylbut-2-enyloxy)flavone and 3',8-trimethox y-4'-(3-methylbut-2-enyloxy)flavone. Other novel compounds isolated fr om ssp. spinescens were the acetophenone 6-(3-methylbut-2-enyl)-2,2-di methyl-2H-benzopyran, and the flavanones xy-4'-(E-3,7-dimethylocta-2,6 -dienyloxy)-flavanone and oxy-7-methoxy-4'-(3-methylbut-2-enyloxy)flav anone.