The chemical constituents of Australian <i>Flindersia</i> species. XXI. An examination of the bark and the leaves of <i>F. laevicarpa</i>

Abstract

From extracts of the bark of Flindersia laevicarpa C. T. White &amp; Francis (Rutaceae), the known substances lupeol, ß-sitosterol, hesperidin and salicylic acid were isolated together with eight othersubstances. Three of them, flindercarpin-1, C25,H22O11, flindercarpin-2, C32H40O13,and flindercarpin-3, C26H32O9, were reserved for further study. The others were shown to be (-)-nerolidol,(+)- threo -1,5-diphenylpentane-1,3-diol, 2-(2-pheny1ethyl)chromone (flindersiachromone), its 2,3-dihydro derivative, and its 8-methoxy derivative (8-methoxyflindersiachromone).The leaves yielded hesperidin, flindercarpin-2, harmalan and five other products. A triterpene, flindersolide, C30H48O4, was reserved for further study. Acetylation of the harmalan mother liquors gave acetylharmalan, a mixture of dimers of the latter and also N-[2-(2-acetyl-3-indolyl)ethyl]acetamide, all of which are artefacts. The remaining substance, a flavone, carpachromene, C20H16O5, was shown to be 5-hydroxy-8-(4-hydroxyphenyl)-2,2-dimethyl-2H,6H-benzo[1,2-b:5,4-b']dipyran-6-one.