CONSTITUENTS OF SOME SPECIES OF BEILSCHMIEDIA AND ENDIANDRA (LAURACEAE) - NEW ENDIANDRIC ACID AND BENZOPYRAN DERIVATIVES ISOLATED FROM B-OLIGANDRA

On the basis of a preliminary u.v. assay of the dried leaf of nine species of Beilschmiedia and 26 species of Endiandra, several were selected for closer examination. Magnolol (9) was found in B. volckii and (+)-sesamin (10) was isolated from E., xanthorarpa. Endiandric acid B (2) and endiandric acid C (3) were obtained from both E. jonesii and B. tooram, and endiandric acid A (1) was found in B. obtusifolia. The new endiandric acid derivative (1'RS,3'RS,6'SR,7'SR,10'SR,11'RS,12'RS,13'RS)-2-[6-(3'',4''-methylenedioxyphenyl)tetracyclo[5.4.2.0(3,13).0(10,12)]trideca-4',8'-dien-Il'-yl]acetic acid (3'',4''-methylenedioxyendiandric acid A) (4) was extracted from B. oligandra which also yielded the new phenolic benzopyran derivative (-)-(E)-2-(4',8'-dimethylnona-3',7'-dienyl)-2,8-dimethyl-3,4-dihydro-2H-1-benzopyran-6-ol (oligandrol) (12a). Several known hydrocarbon derivatives and terpenoids were isolated from the leaf of E. palmerstonii and E. baillonii, both of which were devoid of endiandric acids.