Constituents of Some Species of Beilschmiedia and Endiandra (Lauraceae): New Endiandric Acid and Benzopyran Derivatives Isolated From B. oligandra

Abstract

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. xanthocarpa. 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 [5.4.2.03,13.010,12]trideca-4′,8′-dien-11′ -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.