Constituents of Endiandra species. I. Endiandric acid, a novel carboxylic acid from Endiandra introrsa (Lauraceae), and a derived lactone

Abstract

X-ray crystallographic analysis shows that endiandric acid and a derived lactone have the respective structures 2-(6'- phenyltetracyclo[5,4,2,03,13,010,12]trideca-4',8'-dien-11'-yl)acetic acid and 12-phenyl-3-oxapentacyclo[7,5,2,02,6,07,15,013,16]hexadecan-4-one.

Endiandric Acid Derivatives and Other Constituents of Plants from the Genera Beilschmiedia and Endiandra (Lauraceae)

“…They have been the subject of very intensive chemical investigations by various research groups starting from the middle of the 1960s, with a large number of compounds isolated from different species. However, phytochemical investigations have been mostly conducted on 31 species of Beilschmiedia ( Beilschmiedia alloiophylla , B. anacardioides , B. bernesii , B. brevipes , B. chancho chancho , B. collina , B. costaricensis , B. cryptocaryoides , B. elliptica , B. erythrophloia , B. fulva , B. tsangii , B. ferruginea , B. kunstleri , B. madang , B. manii , B. miersii , B. obscura , B. obtusifolia , B. oligandra , B. oreophila Schlechter, B. pendula , B. podagrica , Beilschmiedia spp (from Gabon), B. talaranensis , B. tarairie , B. tawa , B. tooram , B. tovarensis , B. volckii , and B. zenkeri ) [ 12 , 13 , 15 , 16 , 17 , 18 , 19 , 20 , 21 , 22 , 23 , 24 , 25 , 26 , 27 , 28 , 29 , 30 , 31 ] and 11 species of Endiandra ( Endiandra anthropophagorum , E. bassaphila , E. baillonii , E. introsa , E. jonesii , E. kingiana , E. leptodendron , E. monothyra , E. palmerstonii , E. xanthocarpa , and E. wolfii ) [ 32 , 33 , 34 , 35 , 36 , 37 , 38 , 39 , 40 , 41 , 42 , 43 ]. These investigations led to the isolation and characterization of various classes of secondary metabolites, of which endiandric acid derivatives, epoxyfuranoid lignans, kin...…”

Antibacterial endiandric acid derivatives from Beilschmiedia anacardioides

“…B. mannii is also used as appetite stimulant (Iwu, 1993). Previous phytochemical investigations of plants of the genus Beilschmiedia reported the presence of bio-active lignans (Chen et al, 2006;, flavonoids (Harborne and Mendez, 1969), triterpenoids (Chen et al, 2006); tetracyclic endiandric acids (Bandaranayake and Banfield, 1981;Banfield et al, 1994) and alkaloids (Clezy et al, 1966;Kitagawa et al, 1993). To the best of our knowledge, no phytochemical investigation has been carried out on B. anacardioides.…”

Secondary Metabolites from the Roots of Beilschmiedia tsangii and Their Anti-Inflammatory Activities

“…There are seven chiral centers in 1 . However, in view of the observed optical rotation ([α] 23 D ± 0), 1 should be racemic, as are many endiandric acid analogues [6–9]. According to the above data, the structure of 1 was elucidated and named tsangibeilin C.…”