Isoprenoid glycosides from Litiosma ovata

A methanol extract of the dried bark of Liriosma ovata afforded two new isoprenoid glycosides, a eudesmane sesquiterpene, 1 alpha(beta-D-glucopyranosyloxy)eudesma-3 alpha,4 beta, 11-triol (1), and a C-13-norisoprenoid, 3 alpha,6 alpha-dihydroxyme-gastigman-7-en-9-one 3-O-beta-D-apiofuranosyl-(1 -> 6)-beta-D-glucopyranoside (2), as well as a known constituent, isopropyl-beta-D-apiofuranosyl-(1 -> 6)- beta-D-glucopyranoside (3). The structures of 1 and 2 were determined using spectroscopic methods. The methanol extract had a significant topical anti-inflammatory activity (11350, dose inducing 50% edema inhibition = 780 mu g/cm(2)) about 8 times less than that of indomethacin (ID50, 93 mu g/cm(2)) assayed by the croton oil ear test in mice. In addition, the chloroform extract and compounds 1 and 2 showed weak antimicrobial activity against Staphylococcus aureus (MIC = 5.1, 2.1, and 4.0 mg/mL, respectively) using a broth microdilution assay.