Isoprenoid glycosides from Liriosma ovata

Abstract

A methanol extract of the dried bark of Liriosma ovata afforded two new isoprenoid glycosides, a eudesmane sesquiterpene, 1alpha(beta- d-glucopyranosyloxy)eudesma-3alpha,4beta, 11-triol ( 1), and a C 13-norisoprenoid, 3alpha,6alpha-dihydroxymegastigman-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 (ID 50, dose inducing 50% edema inhibition = 780 microg/cm (2)) about 8 times less than that of indomethacin (ID 50, 93 microg/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 S taphylococcus aureus (MIC = 5.1, 2.1, and 4.0 mg/mL, respectively) using a broth microdilution assay.