Isoprenoid Glycosides from Liriosma ovata

ABSTRACT: A methanol extract of the dried bark of Liriosma ovata afforded two new isoprenoid glycosides, a eudesmane sesquiterpene, 1a(b-D-glucopyranosyloxy)eudesma-3a,4b, 11-triol (1), and a C13-norisoprenoid, 3a,6b dihydroxymegastigman-7-en-9-one 3-O-b-D-apiofuranosyl-(1->6)-b-D-glucopyranoside (2), as well as a known constituent, isopropyl-b-D-apiofuranosyl-(1 6)-b-D-glucopyranoside (3). The structures of 1 and 2 were determined using spectroscopic methods. The methanol extract had a significant topical anti-inflammatory activity (ID50, dose inducing 50% edema inhibition=780 μg/cm2) about 8 times less than that of indomethacin (ID50, 93 μg/cm2) 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.