ABSTRACT
Two new sesquiterpenoid tropolone glycosides, liriosmasides A (1) and B (2), along with two known compounds, secoxyloganin and oplopanpheside C, were isolated from a methanol extract of the roots of Liriosma ovata. The structures of 1 and 2 were elucidated by spectroscopic methods including 1D and 2D NMR and by high-resolution mass spectrometry involving an ultra-high-performance liquid chromatography-quadrupole-orbital ion trap mass spectrometric (UHPLC-Q-Orbitrap MS) method. Compound 1 showed weak inhibitory activity against HIV RNase H.
Subject(s)
Glycosides/isolation & purification , Olacaceae/chemistry , Sesquiterpenes/isolation & purification , Tropolone/analogs & derivatives , Tropolone/isolation & purification , Chromatography, High Pressure Liquid/methods , Glycosides/chemistry , Glycosides/pharmacology , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular , Peru , Plant Roots/chemistry , Ribonuclease H/antagonists & inhibitors , Sesquiterpenes/chemistry , Sesquiterpenes/pharmacology , Tropolone/chemistry , Tropolone/pharmacologyABSTRACT
Three new galloyl arbutins, hyemalosides A-C (1-3), along with nine known compounds were isolated from the evergreen tree Eugenia hyemalis. The structures of compounds 1-3 were determined by analysis of NMR and MS data. Compounds 1-3 inhibited HIV-1 RNase H in vitro with IC50 values of 1.46, >18, and 1.19 microM, respectively. However, in a XTT-based cell viability assay using the human T-cell line CEM-SS infected with HIV-1 RT, none of the compounds inhibited the cytopathic effect of HIV-1 infection at the highest dose tested (20 microg/mL).