ABSTRACT
Two new dyhydrophaseic acid glucoside isomers, (1'S, 3'R, 5'S, 8'R, 2Z, 4E)-dihydrophaseic acid-3'-O-ß-D-glucopyranoside (2) and (1'R, 3'S, 5'R, 8'R, 2Z, 4E)-dihydrophaseic acid-3'-O-ß-D-glucopyranoside (4), together with 10 known compounds [myo-inositol (1), 3,4-dihydroxybenzoic acid (3), 3-O-galloyl quinic acid (5), ellagic acid (6), gallic acid (7), ethyl gallate (8), scopoletin (9), ellagic acid-4-O-ß-D-glucopyranoside (10), ellagic acid-4-O-α-L-rhamnopyranoside (11), and isocorilagin (12)] were isolated from the chloroform extract of Canarium album Raeusch fruits by repeated chromatography on macroporous adsorption resin, silica gel, Sephadex LH-20, Toyopearl HW-40F, and reverse-phase C18 columns, etc. Their structures and absolute configurations were determined by comprehensive analysis of 1D- and 2D-nuclear magnetic resonance (NMR), high-resolution electron spray ionization mass spectrometry (HR-ESI-MS), ESI-MS, optical rotation, circular dichroism spectra, and comparison of NMR data with data of known compounds. Bioassay of their anti-influenza virus A activities showed that compounds 9 and 12 displayed a significant inhibitory effect with IC50 values of 22.9 ± 3.7 and 5.42 ± 0.97 µg/ml, respectively.
Subject(s)
Burseraceae/chemistry , Fruit/chemistry , Influenza A virus/drug effects , Plant Extracts/chemistryABSTRACT
OBJECTIVE: To study on the main chemical components of essential oil from Fructus Canarii. METHODS: The essential oil from Fructus Canarii was extracted by steam-stilling and analyzed by GC-MS. The relative content of each component was determined by normalization method. RESULTS: 121 compounds were separated and 65 compounds were identified, which weighed 91.25% of the total oil. The main chemical components of the oil were caryophilene (24.78%), (+/-)-2-methylene-6,6-dimethyl,-bicyclo [3.1.1]-heptane (13.51%), p-menth-1-en-8-ol (7.15%) and so on. CONCLUSION: This experiment has provided scientific foundation for further utilization of Fructus Canarii.