SEARCH FOR BITTER PRINCIPLES IN CHIRONIA SPECIES BY LC-MS AND ISOLATION OF A NEW SECOIRIDOID DIGLYCOSIDE FROM CHIRONIA-KREBSII

The MeOH root extracts of four Chironia species, Chironia krebsii, Chironia palustris, Chironia purpurascens, and Chironia baccifera, have been screened for secoiridoids by thermospray lc-ms and lc-uv. Swertiamarine [1], gentiopicroside [3], sweroside (4), eustomoside [5], and eustomorusside [6] were tentatively identified, and the presence of the secoiridoid diglycoside 2 was detected. Compounds 1-4 were subsequently isolated from C. krebsii and C. palustris. The structure of the new secoiridoid 2 (chironioside) was established as swertiamarine-6'-O-(beta-D-xylopymnoside) by chemical and spectroscopic methods, including double-quantum-filtered phase-sensitive COSY.