Guaiane-type Sesquiterpene Lactones from Chrysophthalmum montanum

Four new guaiane-type sesquiterpene glycosides (1-4), 4α-hydroxy-guai-1(10)-en-12,8α-olide 2β-O-β-D-glucopyranoside (1), 4α-hydroxy-guai-1(10)-en-12,8α-olide 2β-O-(6΄-trans-caffeoyl)-β-D-glucopyranoside (2), 10α-hydroxy-guai-1(2)-en-12,8α-olide 4α-O-β-D-glucopyranoside (3) and 10α-hydroxy-guai-12,8α-olide 4β-O-β-D-glucopyranoside (4) and three known guaiane-type sesquiterpenes (5-7), 4α,6α-dihydroxy-1β,5α,7αH-guaia-9(10),11(13)-dien-12,8α-olide (5), 6α-acetoxy-4α-hydroxy-1βH-guaia-9(10),11(13)-dien-12,8α-olide (6), and 4β-10α-Dihydroxy-5α-guai-1(2),11(13)-dien-12,8α-olide (7) were isolated from the aerial parts of Chrysophthalmum montanum (DC) Boiss. The structures of the compounds were elucidated by extensive 1D- and 2D-NMR spectroscopic analysis in combination with MS experiments.