New Acylated Secoiridoid Glucosides from Gentiana straminea (Gentianaceae)

Abstract magnified image Two new acylated secoiridoid glucosides, 4′‐acetyl‐6′‐{[2‐hydroxy‐3‐(1‐ β ‐ D ‐glucopyranosyloxy)]benzoyloxy}sweroside and 3′,4′‐diacetyl‐6′‐{[2‐hydroxy‐3‐(1‐ β ‐ D ‐glucopyranosyloxy)]benzoyloxy}swertiamarin, named gentistraminosides A ( 1 ) and B ( 2 ), were isolated from the MeOH extract of Gentiana straminea Maxim (Gentianaceae), together with twelve known ones, including eight iridoid and secoiridoid glucosides, macrophylloside A ( 3 ), loganic acid ( 4 ), secologanic acid ( 5 ), swertiamarin ( 6 ), gentiopicroside ( 7 ), loganic acid methyl ester ( 8 ), 6′‐ O ‐ β ‐ D ‐glucopyranosyl gentiopicroside ( 9 ), and loganic acid 11‐ O ‐ β ‐ D ‐glucopyranosyl ester ( 10 ), one flavone C ‐glucoside, isovitexin ( 11 ), one chromenecarboxylic acid glycosyl ester, macrophylloside D ( 12 ), and two triterpenoids, 1 α ,2 α ,3 β ,24‐tetrahydroxyolean‐12‐en‐28‐oic acid ( 13 ), and 3 β ,6 α ,24‐trihydroxyolean‐12‐en‐28‐oic acid ( 14 ). Their structures were determined by means of detailed spectroscopic (NMR and MS) analysis.