ABSTRACT
Objective: To study the main constituents from Gardenia jasminoides. Method In this study, the chemical constituents of enrichment fraction of iridoid glycosides were isolated by various chromatographic techniques and their structures were elucidated by spectroscopic analyses and comparison of NMR data with those reported in literatures. Results: The 60% ethanol extract of G. jasminoides was subjected to HP-20 macroporous adsorption resin CC to yield 30% ethanol fraction (GJ-2, UPLC-Q/TOF-MS method was used to identify the enrichment fraction of iridoid glycosides). Thirty-one compounds were obtained and characterized as 2'-O-trans-coumaroylgardoside (1), 6'-O-trans-sinapoylgardoside (2), 7-deoxygardoside (3), tarenninoside C (4), 2'-O-coumaroylmussaenosidic acid (5), 10-O-caffeoyl deacetyldaphylloside (6), 6'-O-trans-sinapoylgeniposide (7), genipin-1-O-β-D-gentiobioside (8), geniposide (9), 7-deoxy-8-epiloganicacid (10), secologanoside (11), gardenamide A (12), 6'-O-trans-sinapoyljasminoside B (13), epijasminoside A (14), jasminodiol (15), 6'-O-trans-sinapoyljasminoside L (16), 3-(β-D- glucopyranosyl-oxymethyl)-2,4,4-trimethyl-2-cyclohexen-1-one (17), jasminoside C (18), sinapinic acid (19), caffeic acid (20), methyl gallate (21), C-veratroylglucol (22), β-hydroxypropiosyringone (23), 3-hydroxy-1-(4-hydroxy-3-methoxyphenoyl) propan-1-one (24), threo-guaiacylglycerol-8'-vanillic acid ether (25), 1,2-bis-(4-hydroxy-3-methoxyphenyl)-1,3-propanediol (26), trans-2,3,5,4'-tetrahydroxystilbene-2-β-D-glucoside (27), 1-sinapoyl-β-D-glucopyranoside (28), 1,3,5-trimethoxybenzene (29), rutin (30), and glycyrrhisoflavone (31), respectively. Conclusion: Compounds 1-12are iridoid glycosides and 13-18are monoterpenoid glycosides. Compounds 6, 10, 22-29, and 31 were identified from Gardeniae Fructus for the first time.