A New Guaianolide-type Sesquiterpenoid and Xanthine Oxidase Inhibitory Activity from Chrysanthemum sinense Flowers

Abstract

Abstract The ethanol extract of C. sinense flowers was found to inhibit xanthine oxidase with IC50 value of 8.20 ± 1.36 µg/mL. Using various chromatographic methods, one new guaianolide-type sesquiterpenoid, chrysanoside K (1), along with seventeen known compounds, cumabrin B (2), angeloylcumabrin B (3), 3α-chloro-4 β,10α-dihydroxy-1β,2β-epoxy-5α,7αH-guai-11(13)-en-12,6α-olide (4), zawadskinolide B (5), jaceidin (6), quercetagetin 3,6,3ʹ,4ʹ-tetramethyl ether (7), tilianin (8), apigenin 7-O-β-D-glucopyranoside (9), apigenin 7-rutinoside (10), linarin (11), eriodictyol 7-O-β-D-glucopyranoside (12), naringenin 7-O-β-D-glucopyranoside (13), (9E)-4-oxo-7-hydroxy-11-hydroperoxy-bisabola-2,9-diene (14), indicumenone (15), indicumenone 11-methyl ether (16), 7-hydroxy-3,10-bisaboladien-2-one (17), and 5-acetoxy-9-oxonerodidol (18) were isolated from the flowers of Chrysanthemum sinense Sabine. Their structures were elucidated by spectroscopic methods and compared with those reported in the literature. All isolated compounds were evaluated for their inhibitory effect on xanthine oxidase activity. As results, compounds 6, 7, and 9 significantly inhibited xanthine oxidase activity with IC50 values of 1.08 ± 0.16, 8.59 ± 1.09, and 5.93 ± 0.45 µM, respectively.