title: Medicinal flowers. XXVII. New flavanone and chalcone glycosides, arenariumosides I, II, III, and IV, and tumor necrosis factor-alpha inhibitors from everlasting, flowers of Helichrysum arenarium.
abstract: The methanolic extract from the flowers of Helichrysum arenarium L. MOENCH was found to show inhibitory effect on tumor necrosis factor-alpha (TNF-alpha, 1 ng/ml)-induced cytotoxicity in L929 cells. From the methanolic extract, 50 constituents including four new flavanone and chalcone glycosides named arenariumosides I (1), II (2), III (3), and IV (4) were isolated. The stereostructures of 1-4 were elucidated on the basis of chemical and physicochemical evidence. Among the constituents, naringenin 7-O-beta-D-glucopyranoside (7), apigenin 7-O-beta-D-glucopyranoside (14), apigenin 7-O-gentiobioside (16), and apigenin 7,4'-di-O-beta-D-glucopyranoside (17) significantly inhibited TNF-alpha-induced cytotoxicity in L929 cells at 30 microM.
authors.affiliation: Pharmaceutical Research and Technology Institute, Kinki University, Osaka, Japan.
authors.forename: Toshio
authors.initials: T
authors.lastname: Morikawa
authors.forename: Li-Bo
authors.initials: LB
authors.lastname: Wang
authors.forename: Seikou
authors.initials: S
authors.lastname: Nakamura
authors.forename: Kiyofumi
authors.initials: K
authors.lastname: Ninomiya
authors.forename: Eri
authors.initials: E
authors.lastname: Yokoyama
authors.forename: Hisashi
authors.initials: H
authors.lastname: Matsuda
authors.forename: Osamu
authors.initials: O
authors.lastname: Muraoka
authors.forename: Li-Jun
authors.initials: LJ
authors.lastname: Wu
authors.forename: Masayuki
authors.initials: M
authors.lastname: Yoshikawa