title: Triterpene glycosides from the flower petals of sunflower (Helianthus annuus) and their anti-inflammatory activity.
abstract: Two new oleanane-type triterpene glycosides, named helianthosides 4 (4) and 5 (5), along with four known triterpene glycosides, helianthosides 1 (1), 2 (2), 3 (3), and B (6), were isolated from an n-butanol-soluble fraction of a methanol extract of sunflower (Helianthus annuus) petals. The structures of the two new compounds were determined on the basis of spectroscopic and chemical methods. Upon evaluation of compounds 1-6 for inhibitory activity against 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced inflammation (1.7 nmol/ear) in mice, all of the compounds tested exhibited marked anti-inflammatory activity, with ID50 values in the range 65-262 nmol per ear.
authors.affiliation: College of Science and Technology, Nihon University, 1-8 Kanda Surugadai, Chiyoda-ku, Tokyo 101-8308, Japan.
authors.forename: Motohiko
authors.initials: M
authors.lastname: Ukiya
authors.forename: Toshihiro
authors.initials: T
authors.lastname: Akihisa
authors.forename: Ken
authors.initials: K
authors.lastname: Yasukawa
authors.forename: Kazuo
authors.initials: K
authors.lastname: Koike
authors.forename: Akitomo
authors.initials: A
authors.lastname: Takahashi
authors.forename: Takashi
authors.initials: T
authors.lastname: Suzuki
authors.forename: Yumiko
authors.initials: Y
authors.lastname: Kimura
mesh_terms: D000818:Animals; D000893:Anti-Inflammatory Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D004423:Ear; D004487:Edema / Q000139:chemically induced; D035264:Flowers / Q000737:chemistry; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D006368:Helianthus / Q000737:chemistry*; D051379:Mice; D015394:Molecular Structure; D010946:Plants, Medicinal / Q000737:chemistry*; D013755:Tetradecanoylphorbol Acetate / Q000494:pharmacology; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology
chemical_list: D000893:Anti-Inflammatory Agents; D006027:Glycosides; D014315:Triterpenes; D013755:Tetradecanoylphorbol Acetate