title: New chlorogenin hexasaccharide isolated from Agave fourcroydes with cytotoxic and cell cycle inhibitory activities.
abstract: A new chlorogenin hexasaccharide (1) was isolated from leaves of Agave fourcroydes (Agavaceae). The structure of the new saponin was elucidated as chlorogenin 3-O-[alpha-L-rhamnopyranosyl-(1-->4)-beta-D-glucopyranosyl-(1-->3)-[beta-D-glucopyranosyl-(1-->3)-beta-D-glucopyranosyl-(1-->2)]-beta-D-glucopyranosyl-(1-->4)-beta-D-galactopyranoside] (1) by spectroscopic analysis and the result of acidic hydrolysis. The new saponin (1) as well as known hexasaccharides (3 and 5) isolated here showed cytotoxicity against HeLa cells, and 1 exhibited a cell cycle inhibitory effect at the G2/M stage at the concentration of 7.5 and 10 microg/mL.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan.
authors.forename: Takashi
authors.initials: T
authors.lastname: Ohtsuki
authors.forename: Takashi
authors.initials: T
authors.lastname: Koyano
authors.forename: Thaworn
authors.initials: T
authors.lastname: Kowithayakorn
authors.forename: Shinobu
authors.initials: S
authors.lastname: Sakai
authors.forename: Nobuo
authors.initials: N
authors.lastname: Kawahara
authors.forename: Yukihiro
authors.initials: Y
authors.lastname: Goda
authors.forename: Naoto
authors.initials: N
authors.lastname: Yamaguchi
authors.forename: Masami
authors.initials: M
authors.lastname: Ishibashi
mesh_terms: D027882:Agave / Q000737:chemistry*; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D002240:Carbohydrate Sequence; D002453:Cell Cycle / Q000187:drug effects*; D002726:Chlorogenic Acid / Q000737:chemistry*; D004354:Drug Screening Assays, Antitumor; D006367:HeLa Cells; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D018515:Plant Leaves / Q000737:chemistry; D016339:Spectrometry, Mass, Fast Atom Bombardment; D017550:Spectroscopy, Fourier Transform Infrared
chemical_list: D000970:Antineoplastic Agents; D009844:Oligosaccharides; D002726:Chlorogenic Acid