title: Bioactive flavonoids and saponins from Climacoptera obtusifolia.
abstract: Two bidesmosidic saponins were isolated from Climacoptera obtusifolia (Chenopodiaceae) and their structures were determined as gypsogenin 3-O-[beta-D-xylopyranosyl-(1-->3)-beta-D-glucopyranoside]-28-O-{beta-D-glucopyranosyl} ester (1) and hederagenin 3-O-[beta-D-xylopyranosyl-(1-->3)-beta-D-glucopyranoside]-28-O-[beta-D-glucopyranosyl} ester (2), by spectroscopic methods. Two known compounds, isorhamnetin 3-O-beta-D-glucopyranoside (3), and isorhamnetin 3-O-[alpha-L-rhamnopyranosyl-(1-->6)-beta-D-glucopyranoside (4) were also isolated for the first time from this plant. Compounds 1-4 were tested in various immunomodulatory assays. Compound 2 suppressed (92%) the reactive oxygen species (ROS) production on mononuclear cells in luminol-based chemiluminescence (CL) assay at a higher concentration (50 microg/mL). Compounds 3 and 4 demonstrated a strong inhibition on ROS production in the oxidative burst activity of whole blood, neutrophils, and mononuclear cells. Additionally compounds 3 and 4 also suppressed PHA T-cell proliferation with no cytotoxic effects.
authors.affiliation: Department of Chemistry, Al-Farabi Kazakh National University, Almaty-480012, Kazakhstan.
authors.forename: Balakyz
authors.initials: B
authors.lastname: Yeskaliyeva
authors.forename: M Ahmed
authors.initials: MA
authors.lastname: Mesaik
authors.forename: Ahmed
authors.initials: A
authors.lastname: Abbaskhan
authors.forename: Aisha
authors.initials: A
authors.lastname: Kulsoom
authors.forename: G Sh
authors.initials: GSh
authors.lastname: Burasheva
authors.forename: Zh A
authors.initials: ZhA
authors.lastname: Abilov
authors.forename: M Iqbal
authors.initials: MI
authors.lastname: Choudhary
authors.lastname: Atta-ur-Rahman
mesh_terms: D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000494:pharmacology; D002460:Cell Line; D019663:Chenopodiaceae / Q000737:chemistry* / Q000378:metabolism; D004187:Disaccharides / Q000737:chemistry* / Q000494:pharmacology; D047309:Flavones / Q000737:chemistry* / Q000494:pharmacology; D005419:Flavonoids / Q000737:chemistry* / Q000494:pharmacology; D044948:Flavonols / Q000737:chemistry* / Q000494:pharmacology; D051379:Mice; D015394:Molecular Structure; D012503:Saponins / Q000737:chemistry* / Q000494:pharmacology
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D004187:Disaccharides; D047309:Flavones; D005419:Flavonoids; D044948:Flavonols; D012503:Saponins; C516456:gypsogenin 3-O-(xylopyranosyl-1-3-glucopyranoside)-28-O-glucopyranosyl ester; C516457:hederagenin 3-O-(xylopyranosyl-1-3-glucopyranoside)-28-O-glucopyranosyl ester; C516458:isorhamnetin 3-O-rhamnopyranosyl-1-6-glucopyranoside; C432511:isorhamnetin 3-O-glucoside