morphinans and 2-methylflavinantine

To study the active ingredients of analgesic and anti-inflammatory from Meconopsis quintuplinervia, Tracking the active ingredients of such medicines.. The compounds Meconopsis quintuplinervia,were separated with chromatography and its chemical structure was elucidated by means of MS, NMR spectroscopy methods respectively.. Five compounds were obtaine as O-methylflavinantine (I), flavinantin (II), tricin (III), quercitrin (IV) and methyl linoleate (V).. Compounds I is obtained from the plant for the first time.

Topics: Alkaloids; Analgesics; Anti-Inflammatory Agents; Flavones; Flavonoids; Magnetic Resonance Spectroscopy; Medicine, Tibetan Traditional; Molecular Structure; Morphinans; Papaveraceae; Plants, Medicinal; Quercetin

To develop an HPLC method for the determination of a Tibetan medicine Meconopsis quintuplinervia.. A Hypersil-Keystone-C18 column (4.6 mm x 250 mm, 5 microm) was used with the isocratic elution of acetonitrile and 0.012% glacial acetic acid. The flow rate was 1.0 mL x min(-1), and the detection wavelength was set at 237 nm.. The linear range of 0-methylflavinantine was 0.2-2.4 microg (r = 0.999 7). The average recovery was 96.26%.. The developed method was reliable, and can be used for the quality control of M. quintuplinervia Regel.

Topics: Chromatography, High Pressure Liquid; Drugs, Chinese Herbal; Morphinans; Papaveraceae

To reinvestigate the chemical constituents of the ethanolic extract of Meconopsis quintuplinervia Regel which is a traditional Tibetan medicine used for treatments of hepatitis, tuberculosis etc... The compounds were enriched by column chromatography techniques over silica gel, macro porous resin and Sephadex LH-20 absorbents, and finally purified by reverse phase preparative HPLC methods with isocratic mobile phase systems of methanol-H2O-acetic acid (500:500:1) and acetonitrile-H2O-acetic acid (200:800:1). Structural determination of the pure compounds were based on extensive analyses of modern spectroscopic methods including IR, MS, HRMS, 1D- and 2D-NMR spectra.. Three alkaloids were obtained and their structures were elucidated as norsanguinarine (I), O-methylflavinantine (II) and 6-methoxy-17-methyl-2, 3-[methylenebis (oxy)]-morphin-5-en-7-one (III).. Norsanguinarine (I) was isolated from genus Meconopsis for the first time, and 6-methoxy-17-methyl-2,3-[methylenebis(oxy)]-morphin-5-en-7-one (III) is a new alkaloid named as meconoquintupline.

Topics: Alkaloids; Medicine, Tibetan Traditional; Molecular Conformation; Molecular Structure; Morphinans; Morphine Derivatives; Papaveraceae; Plants, Medicinal

The present study examines the effects of the extracts [petroleum ether, CHCl(3), CHCl(3)MeOH (9:1) and MeOH], partially purified fractions and pure compounds from Croton menthodorus on the electrically induced contractions of the isolated guinea-pig ileum (ECI). The results of the experiments indicate that CHCl(3)/MeOH (9:1) and MeOH extracts, tested at concentrations of 100, 50 and 25 microg/mL, dose-dependently reduced the guinea-pig ileum contractions, whereas petroleum ether and CHCl(3) extracts did not affect it. Furthermore, the partially purified fractions III-VI from the CHCl(3)/MeOH extract, each tested at concentrations of 100, 50 and 25 microg/mL also inhibited ECI. Finally, pure compound 1 (6 x 10(-6), 3 x 10(-6), 1 x 10(-6) M) isolated and purified from the most active fraction III significantly reduced, in a dose-dependent manner, the electrical contractions of the ileum. Compound 1 was identified by NMR and EI-MS data as the morphinandien-7-one, O-methylflavinantine.

Topics: Animals; Electric Stimulation; Euphorbiaceae; Guinea Pigs; Ileum; In Vitro Techniques; Morphinans; Muscle Contraction; Muscle, Smooth; Plant Extracts

Topics: Analgesics, Opioid; Animals; Male; Mice; Morphinans; Naloxone

Topics: Animals; Electric Stimulation; Female; Guinea Pigs; Ileum; In Vitro Techniques; Male; Morphinans; Muscle Contraction; Muscle, Smooth