Dissertation > Excellent graduate degree dissertation topics show

Research on the Chemical Constituents of Gynostemma Pentaphyllum (Thunb.) Makino

Author: ShiLin
Tutor: ZhaoYuQing
School: Shenyang Pharmaceutical University
Course: Natural Medicinal Chemistry
Keywords: Gynostemma Chemical composition Dammarane tetracyclic triterpenoid saponins The anti-tumor activity Biological activity
CLC: R284.1
Type: PhD thesis
Year: 2010
Downloads: 677
Quote: 3
Read: Download Dissertation

Abstract


Gynostemma Cucurbitaceae (Cucurbitaceae) plant kg Gynostemma Gynostemma [Gynostemma pentaphyllum (Thunb.) Makino] drying grass, climbing herbaceous perennial, mainly distributed in China, Japan, Korea and other countries. Gynostemma is one of the plants of the Araliaceae ginsenoside resources, health tonic, anti-cancer and senility, enhance physical fitness and improve lipid metabolism and other functions, known as the \This article summarized Gynostemma chemical composition and pharmacological studies on the basis of its study of the chemical composition of the system and the anti-tumor activity. Repeated column chromatography on silica gel, macroporous resin, Sephadex LH-20, inverting the ODS semi-preparative HPLC and other chromatographic means isolated 38 compounds from Gynostemma 75% ethanol extract. And by physicochemical properties, spectral analyzes (IR, NMR, MS, etc.) and chemical methods their structures were identified, namely: (23S)-21R-O-n-butyl-3β, 20ξ, 21 - three hydroxy -21 , 23 - epoxy dammar -24 - ene-3-O-[an α-of L-pyran-rhamnose-(1 → 2)] [β-D-ratio furans xylosyl (1 → 3)]-β -D-glucopyranoside glycoside (1), (23S)-21S-O-n-butyl-3β, 20ξ, 21 - three hydroxy -21,23 - epoxy dammar -24 - ene-3-O-[α -L-rhamnopyranosyl (1 → 2)] of β-the D-xylopyranose group (1 → 3)]-β-the D-pyran-glucoside (2), (23S)-21R- O-n-butyl -19 - formyl-3β, 20ξ, 21 - three hydroxy -21,23 - epoxy-dammarane -24 - ene-3-O-[an α-of L-pyran-rhamnose-(1 → 2)] [β-D-xylopyranose group (1 → 3)]-α-L-pyran-arabinoside (3), (23S)-21S-O-n-butyl the -19 - Aldehy-3β , 20ξ, 21 - trihydroxy -21,23 - epoxy-dammarane -24 - ene-3-O-[an α-of L-pyran rhamnose group (1 → 2)] [β-D-pyran-xylose -yl (1 → 3)]-α-L-pyran Arab glycoside (4), (23S)-21R-O-n-butyl-3β, 20ξ, 21 - three hydroxy--21,23 - epoxy dammar - 24 - ene-3-O-[α-L-pyran rhamnose group (1 → 2)] of β-the D-xylopyranose group (1 → 3)]-α-L-pyran-arabinoside ( 5), (20S)-3β, 20,21 - trihydroxypregna Ji Dama -24 - ene-3-O-[α-L-pyran-rhamnose group (1 → 2)] of β-the D-pyran wood glycosylation (1 → 3)]-β-J-pyran grape glycoside (6), the long stems Gynostemma saponins Ⅰ (7), the alpha-spinach steroidal alcohol (8), β-valley steroid alcohol (9), alpha-spinach steroidal alcohol 3-O-β-D-glucopyranoside the glycosidic (10), the daucosterol (11), the gypenosides III (ginsenoside Rb1 12) gypenosides IV (the ginsenoside Rb3, 13), gypenosides VIII (ginsenoside Rd, 14), Gynostemma saponins Ⅹ Ⅳ (15), The Gynostemma saponin XII (ginseng saponins F2, 16), Gynostemma saponins Ⅹ Ⅲ (17), rutin glycoside (18), malonic acid (19), (20R, 23R)-3β , 20 -, two hydroxyalkyl Ji Dama -24 - alkenyl -21 - carboxylic acid 21,23 - lactone 3-O-[α-L-pyran-rhamnose group (1 → 2)] [of β-the D-pyran xylosyl (1 → 3)]-6-O-ethyl-beta-D-pyran-glucoside (20), (20S, 23S)-3β, 20 - dihydroxyvitamin Ji Dama -24 - ene -21 - carboxylic acid 21,23 - lactone 3-O-[α-L-pyran rhamnose group (1 → 2)] of β-the D-xylopyranose group (1 → 3)]-6-O- ethyl-β-D-gluco pyranoside (21), gypenosides XLIX (22), (20S)-3β, 20,21 - trihydroxypregna Ji Dama-24 - ene-3-O-{[alpha-L - rhamnopyranosyl (1 → 2)] of β-the D-xylopyranose group (1 → 3)]-β-D-glucopyranose yl}-21-O-of β-the D-pyran grape glycoside (23) (23S, 23S) -19 - aldehyde-3β, 20ξ, 21,26 - tetrahydroxy -21,23 - epoxy dammar -24 - ene-3-O-[an α-of L-pyrazol furans rhamnose group (1 → 2)] [of β-the D-xylopyranosyl-(1 → 3)]-α-L-pyran arabinoside (24), (23R, 23R) -19 - aldehyde -3β, 20ξ, 21,26 - tetrahydroxy -21,23 - epoxy-dammarane -24 - ene-3-O-[an α-of L-pyran-rhamnose-(1 → 2)] [β-D- xylopyranosyl (1 → 3)]-α-L-pyran arabinoside (25), (20R, 23R) -19 - aldehyde-3β, 20 - dihydroxyvitamin Ji Dama -24 - ene -21 - carboxylic acid 21,23 - lactone 3-O-[α-L-pyran rhamnose group (1 → 2)] of β-the D-xylopyranose group (1 → 3)]-α-L- pyran Arab glycoside (26) (20S, 23S) -19 - aldehyde-3β, 20 -, hydroxyalkyl Ji Dama -24 - ene -21 - carboxylic acid 21,23 - lactone 3-O-[alpha-L - rhamnopyranosyl (1 → 2)] of β-the D-xylopyranose group (1 → 3)]-alpha-L-pyran-Arab glycoside (27) (20S)-3β, 20, 21 - trihydroxypregna Ji Dama -23,25 - diene-3-O-{[of α-of L-pyran-rhamnose-(1 → 2)] [β-D-xylopyranose group (1 → 3) ]-β-D-glucopyranosyl}-21-O-β-D-glucopyranoside glycoside (28) (20S) -19 - aldehyde-3β, 20,21 - trihydroxypregna Ji Dama -23, 25 - diene-3-O-{[α-L-pyran rhamnose glycosylation (1 → 2)] of β-the D-xylopyranose group (1 → 3)]-α-L-pyran-Arab glycosylation}-21-O-β-D-glucopyranoside glycoside (29) (23S)-21R-O-ethyl--19 - formyl-3β, 20ξ, 21 - three hydroxy -21,23 - ring oxygen dammar -24 - ene-3-O-[α-L-pyran-rhamnose-(1 → 2)] [β-D-xylopyranose group (1 → 3)]-α-L-pyrazol furans Arab glycoside (30) (23S) -19 - aldehyde-3β, 20ξ, 21ξ-trihydroxy -21,23 - epoxy dammar -24 - ene-3-O-[α-L-pyran-rhamnose glycosylation (1 → 2)] [of β-the D-xylopyranose group (1 → 3)]-α-L-pyran-arabinoside (31), (20S) -19 - aldehyde-3β, 20, 21ξ, 25 - tetrahydroxy -21,24 ξ-ring the dammarane 3-O-[an α-of L-pyran rhamnose group (1 → 2)] [of β-the D-xylopyranosyl-(1 → 3- )]-α-L-pyran Arab glucoside (32), (20R) -19 - aldehyde-3β, 20,21 ξ, 23ξ-tetrahydroxy -21,24 ξ-ring dammar -24 - ene-3-O- [α-L-rhamnopyranosyl (1 → 2)] of β-the D-xylopyranose group (1 → 3)]-α-L-pyran-arabinoside (33), (20R, 23R ),-3β, 20 - dihydroxyvitamin Ji Dama -24 - ene -21 - carboxylic acid 21,23 - lactone 3-O [α-L-pyran-rhamnose-(1 → 2)] [β-D- xylopyranosyl (1 → 3)]-β-D-pyran-glucoside (34), (20S, 23S)-3β, 20 - dihydroxyvitamin Ji Dama -24 - ene -21 - carboxylic acid 21,23 - lactone 3-O-[an α-of L-pyran rhamnose group (1 → 2)] of β-the D-xylopyranose group (1 → 3)]-β-the D-gluco pyranoside ( 35), (20S, 23S)-3β, 20 -, two hydroxyalkyl Ji Dama -24 - ene -21 - carboxylic acid 21,23 - lactone 3-O-[of β-the D-xylopyranosyl-(1 → 3- )]-β-D-glucopyranoside glycoside (36), (20R, 23R)-3β, 20 - dihydroxyvitamin Ji Dama -24 - alkenyl -21 - carboxylic acid 21,23 - lactone 3-O-[β -D-xylopyranosyl (1 → 3)] [β-D-gluco pyranoside (37), quercetin (38). Wherein the new compounds reported in the literature and no 14, respectively the compound 1-6,24-29,36 and 37. MTT assay, in vitro tumor inhibitory activity of some of the compounds obtained from Gynostemma initial screening and evaluation. Compounds 1-5,26,33,36-37 HL-60 cell line have different degrees of cell growth inhibition, which compounds the 3 most active compounds 1-5, 7 on IC50 value of 8.45μmol / L. of Colon205 and the Du145 different concentrations of cell lines with growth inhibition, which compounds the two pairs Colon 205 most active the IC50 value 22.95μmol / L compound 3 Du145 most active the IC50 value 17.41μmol / L. Compound 20-21,34-35 on the cell line A2780 and line OVCAR-3 at different concentrations were growth inhibitory, wherein the compound have a strong activity in the 20 and 34 on A2780, the IC50 are 10.4μmol / L, compound 20 OVCAR-3 strong activity, the IC50 for 2.8μmol / L.

Related Dissertations

  1. Study on the Secondary Metabolites of Two Fungi from the South China Sea,R284
  2. Study on Extraction and Active Function of the Chemical Composition of Cacumen Platycladi,R284
  3. Design, Synthesis and Biological Evaluation of Novel Podophyllotoxin Derivatives as Antitumor Agents,R284
  4. The Antioxidative Efficient Component Recognition for Curcuma Longa L. Based on the Quality Control Pattern of Constituent Knock-out/Knock-in,R285
  5. Distribution of the Contents of Pectin and Cellulose and Their Effect on Smoking Quality in Flue-cured Tobacco of China,S572
  6. Coparative Analyses of Carbon and Nitrogen Metabolism of Flue-cured Tobacco Growing in Henan and Yunnan,S572
  7. Study on Key Technology Optimization of Flue-cured Tobacco by Bulk Curing,TS44
  8. Effects of Climate Factors for Different Transplanting Dates on Quality and Ripe Tissue in Flue-cured Tobacco,S572
  9. Region Division and Quantitative Characteristics of Climate Factors for Qujing Tobacco-growing Areas,S572
  10. Fundamental Studies on the Chemical Constituents of Brassica Rapa L.seed.,R284
  11. Studies on Chemical Constituents of the Aerial Parts of Triosteum Pinnatifidum,R284
  12. Novel Imidazophenanthroline Derivatives: Design, Synthesis and Evaluation of Biological Activity,TQ460.1
  13. Human TLT-2 gene transfected cell lines Construction and Development of monoclonal antibodies,R392
  14. Eu 3 and nano Eu 2 O 3 of human hepatocytes and hepatoma cell growth,R735.7
  15. Dark purple Fritillaria medicinal active ingredient extraction technology and the chemical composition of,TQ461
  16. Hexagonal boron nitride micro- structure and adsorption properties of,TB383.3
  17. Positive blue cloth and quality control of chemical composition,R29
  18. Triploid Mangosteen Biological characteristics and its seedless fruit changes in chemical composition research,S668.9
  19. The Study on Anti-obesity Function and Chemical Compositions of a Formula Composed of Aromatic Plants,R284
  20. Plant extracts against Tetranychus cinnabarinus screening and biological activity of the active ingredient,S482.52
  21. TC4 alloy pulsed laser deposition of hydroxyapatite microstructure and properties of,TG146.23

CLC: > Medicine, health > Chinese Medicine > Of Pharmacy > Traditional Chinese medicine chemical > Chemical analysis and identification
© 2012 www.DissertationTopic.Net  Mobile