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Saponin compounds or pharmaceutically acceptable salts thereof, compositions, and preparation method of saponin compounds or pharmaceutically acceptable salts therof, and application of saponin compounds or pharmaceutically acceptable salts thereof and compositions

A kind of technology of compounds and saponins, applied in the field of natural product medicine

Active Publication Date: 2020-05-22
TIANJIN UNIV OF TRADITIONAL CHINESE MEDICINE
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The main active ingredient in Gynostemma pentaphyllum is saponin. There are as many as 201 species of Gypenosides that have been isolated and identified in the prior art. Most of the aglycones are dammarane-type tetracyclic triterpenoids. rarely seen in reports

Method used

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  • Saponin compounds or pharmaceutically acceptable salts thereof, compositions, and preparation method of saponin compounds or pharmaceutically acceptable salts therof, and application of saponin compounds or pharmaceutically acceptable salts thereof and compositions
  • Saponin compounds or pharmaceutically acceptable salts thereof, compositions, and preparation method of saponin compounds or pharmaceutically acceptable salts therof, and application of saponin compounds or pharmaceutically acceptable salts thereof and compositions
  • Saponin compounds or pharmaceutically acceptable salts thereof, compositions, and preparation method of saponin compounds or pharmaceutically acceptable salts therof, and application of saponin compounds or pharmaceutically acceptable salts thereof and compositions

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0062] Such as figure 1 As shown, Gynostemma 5kg, 60% ethanol at room temperature soaked and extracted three times, once a week, filtered, concentrated under reduced pressure to obtain the extract extract, added an appropriate amount of water to suspend, and extracted three times with petroleum ether, ethyl acetate and n-butanol respectively . The combined extracts were concentrated under reduced pressure to obtain extracts. The ethyl acetate layer (150g) and n-butanol layer (310g) were taken for separation and purification. Using silica gel chromatographic column (100-200 mesh), gradient elution with dichloromethane-methanol system to obtain 10 fractions (Fr.1-10), each fraction was subjected to repeated column chromatography, recrystallization, and preparation of high-efficiency liquid phase Methods 30 compounds were obtained.

Embodiment 2

[0064] 1) Compound GP-1:

[0065] 3β,12β,20S-trihydroxy-24-hydroperoxydammar-25-ene-20-O-[β-D-glucopyranosyl(1→2)]-β-D-glucopyranoside.

[0066]

[0067] White powder (methanol), HR-ESI-MS gave m / z 861.4809 [M-H+HCOOH] - Peak (Calcd for: 861.4848), the molecular weight was determined to be 816. combine 1 H-NMR and 13 C-NMR confirms that the molecular formula is C 42 h 72 o 15 , 10% sulfuric acid-ethanol showed purple spots, the Liebermann-Burchard reaction was positive, and the Molish reaction was positive, suggesting that it was a triterpenoid saponin compound

[0068] 1 H-NMR (600MHz, pyridine-d 5 ) gives two groups of sugar terminal hydrogen signals: δ H 5.12 (1H, d, J = 7.8Hz), 5.80 (1H, d, J = 7.8Hz); 7 methyl proton signals: δ H 0.97(3H,s),1.03(3H,s),1.62(3H,s),1.96(3H,s),1.25(3H,s),0.87(3H,s),0.93(3H,s);1 Group ethylenic proton signal: δ H 5.23(1H,s), 5.07(1H,m).

[0069] 13 C-NMR (150MHz, pyridine-d 5 ) and DEPT-135 give 42 carbon signals, 2 sugar ter...

Embodiment 3

[0167] Cytotoxicity detection of compounds in Gynostemma pentaphyllum:

[0168] Dissolve the 14 saponins isolated from Gynostemma pentaphyllum: GP-1 to GP-3, GP-5 to GP-13, and GP15 respectively in DMSO, and prepare a stock solution with a concentration of 1 mg / mL and store at -20°C Store in the refrigerator and dilute to the desired concentration before use.

[0169] DMEM (high glucose) medium (Hyclone, USA); fetal bovine serum (PBS, Hyclone, USA); double antibody (100U / mL penicillin + 10mg / mL streptomycin); Cell Counting Kit-8 kit was purchased from Dojindo company.

[0170] Take 45 mL of DMEM / High Gluose basal medium, add 5 mL of fetal bovine serum (final concentration 10%) and 500 μL double antibody solution (final concentration of penicillin 100 U / mL, final concentration of streptomycin 0.1 mg / mL), store in 4°C refrigerator for later use.

[0171] Weigh 0.2g KCl, 8g NaCl, 0.27g KH2PO4, 1.42gNa2HPO4, add ultrapure water and stir it with a magnetic stirrer to dissolve it...

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Abstract

The invention relates to saponin compounds or pharmaceutically acceptable salts thereof, compositions, and a preparation method of the saponin compounds or the pharmaceutically acceptable salts thereof, and application of the saponin compounds or the pharmaceutically acceptable salts therof and the compositions. Chemical components of gynostemma pentaphylla are subjected to systematic extraction,separation and purification by using various column chromatographic separation methods, and the compound having a dammarane tetracyclic triterpenoid structures and containing a glycosyl group in a side chain is obtained through separation. The compounds obtained by separation according to a technical scheme in the invention have anti-inflammatory, anti-tumor, antioxidant and lipid-lowering activities and the like.

Description

technical field [0001] The invention relates to the field of natural product medicine, in particular to a saponin compound or a pharmaceutically acceptable salt, composition, preparation method and application thereof. Background technique [0002] Gynostemmapentaphyllum (Thunb.) Makino is a herbaceous climbing plant of Cucurbitaceae and Gynostemma genus, with thin and weak stems, branches, longitudinal ribs and grooves, glabrous or sparsely pubescent, also known as seven-leaf gallbladder, five-leaf Ginseng, seven-leaf ginseng, and small bitter medicine are called Ganman tea in Japan. Gynostemma stems thin, branched, with longitudinal ribs and grooves, glabrous or sparsely pubescent. Gynostemma likes a humid and mild climate, and it mostly grows wild in shaded places such as forests and streams, and is a perennial climbing herb. Distributed in many countries such as China, Myanmar, Vietnam, Malaysia, North Korea and Japan. In China, it is mainly distributed in Hunan, Hube...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07J17/00A61P35/00A61P29/00A61P3/06A61P39/06A61K31/704
CPCC07J17/005A61P35/00A61P29/00A61P3/06A61P39/06
Inventor 王春华李正别松涛余河水向伟
Owner TIANJIN UNIV OF TRADITIONAL CHINESE MEDICINE
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