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1,2,3,4,6-O-pentagalloylglucose germanium complex and preparation method and application thereof

A pentagalloylglucose and complex technology, which is applied to 1,2,3,4,6-O-pentagalloylglucose germanium complex and its preparation and application fields, and can solve the problem that the application prospect cannot be underestimated. , to achieve a good inhibitory effect

Active Publication Date: 2018-11-23
INST OF CHEM IND OF FOREST PROD CHINESE ACAD OF FORESTRY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Therefore, organic germanium compounds have become a new class of human biological effect regulators and drugs for homeostasis regulation, and their application prospects cannot be underestimated.

Method used

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  • 1,2,3,4,6-O-pentagalloylglucose germanium complex and preparation method and application thereof

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preparation example Construction

[0028] A kind of preparation method of 1,2,3,4,6-O- pentagalloyl glucose germanium complex of the present invention, concrete steps are:

[0029] (1) In the acetate buffer solution, add 1,2,3,4,6-O-pentagalloyl glucose 50% methanol (volume percentage, the same below) solution and germanium (IV) ions in a certain proportion solution, a complexation reaction occurs to obtain the target product 1,2,3,4,6-O-pentagalloyl glucose-germanium complex;

[0030] (2) Use 1M hydrochloric acid solution to adjust the pH value of the solution to 2-4, and place it at room temperature or in a refrigerator at 4°C to obtain complex precipitation;

[0031] (3) The reaction solution is centrifuged at room temperature, separated to obtain a precipitate;

[0032] (4) The precipitate is freeze-dried or vacuum-dried to obtain off-white powdery solid;

[0033] (5) The complex was dispersed in methanol, and separated and purified with a Sephadex LH-20 dextran chromatographic column to remove uncomplexe...

Embodiment 1

[0049] Precisely weigh 0.53g of germanium dioxide into a beaker, add a small amount of sodium hydroxide particles, use a small amount of water as a solvent, adjust to neutral with an appropriate amount of 10% dilute sulfuric acid, and then add water to make the volume to 500mL to obtain Ge with a concentration of 10mM. 4+ ionic solution. A certain amount of 1,2,3,4,6-O-pentagalloyl glucose (PGG) was weighed, dissolved in 50% methanol solution, and prepared into a PGG solution with a concentration of 10 mM. Prepare acetate buffer (pH6.0). Add 450mL of pH6.0 acetate buffer solution to a 1L beaker, then add 30mL of PGG solution with a concentration of 10mM, mix well and slowly add 120mL of Ge with a concentration of 10mM 4+solution, and the pH of the reaction solution was adjusted to 2 with 1M hydrochloric acid solution, and allowed to stand at room temperature for 30 min. After centrifugation and washing, the organic solvent was evaporated by a rotary evaporator, and the aqueo...

Embodiment 2

[0051] Preparation concentration is 10mMGe respectively according to embodiment 1 4+ Ionic solution, PGG solution with a concentration of 10mM and acetate buffer (pH6.0). Add 22.5mL of pH6.0 acetate buffer solution into a 100mL beaker, then add 1.5mL of PGG solution with a concentration of 10mM, mix well and slowly add 6mL of Ge with a concentration of 10mM 4+ solution, and the pH of the reaction solution was adjusted to 2 with 1M hydrochloric acid solution, and allowed to stand at room temperature for 30 min. After centrifugation and washing, the organic solvent was evaporated by a rotary evaporator, and the aqueous phase was freeze-dried to obtain a crude product of 1,2,3,4,6-O-pentagalloyl glucose-germanium complex. Disperse the crude complex with a small amount of methanol and put it on a Sephadex LH-20 dextran chromatographic column for separation and purification. First wash with deionized water to remove impurities, then elute with 70% acetone solution, collect the elu...

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Abstract

The invention discloses a 1,2,3,4,6-O-pentagalloylglucose germanium complex and a preparation method and application thereof. The 1,2,3,4,6-O-pentagalloylglucose germanium complex is formed by complexing of 1,2,3,4,6-O-pentagalloylglucose and germanium ions. The invention further discloses a specific synthesis process and application of the 1,2,3,4,6-O-pentagalloylglucose germanium complex in preparation of lung cancer treatment or prevention medicine. The synthesized compound is novel in structure, and the synthesis process is simple. The compound has good inhibiting effect on human colon cancer cells HCT116, human cervical cancer cells Hela, human pancreatic cancer cells BxPC3, human small cell lung cancer cells A549, human gastric cancer cells SGC7901 and human breast cancer cells MCF7.

Description

technical field [0001] The invention belongs to the technical field of synthesizing drugs with antitumor activity, and specifically relates to a 1,2,3,4,6-O-pentagaloyl glucose-germanium complex and a preparation method and application thereof. Background technique [0002] Organic germanium has multiple functions such as regulating human immunity and hematopoietic function, eliminating free radicals, anti-mutation, anti-cancer, anti-inflammatory, and antibacterial. Therefore, organic germanium compounds have become a new class of human biological effect regulators and drugs for homeostasis regulation, and their application prospects cannot be underestimated. It is very necessary to research and develop new non-toxic organic germanium compounds. Among them, the selection of suitable organic ligands is the primary task. Tannic acid (Tannic acid) is a kind of natural polyphenolic compound that is a polymer of esters formed by different numbers of galloyl groups and glucose, ...

Claims

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Application Information

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IPC IPC(8): C07H23/00C07H1/00A61P35/00
CPCA61P35/00C07H1/00C07H23/00
Inventor 张亮亮刘瑜琛汪咏梅徐曼胡新宇
Owner INST OF CHEM IND OF FOREST PROD CHINESE ACAD OF FORESTRY
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