Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Preparation of dithiocarbamate compound and application of dithiocarbamate compound in drug for inhibiting cancer cell proliferation and/or treating cancer

A compound and cancer cell technology, applied in drug combination, organic chemistry, antineoplastic drugs, etc., can solve problems such as instability of radhamin and sulforaphane

Inactive Publication Date: 2018-08-10
BEIJING UNIV OF CHEM TECH
View PDF2 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The present invention relates to the design and synthesis of a class of aminodithiocarbamate compounds. In order to overcome the problem of instability of sulforaphane and sulforaphane, the present invention provides an aminodithiocarbamate compound with good stability and more excellent pharmacodynamic activity. Formate compounds

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Preparation of dithiocarbamate compound and application of dithiocarbamate compound in drug for inhibiting cancer cell proliferation and/or treating cancer
  • Preparation of dithiocarbamate compound and application of dithiocarbamate compound in drug for inhibiting cancer cell proliferation and/or treating cancer
  • Preparation of dithiocarbamate compound and application of dithiocarbamate compound in drug for inhibiting cancer cell proliferation and/or treating cancer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] Preparation of R101:

[0034] Weigh raw NaHCO 3 Put 0.26g (3.2mmol) in a 100ml single-necked flask, add 10ml of water to dissolve, stir magnetically, then weigh 0.19g (3mmol) of ethanethiol, add it, and finally weigh 0.53g (3mmol) of radishin, dilute and dissolve with 20ml of ethanol and add to the reaction solution During the reaction at room temperature, the reaction time was 5 h, during which the reaction was followed by thin-layer chromatography, and the developing solvent was ethyl acetate: methanol = 5:1. After the reaction was completed, the organic solvent ethanol was evaporated, diluted with 20ml of water, extracted three times with 60ml of ethyl acetate, 20ml each time, and the extract was extracted with anhydrous MgSO 4 After drying and filtering, the filtrate was spin-evaporated to give a yellow oil, and freeze-dried to obtain 0.49 g of the final product, with a yield of 69.3%. C 8 h 16 NOS 3 , MS(ES+)m / z(M+H) + :238.0389; 1 H NMR (400MHz, MeOD-d 4 ...

Embodiment 2

[0036] Preparation of W101:

[0037] Weigh raw NaHCO 3 Put 0.26g (3.2mmol) in a 100ml single-necked flask, add 10ml of water to dissolve, stir magnetically, then weigh 0.19g (3mmol) of ethanethiol, add it, and finally weigh 0.53g (3mmol) of radishin, dilute and dissolve with 20ml of ethanol and add to the reaction solution During the reaction at room temperature, the reaction time was 5 h, during which the reaction was followed by thin-layer chromatography, and the developing solvent was ethyl acetate: methanol = 5:1. After the reaction was completed, the organic solvent ethanol was evaporated, diluted with 20ml of water, extracted three times with 60ml of ethyl acetate, 20ml each time, and the extract was extracted with anhydrous MgSO 4After drying and filtering, the filtrate was spin-evaporated to give a yellow oil, and freeze-dried to obtain 0.63 g of the final product, with a yield of 87.5%. C 8 h 18 NOS 3 , MS(ES+)m / z(M+H) + :240.0545; 1 H NMR (400MHz, DMSO-d 6 )...

Embodiment 3

[0082] (1) Experimental cell lines, human skin malignant melanoma cell line A375, human liver cancer cell SMMC-7721, human lung cancer A549, human colon cancer cell HCT116, human cervical cancer cell Hela, among which A375 and SMMC-7721 were cultured in DMEM medium , HCT116, A549, and Hela were cultured in RPMI-1640 medium and passaged after routine digestion with 0.25% trypsin.

[0083] (2) After digesting the cancer cells in the logarithmic growth phase into single cells, 3×10 4 Seed in 96-well plate at a density of cells / ml, add 90 μL of cell suspension to each well, incubate in a 37°C incubator containing 5% CO2 for 12 hours, add 10 μL of carbamate drugs and control drug radish All the elements acted on the same cell, and three replicate wells were set up for each concentration. After 72 hours, 10 μL of cck-8 solution was added to each well and incubated for 1 hour. The absorbance value at 490 nm was detected with a microplate reader and the inhibition rate was calculated....

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses preparation of dithiocarbamate compounds and application of the dithiocarbamate compound in a drug for inhibiting cancer cell proliferation and / or treating cancer, relating tothe field of pharmaceutical chemistry. The dithiocarbamate compounds have structures as shown in a general formula (I) or (II) in the description, wherein R is alkyl, acylamino alkyl, acyl alkyl, keto-alkyl, an ester group-alkyl, carboxyl alkyl, dicarboxyl alkyl, aryl, alkyl-substituted aryl and the like. The dithiocarbamate compounds (sulforaphene derivative and sulforaphane derivative) providedby the invention have the capacity of inhibiting cancer cell proliferation, and particularly has excellent cancer cell proliferation inhibiting activity in the aspects of inhibiting malignant melanomacell strains 375 of human skin, human hepatocellular carcinoma cells SMMC-7721, human lung cancer A549, human colon cancer cells HCT116 and human cervical carcinoma cells Hela.

Description

technical field [0001] The invention relates to the use of a class of carbamate compounds in drugs for inhibiting cancer cell proliferation and / or treating cancer. Background technique [0002] The National Cancer Center pointed out that China's cancer mortality rate is 17% higher than the global average, and about 10,000 people are diagnosed with cancer every day. 69% are natural products or modified based on natural antineoplastic drugs. And sulforaphane and sulforaphane are currently recognized as one of the natural products with the best anti-cancer and anti-cancer effects. There have been a lot of research work to prove that they can effectively inhibit the occurrence of esophageal cancer, lung cancer and colon cancer in animal experiments, but Due to their unstable structure, they cannot be stored for a long time, which limits their application. Studies have found that after entering the body, their isothiocyanate groups will react with sulfhydryl-containing amino aci...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C07C333/20A61P35/00
CPCC07C333/20A61P35/00
Inventor 袁其朋邓炳华刘霞谢瑞
Owner BEIJING UNIV OF CHEM TECH
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com