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

Sinomenine derivative, preparation method and application thereof and pharmaceutical composition

A derivative, sinomenine technology, applied in the preparation of salt, inflammatory diseases and aplastic anemia in the field of application, to achieve good pharmacodynamic characteristics, significant anti-inflammatory activity, the effect of preventing and treating aplastic anemia

Active Publication Date: 2018-12-28
INST OF MATERIA MEDICA AN INST OF THE CHINESE ACAD OF MEDICAL SCI
View PDF7 Cites 3 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The structure and pharmacological activity of this compound have not been reported so far

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
  • Sinomenine derivative, preparation method and application thereof and pharmaceutical composition
  • Sinomenine derivative, preparation method and application thereof and pharmaceutical composition
  • Sinomenine derivative, preparation method and application thereof and pharmaceutical composition

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] Embodiment 1: the preparation of sino-wcj-43

[0034] Molecular formula: C 38 h 37 NO 7

[0035] Nomenclature: 1-cinnamoyloxymethylene-4-cinnamoyloxy-7,8-didehydro-3,7-dimethoxy-17-methyl-morphinan-6-one, 1-cinnamoyloxymethylene-4-cinnamoyloxy-7, 8 Didehydro-3,7-dimethoxy-17-methyl-morphinan-6-one.

[0036] Compound synthesis route:

[0037]

[0038] Step 1: Weigh 10.0 g of sinomenine hydrochloride, dissolve it in 200 ml of water, add 20.0 g of paraformaldehyde (2-3 times the mass of sinomenine hydrochloride) under stirring, heat and reflux for 4h-12h, and monitor the reaction process by TLC. After the reaction, use CHCl 3 Extraction (100mL × 3 or the number of extractions can be increased), combined organic phase, anhydrous Na 2 SO 4 After drying, filtering, and evaporating off the solvent, a white solid was obtained, and 1-hydroxymethylene sinomenine was obtained.

[0039] Step 2, take about 50 mg of 1-hydroxymethylene sinomenine, dissolve it in dichlorome...

experiment example 1

[0042] Experimental example 1: Inhibitory effect of sino-wcj-43 on LPS-induced production of inflammatory proton NO in primary mouse peritoneal macrophages

[0043] Macrophages perform the body's non-specific immune function. Under the induction of bacterial lipopolysaccharide LPS, they can produce inflammatory factors such as NO, participate in and mediate the inflammatory response, and have high levels in the initial stage of various inflammatory immune processes and in the process of pathological development. Level. By detecting the amount of NO produced by primary cultured mouse peritoneal macrophages, it can be used as a preliminary observation of the anti-inflammatory activity of the compound in vitro.

[0044] experimental method:

[0045] Primary mouse peritoneal macrophages were inoculated in 96-well plates, and compounds of different concentrations were added for pre-protection for 1 h; then, LPS was added to make the final concentration 1 μg / ml, and the cells were ...

experiment example 2

[0050] Experimental example 2: Effect of sino-wcj-43 on otitis induced by croton oil in mice

[0051] experimental method:

[0052] Take 18-20g male Kunming mice, divide them into groups randomly, and apply 0.02ml of croton oil on both sides of the left ear of each group of animals respectively; 30 minutes later, each group of animals is subcutaneously injected with 50mg / kg and 100mg / kg body weight of the test compound respectively , the model control group was given an equal volume of vehicle; 4 hours after the administration, the mice were killed by neck dislocation, and both ears were cut off along the baseline of the auricles, and the ear pieces at the same positions of the left and right ears were removed with a 6 mm diameter punch, and weighed with an analytical balance. Calculate ear swelling degree (ear swelling degree=left ear piece weight-right ear piece weight) and ear swelling inhibition rate [ear swelling inhibition rate (%)=(model group average ear swelling degre...

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 a structure of a sinomenine derivative sino-wcj-43 shown in the formula (I), a preparation method and application of the structure in inflammatory diseases and aplastic anemia.The derivative relates to the synthetic novel structure derivative sino-wcj-43 with sinomenine hydrochloride as the raw material. The invention discloses a preparation method of sino-wcj-43 or pharmaceutically acceptable salt thereof. The preparation method is simple, and the derivative has obvious anti-inflammatory functions and the function of treating aplastic anemia, and can be applied to clinical treatment of the inflammatory diseases and aplastic anemia in a monomer or pharmaceutical composition mode. The formula (I) is shown in the description.

Description

technical field [0001] The present invention relates to the field of biomedicine, in particular to a preparation method of a sinomenine derivative or a pharmaceutically acceptable salt thereof, a pharmaceutical composition containing the derivative or a pharmaceutically acceptable salt thereof and its anti-inflammatory effect Diseases and applications in aplastic anemia. Background technique [0002] Aplastic anemia (referred to as aplastic anemia, AA) is an acquired bone marrow hematopoietic failure disease caused by chemical, physical, biological factors or unknown reasons, manifested as low bone marrow hematopoietic function, pancytopenia and anemia , bleeding, infection syndrome. The cause or mechanism of its pathogenesis is very complicated, and it is currently believed to be related to the inherent defects of hematopoietic stem cells, abnormal hematopoietic microenvironment and immune dysfunction. Although the specific pathogenesis has not been clarified, there has b...

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
IPC IPC(8): C07D221/28A61K31/485A61P29/00A61P19/02A61P11/06A61P11/00A61P13/12A61P7/06
CPCC07D221/28
Inventor 林明宝吉腾飞侯琦白金叶杨慧魏灿晶范燕楠
Owner INST OF MATERIA MEDICA AN INST OF THE CHINESE ACAD OF MEDICAL SCI
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