A kind of hydroxycinnamic acid amine alkaloid and its preparation and application

An alkaloid and cinnamic acid amine technology, applied in the field of medicinal chemistry and pharmacotherapy, can solve the problems of hypoxia and plant damage, and achieve the effect of inhibiting COMT activity, good physical and chemical properties and oral bioavailability

Active Publication Date: 2017-05-10
中科榆林能源技术运营有限责任公司
View PDF2 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, its synthesis in organisms is often accompanied by some extreme conditions, such as plant damage, hypoxia, etc.

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
  • A kind of hydroxycinnamic acid amine alkaloid and its preparation and application
  • A kind of hydroxycinnamic acid amine alkaloid and its preparation and application
  • A kind of hydroxycinnamic acid amine alkaloid and its preparation and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053] Embodiment 1: the preparation of compound 8,10,19

[0054] Compounds 8, 10, and 19 were isolated from Tanggu Tescopolamine, and the pretreatment method was the same as that in patent 201110179917.9. Extract 10 kg of anisodamine with 95% ethanol at 0-100°C, extract 120 minutes each time, extract 2 times in total, obtain a total of 1500 liters of extract, concentrate it at 80°C to 80 liters, and use non- Water SPE method processing. Specifically, take a silica-based strong cation exchange (SCX) SPE column (20 g, 60 ml), activate and equilibrate with 60 ml of pure methanol, and load 75 ml of crude alkali solution. Wash the SPE cartridge with 10-60 mL of methanol to remove the alkaloids in the crude base. Finally, the alkaloids were eluted with 60 ml of 250 mmol per liter of ammonium perchlorate-methanol solution. Finally, we obtained the alkaloid-rich fragment of Anisodora, which contains very little non-alkaloids, which greatly simplifies the quantitative analysis proc...

Embodiment 2

[0063] Embodiment 2: the preparation of compound 9,25

[0064] Compounds 9 and 25 were isolated from Tanggu Tescopolamine, and the pretreatment method was the same as that in patent 201110179917.9. Extract 10 kg of anisodamine with 95% ethanol at 0-100°C, extract 120 minutes each time, extract 2 times in total, obtain a total of 1500 liters of extract, concentrate it at 80°C to 80 liters, and use non- Water SPE method processing. Specifically, take a silica-based strong cation exchange (SCX) SPE column (20 g, 60 ml), activate and equilibrate with 60 ml of pure methanol, and load 75 ml of crude alkali solution. Wash the SPE cartridge with 10-60 mL of methanol to remove the alkaloids in the crude base. Finally, the alkaloids were eluted with 60 ml of 250 mmol per liter of ammonium perchlorate-methanol solution. Finally, we obtained the alkaloid-rich fragment of Anisodora, which contains very little non-alkaloids, which greatly simplifies the quantitative analysis process of a...

Embodiment 3

[0071] Embodiment 3: the preparation of compound 5,20

[0072] Compounds 5 and 20 are isolated from Tanggu Tescopolamine, and the pretreatment method is the same as that in patent 201110179917.9. Extract 10 kg of anisodamine with 95% ethanol at 0-100°C, extract 120 minutes each time, extract 2 times in total, obtain a total of 1500 liters of extract, concentrate it at 80°C to 80 liters, and use non- Water SPE method processing. Specifically, take a silica-based strong cation exchange (SCX) SPE column (20 g, 60 ml), activate and equilibrate with 60 ml of pure methanol, and load 75 ml of crude alkali solution. Wash the SPE cartridge with 10-60 mL of methanol to remove the alkaloids in the crude base. Finally, the alkaloids were eluted with 60 ml of 250 mmol per liter of ammonium perchlorate-methanol solution. Finally, we obtained the alkaloid-rich fragment of Anisodamine, which contains very little non-alkaloids, which greatly simplifies the quantitative analysis process of alk...

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

PropertyMeasurementUnit
particle diameteraaaaaaaaaa
particle diameteraaaaaaaaaa
Login to view more

Abstract

The invention provides a hydroxy cinnamic acid amine alkaloid (HCA) shown as the formula structure in the specification, or a physiologically acceptable salt, a crystalline hydrate or a solvate, and a preparation method and application thereof. The hydroxy cinnamic acid amine alkaloid has multiple pharmacological effects of u opioid receptor agonist and human COMT (catechol-O-methyltransferase) inhibitor and the like, and has good physicochemical properties and oral bioavailability, and cell experiments show that the compounds have significant and long-lasting COMT activity inhibition effect and can be used as adjuvant drugs of drugs which are easy to be decomposed by COMT enzyme and cannot effect.

Description

technical field [0001] The invention relates to the fields of medicinal chemistry and pharmacotherapeutics, more specifically, a class of hydroxycinnamic acid amine alkaloids, a preparation method thereof, and an application as a COMT inhibitor. Background technique [0002] COMT is an important enzyme in the human body, and its activity is related to the metabolism of many drugs. For example, the levodopamine used for the treatment of Parkinson's disease is easily metabolized by the COMT enzyme into 3-oxo-methyldopa (3-OMD), which reduces the bioavailability of levodopa and reduces the amount of levodopa available in the brain. total levodopa. In order to improve the bioavailability of levodopa, it is necessary to use this class of drugs together with COMT enzyme inhibitors. In earlier reports, Entacapone tablets developed by Novartis Pharmaceuticals can inhibit COMT enzyme activity and improve the bioavailability of drugs such as levodopa. However, after taking entacapo...

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 Patents(China)
IPC IPC(8): C07C235/34C07C231/24C07C231/12A61P25/16
Inventor 梁鑫淼龙珍张秀莉郭志谋薛兴亚葛广波杨凌
Owner 中科榆林能源技术运营有限责任公司
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap