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Novel protoporphyrin derivative and preparation method thereof

A technology of protoporphyrin and its derivatives, applied in the field of organic synthesis, can solve problems such as difficult industrial production and environmental pollution, and achieve the effects of easy operation, simple preparation method, and good bioavailability

Inactive Publication Date: 2014-11-05
INST OF BIOMEDICAL ENG CHINESE ACAD OF MEDICAL SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The preparation of protoporphyrin derivatives usually utilizes condensation or addition reactions, but both require the use of catalysts and solvents, such as rhenium decacarbonyl, calcium trifluoromethanesulfonimide, potassium carbonate, phosphotungstic acid or γ- Aluminum oxide, etc., will pollute the environment, and it is not easy for industrial production

Method used

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  • Novel protoporphyrin derivative and preparation method thereof
  • Novel protoporphyrin derivative and preparation method thereof
  • Novel protoporphyrin derivative and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0089] Take 2.0 g of protoporphyrin and 1.7 g of manganese acetate, react in 50 mL of N,N-dimethylformamide for 6 h, purify and separate to obtain 2.0 g of manganese protoporphyrin, and the yield is 91.7%.

Embodiment 2

[0091] Take 2.0 g of protoporphyrin and 2.0 g of ferrous chloride, react in 50 mL of N,N-dimethylformamide for 6 h, purify and separate to obtain 1.9 g of protoporphyrin iron, and the yield is 86.7%.

Embodiment 3

[0093] Take 2.0 g of protoporphyrin and 1.0 g of magnesium chloride, react in 50 mL of N,N-dimethylformamide for 8 hours, purify and separate to obtain 1.8 g of protoporphyrin magnesium, and the yield is 86.5%.

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Abstract

The invention discloses a novel protoporphyrin derivative and a preparation method thereof. The novel protoporphyrin derivative has a structure represented as follows. The novel protoporphyrin derivative has a good in-vivo orientation effect and a good biological utilization degree, can be used in research and development of anti-oxidation drugs. The preparation method is simple, is easy to operate, is free of a catalyst, is green and environmental-protective, is suitable for industrial production and is wide in application prospect.

Description

technical field [0001] The invention belongs to the field of organic synthesis, and in particular relates to a novel protoporphyrin derivative and a preparation method thereof. In particular, it relates to obtaining novel protoporphyrin derivatives by reacting protoporphyrin compounds with aromatic compounds. Background technique [0002] Protoporphyrin is a class of aromatic heterocyclic compounds with a conjugated macrocyclic structure. Natural protoporphyrin is an effective component of hematoporphyrin derivatives, which widely exists in cells and organs related to energy transfer in organisms. The biosynthesis of protoporphyrin in vivo originates from 5-aminolevulinic acid (5-ALA). After a series of enzyme actions, protoporphyrin IX is finally generated on the mitochondria, and protoporphyrin IX and ferrous ions are formed in the ferrous Heme can be produced under the action of ferrochelatase. As a cofactor, heme can be combined with proteins, such as hemoglobin, myog...

Claims

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Application Information

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IPC IPC(8): C07D487/22
CPCC07D487/22
Inventor 刘天军杨澍
Owner INST OF BIOMEDICAL ENG CHINESE ACAD OF MEDICAL SCI
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