Novel molecular artemisinin derivative and synthesis method thereof

A technology of artemisinin derivatives and derivatives, applied in the field of medicine, can solve the problems of insignificant activation of the immune system, few types of anti-cancer types, low anti-cancer activity, etc., and achieve the effect of improving the anti-cancer effect

Pending Publication Date: 2020-11-27
苏州星北医药科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, these derivatives have technical defects such as relatively single types, low anti-cancer activity, few types of anti-cancer types, insufficient targeting, and insignificant activation of the immune system. Carry out extended research on drugs, focus on solving these technical defects, and obtain more new anticancer drugs with anticancer activity and immune system activation mechanism

Method used

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  • Novel molecular artemisinin derivative and synthesis method thereof
  • Novel molecular artemisinin derivative and synthesis method thereof
  • Novel molecular artemisinin derivative and synthesis method thereof

Examples

Experimental program
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Embodiment

[0040] Add 2.84g of dihydroartemisinin, 4.18g of liquiritin, and 30g of THF solvent into a 100ml three-necked flask, cool down to 0°C with a low-temperature cooling circulation pump, then add 5.2g of PPH3 reagent and 4.0g of DIAD reagent, and the reaction is completed after 24 hours For reaction, the target substance in the solution is refined, the reaction solution is desolvated to remove THF, and 50 g of chloroform is added to wash with water three times, and the obtained organic phase is desolventized. Add 20 g of ethyl acetate and cool down to -10°C for recrystallization to finally obtain 4.2 g of a white solid with a purity of 97% and a yield of 65%.

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Abstract

The invention discloses a novel molecular artemisinin derivative and a preparation method thereof. The novel molecular artemisinin derivative comprises molecules formed by a chemical reaction of dihydroartemisinin and derivatives thereof (a) and flavonoid compounds (b). The compound (a) of dihydroartemisinin and derivatives thereof has molecular structures of dihydroartemisinin and derivatives thereof; in the reaction, dihydroartemisinin and liquiritin derivatives are used as initial raw materials, PPh3, and a DIAD reagent take THF a solvent, temperature is controlled at 0 DEG C, an etherification reactionis carried out under normal pressure to generate a target product (c); after the reaction, a reaction solution is washed, a target object is extracted (c) by using chloroform; desolventizing is carried out, a target object is dissolved by using ethyl acetate, and recrystallizing is carried out; and finally, desolventizing is carried out to obtain a white powder pure product, the effective ingredients of the product is analyzed and calibrated, and the validity and conversion rate of the experiment can be analyzed. According to the invention, the novel molecular artemisinin derivative is safer, does not cause serious side effects, can be used as a sensitizer of adjuvant chemotherapeutic drugs, and is beneficial to improving the anti-cancer effects of other chemotherapeutic drugs.

Description

technical field [0001] The invention relates to the field of medicine, in particular to a new molecular artemisinin derivative and a preparation method thereof. [0002] technical background [0003] Many cancer treatment drugs have been found in the prior art, but all of these treatment methods will produce serious side effects or cause drug resistance. There are still few drugs that can effectively treat advanced or metastatic cancers (or cancers that usually develop metastases), and treatment options for these cancers are relatively limited. [0004] Dihydroartemisinin (DHA) is an artemisinin derivative with high-efficiency and low-toxic antimalarial activity. However, studies in recent years have shown that dihydroartemisinin and its derivatives also have various biological activities such as anti-tumor, anti-inflammation, and anti-fibrosis, and many studies have deeply explored the effects of artemisinin and its derivatives on various cancers. potential anticancer effe...

Claims

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Application Information

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IPC IPC(8): C07D493/22A61K31/357A61P35/00
CPCA61P35/00C07D493/22
Inventor 倪旭明
Owner 苏州星北医药科技有限公司
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