一种稠环氢化异喹啉化合物及其制备方法和应用

The synthesis of fused-ring hydrogenated isoquinoline compounds was simplified by using a tandem ring isomerization reaction catalyzed by a gold catalyst and methanesulfonic acid, solving the problem of complex synthesis methods in the prior art and providing novel compounds with anti-hepatocellular carcinoma activity for use in pharmaceutical compositions.

CN117186007BActive Publication Date: 2026-07-17SOUTH CENTRAL UNIVERSITY FOR NATIONALITIES

Patent Information

Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
SOUTH CENTRAL UNIVERSITY FOR NATIONALITIES
Filing Date
2023-07-31
Publication Date
2026-07-17

AI Technical Summary

Technical Problem

Existing methods for synthesizing fused-ring hydrogenated isoquinoline compounds are complex and lengthy, making rapid and large-scale preparation difficult. Furthermore, there are few reports on their use in synthesizing 1,6-diyne substrates, which limits their application in drug development.

Method used

A tandem ring isomerization reaction catalyzed by gold catalyst and methanesulfonic acid was used to generate tetracyclic fused-ring cage-like compounds containing a hydrogenated isoquinoline skeleton from 1,6-diyne compounds at room temperature. Alcohols or ethers containing the isoquinoline skeleton were then generated in one step using different nucleophiles.

Benefits of technology

This study enables the simplified preparation of fused-ring hydrogenated isoquinoline compounds with excellent anti-hepatocellular carcinoma activity, providing novel compounds for use in pharmaceutical compositions, simplifying the synthesis process and improving preparation efficiency.

✦ Generated by Eureka AI based on patent content.

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Abstract

本发明提供了一种稠环氢化异喹啉化合物及其制备方法和应用。本发明以一类新颖的1,6‑二炔类化合物为起始物料,通过金催化剂和甲磺酸协同催化,在室温下发生串联环异构反应生成含有氢化异喹啉骨架的四环稠环笼状化合物。该反应通过骨架重排,一步新生成了6根化学键,5个连续手性中心,4个多并环。而且采用不同的亲核试剂还可一步生成个含异喹啉骨架的醇类化合物,含异喹啉骨架的醚类化合物。该制备方法,在有机金属合成化学里的技术领域,用以解决稠环异喹啉类化合物骨架合成难度高,步骤冗长的技术问题。本发明提供的化合物具有优异的抗肝癌活性,且化合物制备方法简单、易于提纯,具有良好的应用前景。
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