环戊烯并[b]吲哚-1-酮类化合物及其制备方法和在制备抗神经胶质瘤药物中的应用

Cyclopenteno[b]indole-1-one compounds were prepared by a tandem cyclization reaction under alkaline conditions, which solved the safety and operational complexity problems of the prior art, and realized safe and efficient compound preparation and industrial application, with anti-glioma activity.

CN120965561BActive Publication Date: 2026-07-17THE AFFILIATED HOSPITAL OF YUNNAN UNIVERSITY

Patent Information

Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
THE AFFILIATED HOSPITAL OF YUNNAN UNIVERSITY
Filing Date
2025-09-10
Publication Date
2026-07-17

AI Technical Summary

Technical Problem

Existing methods for synthesizing cyclopentenoid[b]indole compounds suffer from poor production safety and difficulties in industrial application, especially due to the complexity of transition metal catalysis and hydrogen reduction operations.

Method used

Cyclopenteno[b]indole-1-one compounds were prepared by tandem cyclization reactions of compounds of formula (I) and formula (II) under alkaline conditions, avoiding transition metal catalysis and hydrogen gas. Hexamethyldisilamide alkali metal salts and aprotic solvents were used, and the reaction conditions were mild, making them suitable for industrial applications.

Benefits of technology

A safe, simple and efficient method for preparing cyclopentenon[b]indole-1-one compounds is provided, which is suitable for industrial production, and the obtained compounds have significant inhibitory activity against the proliferation of glioma U87MG cells.

✦ Generated by Eureka AI based on patent content.

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Abstract

本发明属于有机合成技术领域,具体涉及环戊烯并[b]吲哚‑1‑酮类化合物及其制备方法和在制备抗神经胶质瘤药物中的应用。本发明在无过渡金属催化的条件下,以式(I)所示结构的化合物和式(II)所示结构的化合物为原料,在碱性条件下经串联环化反应,得到一系列的环戊烯并[b]吲哚‑1‑酮类化合物。本发明提供的制备方法无需过渡金属催化和氢气,底物普适性好、且操作简便、反应高效、安全系数高,更适合于工业化应用。同时本发明制备的式(III‑15)所示结构的环戊烯并[b]吲哚‑1‑酮类化合物具有显著的抑制神经胶质瘤U87MG细胞增殖活性。
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