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Lactucin derivative, and preparation method and application thereof

A technology of leucanthemum and derivatives, which is applied in the field of natural medicine and medicinal chemistry, can solve the problems of single structure, low toxicity and side effects, and small quantity, and achieves the effects of simple experimental steps and mild reaction conditions.

Inactive Publication Date: 2012-02-15
XINJIANG TECHN INST OF PHYSICS & CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The compound is derived from natural medicinal plants and has low toxicity and side effects, but the current structure-activity relationship research mainly focuses on natural extracts, which are small in quantity and have a single structure
There is no public report on the synthesis and biological activity of the derivatives of lactuca

Method used

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  • Lactucin derivative, and preparation method and application thereof
  • Lactucin derivative, and preparation method and application thereof
  • Lactucin derivative, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] Embodiment 1: the preparation of derivative 1

[0031] Add 50mg (0.18mmol) lactuca into 1.0ml pyridine, and slowly add 18mg (0.18mmol) acetic anhydride dropwise under cooling in an ice-water bath. After the reaction was completed, the reaction solution was separated by column chromatography to obtain raptudin monoacetate 1.

Embodiment 2

[0032] Embodiment 2: the preparation of derivative 2

[0033] Add 50mg (0.18mmol) lactuca into 1.0ml pyridine, and slowly add 36mg (0.36mmol) acetic anhydride dropwise under cooling in an ice-water bath. After the reaction was completed, the reaction solution was separated by column chromatography to obtain raptudin diacetate 2.

Embodiment 3

[0034] Embodiment 3: the preparation of derivative 3

[0035] Add 50mg (0.18mmol) of Lactuca into 1.0ml of pyridine, and slowly add 25mg (0.18mmol) of benzoyl chloride dropwise under cooling in an ice-water bath. After the reaction was completed, the reaction solution was separated by column chromatography to obtain raptudin monobenzoate 3.

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Abstract

The invention relates to a lactucin derivative, and a preparation method and application thereof. The lactucin derivative is synthesized by performing structural modification on lactucin which is separated from Cichorium glandulosum Boiss. et Huet and is taken as a parent compound. The activity result of the derivative shows that: the derivative has better effects of inhibiting A549 human lung cancer cells, HL-60 human leukemia cells, Bel-7402 human liver cancer cells and KB human nasopharyngeal darcinoma cells; meanwhile, the derivative is independent or combined with one or more pharmaceutically acceptable, inert and nontoxic excipients or carriers to form a medicinal composition to be applied to the development of antitumor medicines.

Description

technical field [0001] The invention relates to the fields of natural medicine and medicinal chemistry, in particular to some structurally modified raptudin derivatives. The invention also discloses the preparation method of these raptudin derivatives and the use of these derivatives as antitumor drugs. Background technique [0002] Lactucin (lactucin) is a sesquiterpene lactone compound extracted from the Cichorium plant. Chicory (Cichorium glandulosum Boiss.et Huet) is an annual herb of the genus Cichorium (Cichorium L.) in the family Compositae. It is widely distributed in Xinjiang, China and surrounding countries. Uighur medicine in Xinjiang mainly uses the aerial parts and roots of chicory as medicine. It tastes slightly bitter, salty, and cool in nature. It has the effects of clearing liver and gallbladder, invigorating stomach and eliminating food, diuresis and reducing swelling. It is used for damp-heat jaundice, stomach pain, edema and oliguria And hepatitis, nephr...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/93A61K31/365A61K31/4025A61K31/4525A61K31/5377A61K31/496A61P35/00A61P35/02
Inventor 侯雪玲阿吉艾克拜尔·艾萨
Owner XINJIANG TECHN INST OF PHYSICS & CHEM CHINESE ACAD OF SCI
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