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Chroman compound, as well as preparation method and application thereof

A compound and chroman technology, applied in the field of chroman compounds and their preparation, can solve the problems such as few reports of the turtle worm, and achieve the effects of extensive pharmacological activity, easy operation and high product purity

Inactive Publication Date: 2013-11-27
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] In addition, there are few reports on pheromone and dermatitis treatment of ground beetle

Method used

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  • Chroman compound, as well as preparation method and application thereof
  • Chroman compound, as well as preparation method and application thereof
  • Chroman compound, as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] Embodiment 1 The preparation of chroman compound

[0041] Take 10kg ground soft-shelled turtle, extract it with 10L methanol for 2 weeks, suspend the methanol extract with 1L distilled water after concentration, extract the water suspension with 1L ethyl acetate for 3 times, and concentrate the ethyl acetate extract to obtain 23g extract ; Mix the sample with silica gel (100 mesh, 100g), and perform normal phase silica gel column chromatography (200-300 mesh, 1kg; silica gel column size L500mm, 120mm), followed by gradient elution with volume ratio 9:1, 5:1, 3:1, 1:1, 1:3, 1:9 petroleum ether / ethyl acetate mixture, each gradient elution 5L ; Fractions were detected by TLC, the fractions with an elution ratio of 5:1 were collected, combined, concentrated, and then recrystallized with acetone (at room temperature) to obtain the target compound.

Embodiment 2

[0042] Embodiment 2 The preparation of chroman compound

[0043] Take 10kg ground soft-shelled turtle, extract with 5L of ethanol under reflux, suspend the ethanol extract with 1L of distilled water after concentration, extract the water suspension with 1L of chloroform for 3 times, and obtain 234g of extract after concentration of the chloroform extract; use silica gel (100 mesh, 100g) for normal phase silica gel column chromatography (200-300 mesh, 1kg; silica gel column size L500mm, 120mm), followed by gradient elution with volume ratio 9:1, 5:1, 3:1, 1:1, 1:3, 1:9 petroleum ether / ethyl acetate mixture, each gradient elution 5L ; Fractions were detected by TLC, the fractions with an elution ratio of 5:1 were collected, combined, concentrated, and then recrystallized with acetone (at room temperature) to obtain the target compound.

Embodiment 3

[0044] Embodiment 3 preparation of chroman compound

[0045] Take 10kg of pulverized ground beetles, extract with 5L of methanol / ethanol mixture, concentrate the methanol / ethanol extract to obtain 366g of extract, mix the sample with 100g of diatomaceous earth, soak in 5L of chloroform for 3 times, and carry out normal phase silica gel column layer Analysis (200-300 mesh, 1kg; silica gel column size L500mm, 120mm), followed by gradient elution with volume ratio 9:1, 5:1, 3:1, 1:1, 1:3, 1:9 petroleum ether / ethyl acetate mixture, each gradient elution 5L ; Fractions were detected by TLC, the fractions with an elution ratio of 5:1 were collected, combined, concentrated, and then recrystallized (at room temperature) with acetone / n-hexane (volume ratio 1:1) to obtain the target compound.

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Abstract

The invention discloses a chroman compound, as well as preparation method and application thereof. The chroman compound is R-3-ethyl-6,8-dihydroxy-7-methyl-3,4-dihydroisochromen-1-one. The preparation method of the compound comprises the steps that: ground beetles are leached in an organic solvent, such that a leachate is obtained; the leachate is extracted; the extract liquid is concentrated, such that an extract paste is obtained; and the extract paste is separated and purified, such that the chroman compound is obtained. According to the invention, the chroman compound with novel structure is separated and identified from ground beetles. The compound has wide pharmacological activities, and can be used in preparing antitumor medicines, tumor-preventing health-care foods, anti-tyrosinase medicines, whitening cosmetics, and pheromones.

Description

technical field [0001] The invention relates to the field of active ingredients of traditional Chinese medicines, in particular to a chroman compound and its preparation method and application. Background technique [0002] Ground beetle (ground beetle): alias ground beetle, ground beetle, cross the street, ground turtle, knot bug, bed bug mother, soil yuan. Belonging to insects, the body is flat, brown-black, the male has wings, and the female has no wings. It often moves in the soil at the root of residential walls and can be used as medicine. Also called stinging insects, commonly known as soil turtles. The ground soft-shelled soft-shelled soft-shelled soft-shelled soft-shelled soft-shelled soft-shelled soft-shelled soft-shelled soft-shelled soft-shelled soft-shelled soft-shelled soft-shelled soft-shelled soft-shelled soft-shelled soft-shelled soft-shelled soft-shelled soft-shelled soft-shelled soft-shelled soft-shelled turtle in traditional Chinese medicine generally r...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D311/76A61K31/353A61P35/00A23L1/30A61K8/49A61Q19/02A23L33/10
Inventor 吴斌
Owner ZHEJIANG UNIV
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