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Novel lycoris quinolone alkaloid and preparation method and application thereof

A technology of isoquinolones and alkaloids, applied in the field of anti-tumor drugs, can solve the problems of poor water solubility and poor bioavailability

Inactive Publication Date: 2010-08-18
INST OF BOTANY JIANGSU PROVINCE & CHINESE ACADEMY OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Among all Lycoris isoquinolone alkaloids found so far, trans-dihygrona-rciclasine is the compound with the best antitumor activity, but it has the disadvantages of poor water solubility and poor bioavailability

Method used

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  • Novel lycoris quinolone alkaloid and preparation method and application thereof
  • Novel lycoris quinolone alkaloid and preparation method and application thereof
  • Novel lycoris quinolone alkaloid and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] Embodiment 1. Isolate and identify compound DHN from lotus onion

[0020] 50kg of fresh whole herb of lotus scallions, reflux extraction with 400kg of 95% (volume ratio) ethanol-water solution for 3 times, each time for 2 hours, concentrated until no alcohol smell to obtain extract (dry weight 1.7kg); add 10 times the volume of the obtained extract dissolved in water, filtered through filter paper to remove water-insoluble matter, and the filtrate was adsorbed with macroporous resin HP-20, then eluted with water, 30%, 50%, and 90% ethanol solution, combined with 50% ethanol solution eluate, and concentrated to obtain Total Lycoris isoquinolone alkaloids 20g. The obtained total Lycoris isoquinolone alkaloids are subjected to silica gel column chromatography, and the eluent is chloroform-methanol-water (17:3:0.2→4:1:0.1→7:3:0.5→3:3:0.5) , methanol; wherein the chloroform-methanol-water (4:1:0.1) part is subjected to repeated reverse-phase silica gel C-18 column chromatog...

Embodiment 2

[0024] Embodiment 2, prepare DHN from lotus onion with methanol cold soaking extraction method

[0025] 10Kg of the fresh whole herb of Scallion lotus was extracted three times with methanol cold immersion, the amount of methanol was 100 liters, the extraction time was 20 days, the extraction temperature was room temperature, and the extract was concentrated until it had no alcohol taste to obtain an extract (dry weight of 80g); Add 10 times the volume of water to the paste to dissolve, filter paper to remove water insoluble matter, and the filtrate is adsorbed with macroporous resin AB-8, then eluted with water, 10%, 60%, 90% ethanol solution, combined with 60% ethanol solution to wash Deliquified and concentrated to obtain 8 g of total alkaloids. The obtained total alkali part is separated by column chromatography (silica gel column chromatography: chloroform-methanol-water gradient elution system, RP-C18 column chromatography: water-methanol system, gel column chromatograph...

Embodiment 3

[0026] Embodiment 3, prepare DHN from lotus scallion with methanol heating reflux extraction method

[0027] 10Kg fresh whole herb of lotus scallions, reflux extraction with 80kg methanol for 3 times, each time for 2 hours, the extract is concentrated until it has no alcohol taste to obtain extract (dry weight is 120g); the obtained extract is dissolved in 10 times the volume of water, filtered through filter paper Remove water-insoluble matter, and the filtrate is adsorbed with macroporous resin D101, and then eluted with water, 10%, and 75% ethanol solution, combined with 75% ethanol solution eluate, and concentrated to obtain 89 g of total organisms. The obtained total alkali part is separated by column chromatography (silica gel column chromatography: chloroform-methanol-water gradient elution system, RP-C18 column chromatography: water-methanol system, gel column chromatography: water-methanol system) , to obtain 0.6 g of compound DHN with a purity of 96% (external standa...

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Abstract

The invention belongs to the technical field of the natural drug, and discloses a chemical structure of a novel lycoris quinolone alkaloid extracted and separated from a lycoris plant atamasco. The compound is of a structure as shown in the formula on the right. The invention also discloses a preparation method and application of the compound in the field of medicine, in particular the application in preparation of anti-tumor drugs for treatment of leucocythemia and the like.

Description

1. Technical field: [0001] The invention belongs to the technical field of natural medicines, and specifically relates to the extraction and separation of a new Lycoris isoquinolone alkaloid from Amaryllidaceae plant Allium chinensis, the preparation method of the compound and the application in the field of medicine, especially in the preparation and treatment of Uses in antitumor drugs such as leukemia. 2. Technical background: [0002] Tumor is one of a large class of frequently-occurring and common diseases that seriously threaten people's life and health. Surgery, radiation therapy, and drug therapy are still the most commonly used and most important means of tumor treatment. In recent years, with the discovery and successful application of a series of natural products with good anti-tumor activity, such as camptothecin, vincristine, artemisinin, paclitaxel, podophyllotoxin, and triptolide, countries around the world are increasingly paying attention to Turn to find n...

Claims

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Application Information

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IPC IPC(8): C07H17/04C07H1/08A61K31/7048A61P35/00A61P35/02A61K9/20A61K9/48
Inventor 陈雨冯煦王鸣赵友谊管福琴单宇
Owner INST OF BOTANY JIANGSU PROVINCE & CHINESE ACADEMY OF SCI
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