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Fukinanolide compounds and pharmaceutical application thereof

A technology of butterburide and compound, applied in the field of chemical structure of four new butterburide compounds

Inactive Publication Date: 2006-10-11
SECOND MILITARY MEDICAL UNIV OF THE PEOPLES LIBERATION ARMY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, so far, there is no literature reporting butterbur lactone components (sesquiterpene lactones) in butterbur plants as both antihistamines and leukotrienes or 5-lipoxygenase inhibitors. Drugs used in the preparation of drugs for the prevention and treatment of diseases that may be related to histamine and / or leukotrienes

Method used

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  • Fukinanolide compounds and pharmaceutical application thereof
  • Fukinanolide compounds and pharmaceutical application thereof
  • Fukinanolide compounds and pharmaceutical application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0071]35Kg of dry leaves of Butterbur trichomes were extracted three times by reflux with ethanol, the amount of ethanol was 5 times, 2 times and 1 time of the rhizome respectively, and the extraction time was 2 hours, 1 hour and half an hour respectively. The extract was concentrated under reduced pressure and dissolved in water to make a suspension, which was sequentially extracted with petroleum ether and ethyl acetate to obtain petroleum ether extract and ethyl acetate extract respectively. The ethyl acetate extract was subjected to silica gel column chromatography (chromatographic silica gel 200-300 mesh, Shandong Yantai Zhifu Huangwu Silica Gel Development and Experimental Factory), washed with n-hexane-ethyl acetate (8:1-1:1) solvent system According to thin layer chromatography monitoring, the eluate was combined into thirteen parts. The fourth part was subjected to silica gel column chromatography, eluting with n-hexane-ethyl acetate (20:1), and the eluate was concent...

Embodiment 2

[0074] Add 10 liters of ethanol to 5 kg of dried rhizomes of Butterbur trichomes, and percolate 3 times. The percolates were combined and concentrated under reduced pressure to a certain volume to obtain the crude extract of total butterbur lactones. Add water to dissolve the crude butterbur lactone, and then pass it through a macroporous adsorption resin (D101 type, Tianjin Zhengtiancheng Clarification Technology Co., Ltd., or other brands, such as AB-8, D4020, 860021, HP20, SP825 etc.), rinse with water or dilute ethanol, and then rinse with concentrated ethanol, and recover the rinsed portion of concentrated ethanol under reduced pressure to obtain butterbur lactone mixture. This mixture was subjected to silica gel column chromatography, and was eluted with petroleum ether-acetone (50-5: 1) to obtain Homofukinolide (7.9 mg), butterbur lactone-Ia (29 mg) and butterbur lactone-IIa ( 65mg), Butterburide-B(1.6g), Butterburide-IIIa(2.8g), Butterburide-IVa(2.9g), Butterburide-D(...

Embodiment 3

[0076] 5Kg of dried rhizomes of Butterbur were extracted three times under reflux with methanol, the dosage of methanol was 5 times, 2 times and 1 times of the rhizomes respectively, and the extraction time was 2 hours, 1 hour and half an hour respectively. The extract was concentrated under reduced pressure and dissolved in water to make a suspension, which was sequentially extracted with petroleum ether and ethyl acetate to obtain petroleum ether extract and ethyl acetate extract respectively. The petroleum ether extract was eluted with a gradient of n-hexane-ethyl acetate (20:1-1:1) by silica gel column chromatography (chromatographic silica gel 200-300 mesh, Shandong Yantai Zhifu Huangwu Silica Gel Development and Experimental Factory), Compound butterbur lactone A (6.1mg), Homofukinolide (6.9mg), butterbur lactone-Ia (5mg) and butterbur lactone-IIa (6.3mg), butterbur lactone-Fa were obtained sequentially (6.2mg), butterbur lactone-Fb (26.9mg), butterbur lactone-I (14.3mg)...

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Abstract

The invention discloses the structure of four novel bakkenolide compounds extracted from Petasites tricholobus Franch. having a formula (1), the process for extraction and separation, and the use of the compounds in preparing medicament for the treatment and prevention of diseases possibly related to theramine and / or leukotrienes constituents, including asthma, allergic rhinitis, nasal sinusitis, conjunctivitis, food allergy, psoriasis, urticaria, pruritus, eczema, chronic infectious arthritis, enteropathy, nervous disease and otitis.

Description

technical field [0001] The present invention relates to the field of natural medicinal chemistry and medical technology, and relates to the chemical structures of four new butterbur lactone compounds extracted and separated from Petasites tricholobus Franch., and including the new compound and its derivatives Application of butterbur lactone compounds in the preparation of medicines for treating and preventing diseases that may be related to histamine and / or leukotriene components. Background technique [0002] Bronchial asthma (BA) and allergic rhinitis (AR) are common co-morbidities, often coexisting in the same patients. At least 70% of BA patients are associated with AR, and about 20% to 50% of AR patients are associated with BA. Recent studies in airway cell and molecular biology have confirmed that inflammation plays a key role in the pathogenesis of AR and BA, both of which are immune diseases accompanied by allergic inflammation of the mucosa. Therefore, the effect...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/94A61P29/00
Inventor 郭美丽王玉亮张戈李润平
Owner SECOND MILITARY MEDICAL UNIV OF THE PEOPLES LIBERATION ARMY
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