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Novel limonin compound, preparation method therefor and medical application thereof

A compound and drug technology, applied in the field of limonoid compounds, can solve the problems of reduced content, no obvious correlation between content differences and varieties and origins, etc.

Inactive Publication Date: 2016-01-13
庄立
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The content of synephrine decreased significantly with the extension of the picking period, but there was no obvious correlation between the content difference and the variety and production area

Method used

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  • Novel limonin compound, preparation method therefor and medical application thereof
  • Novel limonin compound, preparation method therefor and medical application thereof
  • Novel limonin compound, preparation method therefor and medical application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Example 1: Compound (I) Separation Preparation and Structure Confirmation

[0027] (a) The dried young fruit (10kg) of Aurantium citrifolia is crushed, extracted with 70% ethanol under heat reflux (30L×3 times), the extracts are combined, concentrated to no alcohol smell (6L), and then extracted with petroleum ether (6L×3 times) ), ethyl acetate (6L×3 times) and water-saturated n-butanol (6L×3 times) were extracted to obtain petroleum ether extract, ethyl acetate extract (375g) and n-butanol extract respectively; (b) In the step (a), the ethyl acetate extract was removed with D101 macroporous resin, first eluted with 10% ethanol for 6 column volumes, then with 70% ethanol for 8 column volumes, collected 70% eluent, and reduced Concentrate under pressure to obtain 70% ethanol elution concentrate (125g); (c) in step (b), 70% ethanol elution concentrate is separated with normal phase silica gel, and the volume ratio is 40:1 (8 column volumes), 20:1 (8 column volumes), 10:...

Embodiment 2

[0029] Embodiment 2: compound (I) pharmacological action test

[0030] 1. Materials and Instruments

[0031] Aβ 25-35 Purchased from sigma company in the United States. Compound (I) is self-made, the preparation method is shown in Example 1, and the HPLC normalized purity is greater than 98%. MTT (nitroblue tetrazolium) was purchased from Amresco, USA. LDH assay kit was purchased from Nanjing Jiancheng Biological Co., Ltd. Acridine orange (AO) was purchased from Sigma, USA. Ethidium bromide (EB) was purchased from Sigma, USA. RNase enzyme was purchased from Sigma, USA. Proteinase K was purchased from sigmaAnnexin, USA. V-FITC cell apoptosis detection kit was purchased from Nanjing KGI Biotechnology Development Co., Ltd. The dry powder of D-MEM / F12 medium was purchased from GibcoL, USA. Horse serum was purchased from hycLon Company in the United States. Fetal bovine serum was purchased from Hangzhou Sijiqing Biological Engineering Co., Ltd. Polylysine (PLL) was purch...

Embodiment 3

[0066] Preparation of tablet: firstly prepare compound (I) according to the method of Example 1, and utilize organic acids such as tartaric acid, or citric acid, formic acid or oxalic acid, etc., inorganic acids such as hydrochloric acid or sulfuric acid or phosphoric acid to make salts, according to its The weight ratio of the excipient is 1:7, and the excipient is granulated and compressed into tablets.

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Abstract

The invention discloses a novel limonin compound, a preparation method therefor and a medical application thereof, and belongs to the technical field of medicines. The compound is firstly reported, is a limonin compound with a novel structure, and can be obtained by extracting, separating and purifying young dried fruits of fructus aurantii immaturus. According to an in vitro test, the compound can resist PC12 apoptosis induced by A beta25-32, and can be developed into a neuroprotective drug.

Description

technical field [0001] The invention belongs to the technical field of medicines, and in particular relates to a limonoid compound isolated from the dried young fruit of Citrus aurantium, a pharmaceutical composition containing it, a preparation method and application thereof. Background technique [0002] Citrus aurantium is a commonly used clinical traditional Chinese medicine, which is the dry young fruit of Citrusaurantium L. and its cultivars or sweet orange CitrussinensisOsbeck. Collect the self-falling fruits from May to June, remove impurities, cut them into two halves from the middle, and dry them in the sun or at low temperature. The smaller ones are directly sun-dried or dried at low temperature. The main production areas of Citrus aurantium are Sichuan, Jiangxi, Hunan, Fujian and other places. The sour orange produced in Jiangxi is the authentic medicinal material, and the quality of Citrus aurantium produced in Jiangxi is the best. Citrus aurantium has the effe...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07J73/00A61K31/585A61P25/00
Inventor 庄立
Owner 庄立
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