Process for isolation of imperatorin from aegle marmelos correa

A technology of imperatorin and citrus, applied in the field of separating imperatorin

Inactive Publication Date: 2007-03-07
COUNCIL OF SCI & IND RES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Likewise, no plants with high imperatorin content have been reported for commercial exploitation or any method for the large-scale isolation of pure imperatorin

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0068] Select fruit for extraction

[0069] A comparative study was conducted on the imperatorin content of fresh fruit pulp of citrus citrus at immature, mature and semi-ripe stages. In a Soxhlett apparatus, 50 g of dry samples with a moisture content of 2.5 to 4% were extracted using dichloroethane for 6 to 12 hours. The extracted oil-water mixture was filtered and dried using anhydrous sodium sulfate, and the solvent was evaporated to dryness in vacuo. The extract (1 mg) was dissolved in 5 ml of HPLC grade methanol. Use the LC8A Shimadzu HPLC that has UV detector to detect the content of imperatorin in each sample under the following operating conditions: mobile phase methanol: water (50:50); flow rate 1ml / min, detect at 300nm, chromatographic column -C18R-ODS-S-A5 μm. Using the calibration curve of standard imperatorin for quantitative analysis, the analysis results of fruits at different ripening stages are as follows: immature (0.89%), ripe (3.12%) and ripe (1.71%) wi...

Embodiment 2

[0071] Choosing a Solvent for Extraction

[0072] Using 300ml of different solvents (carbon tetrachloride, methylene chloride, ethylene dichloride and ethylene dichloride:methanol (9:1)) to soak at room temperature for 24 hours at low temperature, extract the fresh wood orange that contains 71.5% moisture. The sample (100 mg) was crushed. Each extract was filtered and dried over anhydrous sodium sulfate, and concentrated in vacuo. Each extract (1 mg) was dissolved in 5 ml of HPLC grade methanol and assayed for imperatorin content using the HPLC method described in Example 1. Ripe, unripe and overripe fruits of all citrus fruits treated with different solvents in fresh and dry methods were screened for imperatorin content by RP-HPLC. The content of imperatorin obtained in different treatments is as follows: fresh method: after 24 hours of low-temperature infiltration of ripe fruit (pulp: solvent 1: 3) containing moisture 71.5% at room temperature, based on dry weight, direct ...

Embodiment 3

[0075] Extraction and isolation of imperatorin from ripe fruit pulp

[0076] The pulp of ripe citrus fruits was mechanically peeled and directly infiltrated with dichloromethane [170.9 g fresh pulp containing 54.68% dry matter] or dichloroethane [399.4 g fresh pulp containing 127.8% dry matter] at room temperature. Crushed pulp (pulp:solvent 1:6) soaked in water (68%) for 24 to 48 hours. The entire extracted oil-water mixture was dried over anhydrous sodium sulfate and concentrated in vacuo. The concentrate [DCM2.85g / EDC3.93g] was dissolved in n-hexane-dichloromethane mixture (15 to 20ml) and kept in a refrigerator (0-4°C) for 4-5 hours to crystallize. The crystalline compound is filtered and dried to obtain pure imperatorin. The crystallization process was repeated three times to obtain (60 to 70%) pure imperatorin compound (1 g from DCM / 2.0254 g from EDC). The remaining imperatorin in the filtrate was separated by column liquid chromatography under reduced pressure on sil...

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Abstract

The present invention relates to a method of isolating imperatorin, a potent inducible nitric oxide synthase inhibitor and anti-inflammatory candidate, from citrus citrus.

Description

field of invention [0001] The present invention relates to a method for isolating imperatorin, a potent inducible nitric oxide synthase inhibitor and anti-inflammatory candidate, from Aegle marmelos Correa. The present invention also relates to a process for the isolation of imperatorin, a low molecular weight furanocoumarin that is effective against first pass from the ripe / immature mesocarp of fresh / dried citrus fruits. A by-product of this method is a fraction rich in immunologically important phytosterols, which can be used as therapeutics to target specific sites in the immune system. Imposterin belongs to the family of linear furanocoumarins. Imeratorin (9-[3-methyl-2-butenyl)-oxy]-7H-furo[3,2-g][1]benzopyran-7-one) is a benzo- α-pyranocoumarin (pyranocoumarin) furan derivatives and in free form in plants. Background of the invention [0002] The citrus is a medium-sized, slender, scented tree, 6.0 to 7.5 meters tall and 90 to 120 cm in girth, native to the Indian s...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D493/14C07D493/02C07D493/04
CPCC07D493/04C07D493/14
Inventor 曼加拉·高里·庞南帕利马埃瓦里·穆拉利达拉恩·吉贾马达姆·瓦迪拉詹·韦努高帕兰·韦卢帕伦布阿鲁穆汉·沙米
Owner COUNCIL OF SCI & IND RES
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