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Naringenin chiral resolution method and absolute configuration determination method

A technology of chiral separation and absolute configuration, applied in organic chemistry methods, organic chemistry and other directions, can solve the problem of undetermined R and S absolute configuration of naringenin, unable to carry out biological efficacy analysis of chiral naringenin, Problems such as rapid chiral separation of naringenin cannot be achieved to achieve the effect of reducing loss

Pending Publication Date: 2022-03-25
CITRUS RES INST OF ZHEJIANG PROVINCE
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  • Abstract
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Problems solved by technology

[0005] Through the above analysis, the existing problems and defects of the prior art are: the prior art cannot realize the rapid chiral resolution of naringenin, and the absolute configuration of R and S of naringenin has not been determined at the same time
Therefore, it is impossible to carry out the extraction and preparation of chiral naringenin monomer and the biological efficacy analysis of the monomer

Method used

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  • Naringenin chiral resolution method and absolute configuration determination method
  • Naringenin chiral resolution method and absolute configuration determination method
  • Naringenin chiral resolution method and absolute configuration determination method

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Embodiment Construction

[0036] In order to make the object, technical solution and advantages of the present invention more clear, the present invention will be further described in detail below in conjunction with the examples. It should be understood that the specific embodiments described here are only used to explain the present invention, not to limit the present invention.

[0037] Aiming at the problems existing in the prior art, the present invention provides a method for chiral resolution of naringenin and a method for determining the absolute configuration. The present invention will be described in detail below with reference to the accompanying drawings.

[0038] The chiral resolution method of naringenin provided by the embodiments of the present invention comprises:

[0039] Chiral resolution of naringenin by high performance liquid chromatography-tandem mass spectrometry.

[0040] The conditions of the high performance liquid chromatography-tandem mass spectrometry provided by the emb...

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Abstract

The invention belongs to the technical field of chiral resolution, and discloses a naringenin chiral resolution method and an absolute configuration determination method, and the method comprises the following steps: carrying out chiral resolution on naringenin by adopting a high performance liquid chromatography-tandem mass spectrometry (HPLC-MS / MS); conditions of the high performance liquid chromatography-tandem mass spectrometry method comprise: liquid phase conditions: adopting a bonded chiral chromatographic column, taking methanol-formic acid water as a mobile phase, and carrying out isocratic elution; mass spectrum conditions are as follows: an ESI ion source is adopted, and mass spectrum detection of chiral naringenin is carried out in a multi-reaction monitoring negative ion scanning mode. According to the method, a green and efficient ultrasonic synergistic technology is adopted, naringenin in citrus peels, pulp and whole fruits is extracted in a classified manner, the pretreatment conditions of citrus samples including the peels, the pulp and the whole fruits are better optimized, and the loss of target functional components is reduced. According to the present invention, the naringenin chiral resolution can be achieved, and the absolute configurations of the R-naringenin and the S-naringenin are determined;

Description

technical field [0001] The invention belongs to the technical field of chiral resolution, and in particular relates to a method for chiral resolution of naringenin and a method for determining the absolute configuration. Background technique [0002] At present, naringenin (Naringenin, NAR), belonging to dihydroflavonoids, is the aglycon of naringin, and mainly exists in citrus plants of Rutaceae such as grapefruit, orange, bergamot and other fruits. Naringenin is white needle crystal at room temperature, soluble in ethanol, ether and benzene, almost insoluble in water. Naringenin has antibacterial, anti-inflammatory, scavenging free radicals, anti-oxidation, cough and expectorant, lowering blood fat, anti-cancer and anti-tumor, antispasmodic and choleretic, prevention and treatment of liver disease, inhibition of platelet aggregation, anti-atherosclerosis, etc. This kind of pharmacological activity can be widely used in medicine, food and other fields. [0003] Naringenin...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D311/32C07D311/40
CPCC07D311/32C07D311/40C07B2200/07
Inventor 姚周麟吴韶辉林媚冯先橘叶春勇张伟清平新亮
Owner CITRUS RES INST OF ZHEJIANG PROVINCE
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