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Diphenyl ether compound extracted from honeysuckle and its preparation method and application

A technology of diphenyl ethers and compounds, applied in the field of phytochemistry, can solve problems such as unseen uses, achieve good free radical scavenging activity and antioxidant activity, simple extraction process, and easy to achieve effects

Active Publication Date: 2020-06-16
CHINA TOBACCO YUNNAN IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The present invention has isolated a diphenyl ether compound from Flos Lonicerae, and activity research shows that the compound has good antioxidant activity, but no related reports have been seen on the compound and its use

Method used

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  • Diphenyl ether compound extracted from honeysuckle and its preparation method and application
  • Diphenyl ether compound extracted from honeysuckle and its preparation method and application
  • Diphenyl ether compound extracted from honeysuckle and its preparation method and application

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Experimental program
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Effect test

Embodiment 1

[0037] The preparation of embodiment 1-compound

[0038] The honeysuckle sample comes from Kunming, Yunnan, and the variety is Honeysuckle Tree No. 3. Sampling 2.5 kg of dried honeysuckle, pulverized and extracting 5 times with 95% methanol for 30 minutes each time. The extracts were combined, filtered, and concentrated under reduced pressure to obtain an extract to obtain 165 g of extract. The extract is dissolved in pure methanol with a weight ratio of 2.0 times, and then mixed with 180 g of 100 mesh thick silica gel, and 1.2 kg of 160 mesh silica gel is packed for silica gel column chromatography, and the volume ratio is 1:0, 20:1, 9:1, 8:2, 7:3, 6:4, 1:1, 1:2 chloroform-acetone gradient elution, TLC monitoring and merging the same parts to obtain 8 parts, wherein the volume ratio is 8: The chloroform-acetone eluted part of 2 was separated by Agilent 1100 semi-preparative high-performance liquid chromatography, with 61% methanol as mobile phase, Zorbax SB-C18 (21.2×250mm, ...

Embodiment 2

[0039] The preparation of embodiment 2-compound

[0040] The honeysuckle sample comes from Linyi, Shandong Province, and the variety is Beihua No. 1. The dried honeysuckle sample is crushed to 30 mesh, 4.2kg is sampled, and extracted 4 times with 95% ethanol, each extraction is 45 minutes, the extracts are combined, filtered, Concentrated under reduced pressure to obtain an extract, 302 g of extract was obtained. The extract is dissolved in pure methanol with a weight ratio of 2.0 times, and then mixed with 320 g of 80 mesh thick silica gel, and 1.8 kg of 200 mesh silica gel is packed for silica gel column chromatography, and the volume ratio is 1:0, 20:1, 9:1, 8:2, 7:3, 6:4, 1:1, 1:2 chloroform-acetone gradient elution, TLC monitoring and merging the same parts to obtain 8 parts, wherein the volume ratio is 8: The chloroform-acetone eluted part of 2 was separated by Agilent 1100 semi-preparative high-performance liquid chromatography, with 61% methanol as mobile phase, Zorba...

Embodiment 3

[0041] The preparation of embodiment 3-compound

[0042] The honeysuckle sample comes from Emei, Sichuan, and the variety is Shandong Fujimoto Damaohua. The honeysuckle is sampled 5.8kg and crushed, and extracted 3 times with 75% acetone by ultrasound, each extraction is 50 minutes, the extracts are combined, filtered, and concentrated under reduced pressure to form an extract. Obtain extractum 427g. After dissolving the extract with 1.6 times the amount of pure methanol by weight, mix the sample with 480g of 90 mesh thick silica gel, pack 3.2kg of 180 mesh silica gel into a column for silica gel column chromatography, and use a volume ratio of 1:0, 20:1, 9:1, 8:2, 7:3, 6:4, 1:1, 1:2 chloroform-acetone gradient elution, TLC monitoring and merging the same parts to obtain 8 parts, wherein the volume ratio is 8: The chloroform-acetone eluted part of 2 was separated by Agilent 1100 semi-preparative high-performance liquid chromatography, with 61% methanol as mobile phase, Zorbax...

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Abstract

The invention discloses diphenyl ether compound extracted from a honeysuckle flower as well as a preparation method and application thereof. The compound is prepared by extractum extraction, silica column chromatography and high pressure liquid chromatography separation purification, a molecular formula of the diphenyl ether compound is C20H22O5, the compound has a following structural formula shown in the description, and the compound is named as honeysuckle flower diphenyl ether-C. Experiments prove that the compound has good free radical scavenging activity and antioxidant activity, can beused for preparing an antioxidant of flavours and fragrances, can be used for inhibiting oxidative deterioration of the flavours and the fragrances and can prolong guarantee periods of the flavours and the fragrances.

Description

technical field [0001] The invention belongs to the technical field of phytochemistry, and in particular relates to a diphenyl ether compound extracted from honeysuckle for the first time, and the compound has good antioxidant activity. At the same time, the invention also relates to the preparation method of the compound and the application of the compound in inhibiting the oxidative deterioration of flavors and fragrances and prolonging the shelf life of flavors and fragrances. Background technique [0002] Natural antioxidants are an important class of food additives. Studies have shown that in addition to delaying the oxidative deterioration of food, natural antioxidants in food can also protect cell membranes, discharge free radicals in cells, prevent heart disease and cancer, and enhance brain power. , anti-aging and other effects. At present, the structural types of natural substances found to have antioxidant properties mainly include: flavonoids, tannins, vitamins,...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C49/255C07C45/78C07C45/79C07C45/80A24B3/12
CPCA24B3/12C07C49/255
Inventor 李雪梅陈章玉蒋次清王晋许永刘欣李晶孔维松杨叶昆耿永勤周敏杨光宇胡秋芬
Owner CHINA TOBACCO YUNNAN IND
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