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Flavanone compound and application thereof

A technology of flavonoids and compounds, applied in the field of tobacco chemistry, to achieve good anti-tobacco mosaic virus activity and low preparation cost

Active Publication Date: 2012-01-04
YUNNAN ACAD OF TOBACCO AGRI SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The present invention isolates a new dihydroflavonoid compound with anti-tobacco mosaic virus activity from tobacco rhizomes, which has not been reported so far

Method used

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  • Flavanone compound and application thereof
  • Flavanone compound and application thereof
  • Flavanone compound and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] Example 1: Preparation of dihydroflavonoids

[0018] Tobacco rhizome samples were collected from Yuxi, Yunnan, and the variety was Honghua Dajinyuan. A sample of 1.5 kg of tobacco rhizome samples was crushed to 30 meshes, and extracted 3 times with 95% ethanol with ultrasound. The extracts were combined, filtered, and concentrated under reduced pressure to form an extract to obtain 65.8 g of extract. The extract is dissolved in analytical alcohol methanol and mixed with 100g silica gel (80-100 mesh), 1.5 kg silica gel (160-200 mesh) is packed in a column for silica gel column chromatography separation, chloroform:acetone (1:0→0:1) Gradient elution, TLC monitoring combined the same fractions to obtain 8 fractions (pure chloroform, chloroform-acetone 20:1, chloroform-acetone 9:1, chloroform-acetone 8: 2, chloroform-acetone 3: 2, chloroform-acetone 1:1, chloroform-acetone 1:2, pure acetone), of which 8.2g of chloroform-acetone (1:1) elution fraction was separated by Agilent ...

Embodiment 2

[0019] Example 2: Identification of dihydroflavonoids

[0020] The compound of the present invention is orange-yellow powder; UV spectrum (solvent is methanol), λ max (logε) 362(3.97), 286(4.18), 268(4.26), 210(4.88) nm; infrared spectrum (potassium bromide tablet) ν max 3428, 1685, 1622, 1571, 1460cm -1 . The quasi-molecular ion peak m / z 341.1031[M-H] is given by high resolution mass spectrometry (HRESIMS) + (Calculated value 341.1025), combined 1 H and 13 C NMR spectrum gives a molecular formula C 19 H 18 O 6 , The degree of unsaturation is 11. From 1 H and 13 CNMR spectrum (see Table-1 for data attribution) signal shows that there is a dihydroflavonoid nucleus (δ C 79.3d, 45.0t, 189.5s, 164.2s, 112.4s, 165.2s, 115.6s, 163.0s, 110.2s, 139.8s, 113.2d, 162.2s, 113.8d, 130.6d, 118.5d; δ H 5.40 dd J = 10.24.6, 3.02 dd J = 17.010.2, 2.89 dd J = 4.516.8, 7.01m, 6.88 d J = 8.0, 7.22 t J = 8.0, 6.92m), 1 methyl group (δ C 8.2q, δ H 2.08s), 2 methoxy groups (δ C 55.8q, 63.6q; δ H 3.7...

Embodiment 3

[0025] Example 3: Detection of anti-tobacco mosaic virus activity of dihydroflavonoids

[0026] The conventional half-leaf method is used to test the anti-tobacco mosaic virus activity of the compound of the present invention when the mass concentration of the medicament is 50 mg / L. On the 5-6 leaf-age flue-cured tobacco plants, select the leaves suitable for testing (the leaf rows are normal, disease-free and insect-free), and the leaves are evenly sprinkled with emery, and the spare tobacco mosaic virus source (3.0× 10 -3 ) Evenly spread on the leaves sprinkled with emery. After all the selected leaves have been poisoned, put them in a petri dish containing the liquid medicine for 20 minutes, take them out, sprinkle the water drops and liquid medicine on the leaves, and combine the two The semi-leaf recovery is discharged in an enamel covered with toilet paper and covered with glass, and the temperature is controlled at (23±2) ℃. It is exposed to natural light in a greenhouse, ...

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Abstract

The invention relates to a flavanone compound and application thereof, belonging to the technical field of tobacco chemistry. The flavanone compound is obtained by the following steps: smashing a tobacco rootstalk sample to 30 meshes, then carrying out ultrasound extraction three times with 95% ethanol, and mixing extracting solutions; filtering, and concentrating the mixed extracting solution atreduced pressure to form extract; dissolving the extract with analytically pure methanol and then carrying out primary separation with silica gel column chromatography; further separating with high performance liquid semi-preparative chromatography so as to obtain the compound. The flavanone compound is named as 5-hydroxyl-6-methyl-3',7-dimethoxyl-8-aldehydel-flavanone. The flavanone compound hasthe advantages of low preparation cost and good tobacco mosaic virus resisting activity, and can be used for preparing tobacco mosaic virus resisting active preparations; and according to the invention, a beneficial new way is provided for comprehensive utilization of tobacco resources.

Description

Technical field: [0001] The invention relates to a dihydroflavonoid compound and its application, and belongs to the technical field of tobacco chemistry. Background technique: [0002] Tobacco is one of the most chemical substances in various plants known to humans. After decades of research, people have identified more than 3,000 monomeric chemical substances from tobacco, and there are still many components that have not yet been identified. come out. In addition to being used for cigarette smoking, tobacco can also extract a variety of useful chemical components from it, and discover leading compounds with development and use value. In particular, the roots and stems of tobacco are generally treated as waste in the tobacco production process. Therefore, in addition to being consumed as cigarettes, it is of great significance to strengthen the comprehensive utilization of tobacco and its waste. [0003] Flavonoids generally refer to a series of compounds in which two benzene ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D311/32C07D311/40A01N43/16A01P1/00
Inventor 吴玉萍夏振远孔光辉雷丽萍逄涛赵立红
Owner YUNNAN ACAD OF TOBACCO AGRI SCI
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