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Hydroxypropyl isoflavone compound as well as preparation method and application thereof

A technology of hydroxypropyl isoflavones and compounds, which is applied in the field of phytochemistry, can solve problems that have not been seen in the application, and achieve the effects of easy promotion and application, wide planting, and simple structure

Active Publication Date: 2018-03-06
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 separates a hydroxypropyl isoflavone compound from papaya, a medicinal and edible homologous plant, and no related reports have been seen on the compound and its application in cigarette production

Method used

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  • Hydroxypropyl isoflavone compound as well as preparation method and application thereof
  • Hydroxypropyl isoflavone compound as well as preparation method and application thereof
  • Hydroxypropyl isoflavone compound as well as preparation method and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0039] Papaya samples were collected in Enshi, Hubei. Take 4.9kg of dried papaya pieces, coarsely crush them to 30 mesh, and extract them four times with 70% acetone ultrasonically, each time for 60 minutes. The extracts are combined; the extracts are filtered and concentrated under reduced pressure to volume 1 / 4; stand still, filter out the precipitate, and concentrate into 150g of extract a; add 250g of water to extract a, extract 5 times with ethyl acetate equal to the volume of water, combine the extract phases, and concentrate under reduced pressure into 63.8g extract b; extract b is packed with MCI, add 240g of 80% methanol water to dissolve in extract b, then put it on the column, elute with 2 to 6 liters of 90% methanol water, collect the eluate, reduce Concentrate under pressure to obtain 38.2g of extract c; add 85g of acetone to dissolve in extract c, then add 50g of 100 mesh silica gel to mix the sample, after mixing the sample, pack the column with 250g of 200 mesh ...

Embodiment 2

[0041] Papaya samples were collected in Dali, Yunnan. 10 kg of dried papaya pieces were taken, coarsely crushed to 40 mesh, extracted five times with 95% methanol ultrasonically, each time for 30 minutes, and the extracts were combined; the extracts were filtered and concentrated under reduced pressure to 1% of the volume. / 4; stand still, filter out the precipitate, and concentrate into 980g extract a; add 1.5kg water to extract a, extract 5 times with ethyl acetate equal to the volume of water, combine the extract phases, and concentrate under reduced pressure to 460g Extract b; extract b is packed with MCI, add 1.5kg of 80% methanol water to dissolve the extract b, then put it on the column, elute with 5 to 15 liters of 90% methanol water, collect the eluate, and depressurize Concentrate to obtain 280g of extract c; add 450g of acetone to the extract c to dissolve, then add 350g of 100 mesh silica gel to mix the sample, pack the column with 1.7kg of 200 mesh silica gel, and ...

Embodiment 3

[0043] The structure of the hydroxypropyl isoflavone compound prepared in Example 1 is determined by the following method; the compound is a light yellow jelly, and HRESI-MS shows that its quasi-molecular ion peak is 349.1046 [M+Na] + (computed value 349.1052), combined with 1 H NMR and DEPT spectra confirmed its molecular formula as C 19 h 18 o 5 , with an unsaturation of 11. The hydroxyl (3416), carbonyl (1655) and aromatic rings (1614, 1563 and 1480cm -1 ) resonance absorption peak. The UV spectrum has maximum absorption at 210, 260, and 338nm, which also shows that there may be an aromatic ring structure in the compound.

[0044] compound 1 H and 13 C NMR spectral data (as table 1, figure 1 and figure 2 ) shows that it contains 19 carbons and 18 hydrogens, including one 1,2,4,5-tetrasubstituted benzene ring (C-5~C-10, H-5, H-8), one 1, 4-disubstituted benzene ring (C-1'~C-6', H-2',6' and H-3',5'), 1 α,β-unsaturated carbonyl (C-2, C -3, C-4, H-3), 1 3-hydroxypro...

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Abstract

The invention discloses a hydroxypropyl isoflavone compound as well as a preparation method and application thereof. The compound is named as 6-hydrox-7-(3-hydroxypropyl)-4'-methoxy-isoflavone (as anEnglish name), has a molecular formula being Cl9H18O5 and has the following structural formula which is described in the following description. The hydroxypropyl isoflavone compound is obtained by taking papaya as a raw material, performing extractum extraction, organic solvent extraction, MCI decoloration, silica gel column chromatography and high performance liquid chromatography separation. Compared with a control, by adding the compound in a cigarette filter tip, the sweet sense of cigarette suction is improved, the body fluid production effect is obvious, the irritation is lowered, and the suction comfort is obviously improved.

Description

technical field [0001] The invention belongs to the technical field of phytochemistry, and in particular relates to a hydroxypropyl isoflavone compound extracted for the first time from papaya, a medicinal and edible homologous plant. The compound has the effect of improving the smoking comfort of cigarettes. At the same time, the invention also relates to the preparation method of the compound and the application of the compound in cigarette production. Background technique [0002] Papaya (scientific name: Chaenomelessinensis (Thouin) Koehne), is the fruit of the genus Papaya in the family Rosaceae. Oval, 10-15 cm long, dark yellow, woody, sweet and sour, rich in aroma. It has health effects such as appetizing, breast enhancement and beautifying, and treating rheumatism. Papaya can also be used to make preserved fruit, fruit wine, sparkling wine, etc. You can also cook, making all kinds of papaya chicken, papaya fish, papaya stewed pig's feet, etc. It is delicious and ...

Claims

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Application Information

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IPC IPC(8): C07D311/36C07D311/40A24D3/02
CPCA24D3/022C07D311/36C07D311/40
Inventor 陈章玉向海英凌军高茜张天栋蒋次清王晋许永孔维松周敏杨叶昆李雪梅胡秋芬杨光宇
Owner CHINA TOBACCO YUNNAN IND
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