Isoflavanol compound and preparation method and application thereof

A technology of isoflavanes and compounds, applied in the field of natural phytochemistry, can solve the problems of not being deep enough and unable to identify flavonoids

Pending Publication Date: 2020-01-03
ZHUZHOU QIANJIN PHARMA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the current research on these substances is not deep enough, and the flavonoids in Mildew Spatholobus cannot be completely identified from both qualitative and quantitative perspectives.

Method used

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  • Isoflavanol compound and preparation method and application thereof
  • Isoflavanol compound and preparation method and application thereof
  • Isoflavanol compound and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] Example 1 Extraction and separation of compound 4,2'-dihydroxy-4'-methoxyl-7-isoflavanol glucoside

[0037] Genuine medicinal material of Spatholobus spatholobus was collected from Yunnan in March 2016, and was identified as the dried cane of Spatholobus suberectus Dunn., a leguminous plant. The certificate specimen (Y008-1608010) is preserved in the National Key Natural Medicine and Biomimetic Medicine of School of Pharmacy, Peking University laboratory.

[0038] Weigh 70kg of dry Spatholobus medicinal material, add 5 times the amount of water to reflux and extract twice, each time for 2h, combine the extracts, concentrate under reduced pressure, and dry in vacuum at 75°C for 7h to obtain 6kg of Spatholobus dry extract (yield: 8.57 %), keep 1kg, and the remaining 5kg is dissolved with 6L deionized water, extracted 8 times with appropriate amount of ethyl acetate successively, each extract is combined respectively, concentrated under reduced pressure and evaporated to d...

Embodiment 2

[0041] Compound 4,2'-dihydroxy-4'-methoxyl-7-isoflavanol glucoside is in the process of extraction and separation, in S5., Fr.5-2 is subjected to polyamide column chromatography, and can be used for 20: 1 methanol-water solution to obtain the component Fr.5-2-1. Other steps were carried out according to the extraction and separation process described in Example 1 to obtain the compound of the present invention.

Embodiment 4

[0042] Example 4 Compound 4,2'-dihydroxy-4'-methoxy-7-isoflavanol glucoside structure identification

[0043] The hydrogen spectrum, carbon spectrum data of described isoflavanol compound are as follows:

[0044] 1 H-NMR (400MHz, DMSO-d 6)δ:3.64(1H,dd,J=9.8,15.9Hz,H-2α),4.29(1H,dd,J=9.2,9.8Hz,H-2β),3.66(1H,ddd,J=6.4,9.2 ,15.9Hz,H-3β),5.61(1H,d,J=6.4Hz,H-4α),7.39(1H,d,J=8.6Hz,H-5),6.72(1H,dd,J=2.2 ,8.6Hz,H-6),6.56(1H,d,J=2.2Hz,H-8),6.43(1H,d,J=2.1Hz,H-3'),6.45(1H,dd,J= 2.1,8.1Hz,H-5'),7.26(1H,d,J=8.1Hz,H-6'),3.70(3H,s,4'-OMe),5.30(1H,d,J=4.9Hz ,2"-OH), 5.08(1H,d,J=4.7Hz,3"-OH),5.01(1H,d,J=5.2Hz,4"-OH),4.55(1H,t,J=5.6 Hz,6"-OH),4.85(1H,d,J=7.4Hz,H-1"),3.23(1H,m,H-2"),3.31(1H,m,H-3"),3.16 (1H,m,H-4"),3.34(1H,m,H-5"),3.44(1H,brdd,J=12.0,5.9Hz,Ha-6"),3.66(1H,brdd,J =12.0,5.7Hz,Hb-6"); 13 C-NMR (100MHz, DMSO-d 6 )δ: 66.1(C-2), 39.9(C-3), 77.9(C-4), 132.1(C-5), 110.6(C-6), 158.6(C-7), 104.2(C-8 ),156.4(C-9),114.3(C-10),119.4(C-1'),160.4(C-2'),96.5(C-3'),160.7(C-4'),106.3( ...

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Abstract

The invention provides an isoflavanol compound and a preparation method and application thereof. The structure of the isoflavanol compound is reported for the first time, and the isoflavanol compoundis derived from suberect spatholobus stem, and can serve as a standard product for identifying isoflavanol substances and / or flavone substances in the suberect spatholobus stem. The isoflavanol compound provided by the invention is separated from an ethyl acetate extract of the suberect spatholobus stem salable product, by adopting the same preparation method, the compound is not separated from other suberect spatholobus stem local medicinal materials, and therefore, the isoflavanol compound is further expected to serve as a fingerprint compound for identifying the suberect spatholobus stem salable product and the local medicinal materials.

Description

technical field [0001] The invention belongs to the field of natural phytochemistry, and more specifically relates to an isoflavanol compound obtained from Spatholobus Spatholobus and its preparation method and application. Background technique [0002] Flavanoids are a class of natural products that widely exist in nature. Most of the known flavanoids are extracted and isolated from natural plants. Most of the known flavan compounds have physiological and pharmacological activities, such as lowering blood cholesterol levels, antibacterial, antiviral and so on. Therefore, if the flavanoids are used properly, they can develop new drugs of great value and make important contributions to agricultural chemistry. [0003] The plant sources of Spatholobus are complex, belonging to 6 genera of Fabaceae and Schisandraceae, including 15 species and 2 varieties. The 2010 edition of "Chinese Pharmacopoeia" stipulates that the dried canes of the leguminous plant Dendrobium japonicus ar...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07H1/08C07H17/065G01N30/34
CPCC07H1/08C07H17/065G01N30/34
Inventor 张鹏龚云杨秀伟刘晓艳赵威
Owner ZHUZHOU QIANJIN PHARMA
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