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Derivative of high veratryl alcohol and medical application of derivative of high veratryl alcohol

A technology of homoveratrol and its derivatives, which is applied in the field of medicine and can solve problems such as easy oxidation of compounds, short time, unsuitable drug index, etc.

Inactive Publication Date: 2012-09-19
牛婧
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] However, from the analysis of the structure of colatrol and resveratrol, it is found that this kind of substance is the structure of garcinol, and the compound is easy to be oxidized, and t 1 / 2 The disadvantages such as short time and unsuitable drug index greatly limit its development and use

Method used

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  • Derivative of high veratryl alcohol and medical application of derivative of high veratryl alcohol
  • Derivative of high veratryl alcohol and medical application of derivative of high veratryl alcohol
  • Derivative of high veratryl alcohol and medical application of derivative of high veratryl alcohol

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Experimental program
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Embodiment 1

[0031] Synthesis of Ethyl Hoveratrol Trioxoisobutyrate

[0032] Take 1.12g (6.24mmol) of ethyl 2-bromoisobutyrate and put it into a three-necked flask with a stirring device, and add 20ml of DMF successively under stirring at room temperature, 0.5K 2 CO 3 , 0.05g tetrabutylammonium bromide. After stirring evenly, add 0.39g homoveratrol (1.71mmol) and 10ml DMF mixture dropwise. After the dropwise addition, raise the temperature to 55°C to continue the reaction for 5h, filter, and the filtrate is rotary evaporated under reduced pressure, and the organic solvent is recovered to obtain a yellow solid. Separation by column chromatography yielded 0.56 g of homoveratrol methyl trioxoisobutyrate with a yield of 62.3%.

[0033] 1 H-NMR (DMSO, 300MHz) 1.26 (9H, m), 1.58-1.62 (18H, m), 4.27 (6H, m), 6.26 (1H, t), 6.64 (2H, d), 6.83 (3H, m ), 6.88 (1H, m), 7.36 (2H, m), MS: 570 (M + ).

[0034] Reaction formula:

[0035]

[0036] The compound of Example 1 has been shown to be e...

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Abstract

The invention discloses a derivative of high veratryl alcohol and medical application of the derivative of high veratryl alcohol and belongs to the field of medicines. A compound with biological activity is a compound with a general formula (I), and salt, solvate or hydrate of the compound, wherein X1 is H or R4, X2 is H or R4, X3 is H or R4, but X1, X2 and X3 are not all H, and the X1, X2 and X3 can be R4 simultaneously; R4 is a group with a general formula (II), R5 is an alkyl group with 1 to 6 carbon atoms, or can be substituted by R6 optionally and contains a four to seven-membered ring of one or more of additional hetero atoms such as O, S(O)n and NR7; R7 is a C4-6 heterocyclic ring alkyl ring of one or more of hetero atoms such as O, NR8 and S(O)n; n is 0 to 2; and R8 is an alkyl group with 1 to 6 carbon atoms. The derivative of high veratryl alcohol is used for preparing medicines for treating or preventing cardiovascular disease, cerebrovascular disease and peripheral vascular disease, and medicines for preventing and delaying atherosis and relative diseases of atherosis, treating atherosis and relative diseases of atherosis, and delaying the progress of atherosis or preventing relapse of atherosis.

Description

technical field [0001] The invention belongs to the field of medicine, in particular to derivatives of homoveratrol and their therapeutic application. technical background [0002] Coratrol is an isomer of resveratrol, it has two configurations of cis and trans, the latter is the stable structure of colatrol, and its biological activity is more extensive. Its structural formula is: [0003] [0004] Studies have found that colatrol has the same pharmacological activity as resveratrol. These compounds were originally discovered as Phytoalxeni, an anti-stress substance of plants of the genus Vitis, and were subsequently discovered in various plants. Such as medicinal plants Cassia, Lilu, Polygonum cuspidatum, etc., and some are even food, such as grapes and peanuts. The content of these substances in grapes varies with different varieties. Since the discovery of colatrol and resveratrol, people have conducted in-depth research on their pharmacological activities. The two...

Claims

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Application Information

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IPC IPC(8): C07C69/712C07C67/343A61K31/22A61P9/00A61P9/10
Inventor 牛婧牛倩
Owner 牛婧
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