Bean-curd pectin analogues, and its use in preparation of medicine for preventing senile dementia

A technology for senile dementia and tofu glucoside, which is applied in the direction of drug combination, sugar derivatives, pharmaceutical formulas, etc., can solve the problem of no structure modification of tofu glucoside, and achieve the effect of low toxic and side effects and high curative effect

Active Publication Date: 2007-09-05
KUNMING BAKER NORTON PHARMA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

This patented novel compound has potential uses that could be used against cognitive decline caused by senility or other illnesses such as Parkinson's syndrome (PD). It can help prevent these symptoms from happening again if they are already starting their way downstream during an earlier stage of developmental stages called preclinic testing.

Problems solved by technology

This patented technical problem addressed in this patents relates to finding novel substances from plants called betel quaternium that could be developed into therapy agents against age-related conditions like Alzheimers Dementia. Current methods involve administering various types of pharmaceuticals including beta blocker, antiarrestants, narcotics, tranquilizers, muscle relaxors, opioids, and others. These current approaches may result in adverse reactions due to these traditional ways of administration.

Method used

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  • Bean-curd pectin analogues, and its use in preparation of medicine for preventing senile dementia
  • Bean-curd pectin analogues, and its use in preparation of medicine for preventing senile dementia
  • Bean-curd pectin analogues, and its use in preparation of medicine for preventing senile dementia

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preparation example Construction

[0044] The preparation of the tofu fruit glycoside analog of the present invention is shown in the following reaction formula 1-2:

[0045] Reaction 1:

[0046]

[0047] 2 1 , R 2 , R 3 , R 4 =Ac 3a R 1 , R 2 , R 3 , R 4 = H R 5 =NHCSNH 2

[0048] 2b 1 , R 2 , R 3 , R 4 =Bz 3b R 1 , R 2 , R 3 , R 4 = H, R 5 =NHCONH 2

[0049] 2c 1 , R 2 , R 3 , R 4 =Bn 3c R 1 , R 2 , R 3 , R 4 = H, R 5 =OH

[0050] 2d R 1 , R 2 =C(CH 3 ) 2 ; 3 , R 4 =H 3d R 1 , R 2 , R 3 , R 4 = H, R 5 =OCH 3

[0051] 2 1 , R 2 = H; R 3 , R 4 =PhCH 3ab R 1 , R 2 , R 3 , R 4 =Ac,R 5 =NHCONH 2

[0052] 2F 4 =PO(OCH 3 ) 2 ; 1 , R 2 , R 3 =H 3ac R 1 , R 2 , R 3 , R 4 =Ac,R 5 =OH

[0053] 2g R 4 =C(Ph) 3 ; 1 , R 2 , R 3 =H 3ad R 1 , R 2 , R 3 , R 4 =Ac,R 5 =OCH 3

[0054] 2h 4 = H; R 1 , R 2 , R 3 =Ac 3ba R 1 , R 2 , R 3 , R 4 =Bz,R 5 =NHCSNH 2

[0055] 3bb R 1 , R 2 , R 3 , R ...

Embodiment 1

[0067] Example 1: Synthesis of 2,3,4,6-O-tetraacetyl tofu glucoside (2a)

[0068] First add 1.0g tofu glucoside (1, 3.5mmol) and 2mL anhydrous pyridine into a round bottom flask, stir until completely dissolved, then add 2.5g acetic anhydride (25mmol) dropwise, and react at room temperature for 12h. After pouring into 50 ml of ice water and stirring for half an hour, the chloroform layer was separated and extracted. After several times of washing with ice water, drying with anhydrous magnesium sulfate and rotary evaporation to dry the solvent, a light yellow syrupy substance was obtained, which was recrystallized from 95% ethanol to obtain white solid powder 2a with a yield of 56.1%. The melting point is 135-136°C. The structure of the product was determined by IR, NMR, MS and elemental analysis data.

[0069] Anal. Calcd for C 21 h 24 o 11 : C55.75, H5.35; found: C55.79, H5.26; IR (KBr, cm -1 )υ: 1752(C-O), 1693(CHO), 1601(Ph), 1506(Ph), 1224(C-O), 1157(C-O-C), 1127(C-O...

Embodiment 2

[0070] Example 2: Synthesis of 2,3,4,6-O-tetrabenzoyl curcurin (2b)

[0071] First, 1.0 g tofu glucoside (1, 3.5 mmol) was dissolved in 20 mL of chloroform. Under stirring at room temperature, 3.5 g of benzoyl chloride (25 mmol) and 4 mL of anhydrous pyridine were successively added. Then react at room temperature for 24h. 10 mL of methanol was added to terminate the reaction, and after stirring for 10 minutes, the solvent was spun to dryness to obtain an oily substance. Add chloroform to dilute, wash with dilute hydrochloric acid, saturated sodium bicarbonate solution, and ice water, respectively. After concentration under reduced pressure, white solid powder 2b was obtained by silica gel column chromatography with a yield of 47.7%. The melting point is 182.9-183.2°C. The structure of the product was determined by IR, NMR, MS and elemental analysis data.

[0072] Anal. Calcd for C 41 h 32 o 11 : C70.28, H4.60, found: C70.37, H4.49; IR (KBr, cm -1 )υ: 1752(C-O), 1690(...

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Abstract

A helicidum analog with high selective suppression to acetylcholinesterase and its application in preparing the medicines for preventing and treating senile dementia are disclosed.

Description

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Claims

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Application Information

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Owner KUNMING BAKER NORTON PHARMA
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