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Xanthone compounds and their use in depression resistance

A compound and technology of xanthone, applied to xanthone compound and its application field in antidepressant drugs, can solve problems such as large toxic and side effects, and achieve the effect of good antidepressant activity

Inactive Publication Date: 2014-12-03
NANJING UNIV OF TECH +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] So far, most of the drugs used in the clinical treatment of depression are accompanied by relatively large toxic and side effects. The search for antidepressants with good curative effect and low side effects has always been the direction of researchers' efforts

Method used

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  • Xanthone compounds and their use in depression resistance
  • Xanthone compounds and their use in depression resistance
  • Xanthone compounds and their use in depression resistance

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Example 1: 1,3-Dihydroxy-6-methyl-9H-xanthone

[0026]

[0027] Measure 100ml phosphorus oxychloride, weigh 30g zinc chloride, add to a 250ml three-necked flask, stir well and heat to 60°C, react for 1h, add 15.2g 4-methylsalicylic acid and 18.4g phloroglucinol (All dried), after the reaction temperature stabilizes, slowly heat to 70°C, take samples after 3.5 hours of reaction, and detect by TLC (petroleum ether: ethyl acetate=2:1), the reaction is complete, stop the reaction, and pour after cooling. Pour into about 1500ml ice water, stir, let stand, filter with suction, and wash until neutral. After the filter cake is dried, it is separated by silica gel column chromatography (petroleum ether: ethyl acetate=1:1) to obtain 10.8g of light yellow powder. The rate is 44.6%.

[0028] ESI-MSm / z:241.0[M - ]. 1 HNMR(CDCl 3 +DMSO-d 6 , 500MHz) δ: 12.89 (1H, s), 8.05 (1H, d, J=8.5Hz), 7.21 (1H, s), 7.16 (1H, d, J=8Hz), 6.37 (1H, d, J= 2Hz), 6.26 (1H, d, J=2Hz), 2.49 (3H, s).

Embodiment 2

[0029] Example 2: 1,3-Dihydroxy-7-methyl-9H-xanthone

[0030]

[0031] 15.2g of 5-methylsalicylic acid and 18.4g of phloroglucinol were obtained according to the synthesis method of Example 1 to obtain 14.6g of light yellow powder, with a yield of 60.3%.

[0032] ESI-MSm / z:241.0[M - ]. 1 HNMR(CDCl 3 +DMSO-d 6 , 500MHz) δ: 12.87 (1H, s), 10.41 (1H, s), 7.96 (1H, d, J=1 Hz), 7.54 (1H, dd, J=8.5, 2 Hz), 7.34 (1H, d, J =8.5Hz), 6.37 (1H, d, J=2Hz), 6.23 (1H, d, J=2Hz), 2.47 (3H, s).

Embodiment 3

[0033] Example 3: 1,3-Dihydroxy-5-methoxy-9H-xanthone

[0034]

[0035] According to the synthesis method of Example 1, 16.8 g 4-methoxysalicylic acid and 18.4 g phloroglucinol were used to obtain 9.4 g light yellow powder with a yield of 36.4%.

[0036] ESI-MS m / z:256.9[M - ]. 1 H NMR(DMSO-d 6 , 500MHz) δ: 12.80 (1H, s), 11.05 (1H, s), 7.64 (1H, dd, J=8, 1.5Hz), 7.54 (1H, d, J=8Hz), 7.36 (1H, d, J=8Hz), 6.40 (1H, d, J=2Hz), 6.22 (1H, d, J=2Hz), 3.97 (3H, s).

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Abstract

The invention discloses xanthone compounds and their use in depression resistance. The xanthone compounds are compounds shown in the structural formula (I) or their pharmaceutically acceptable salts. An experiment proves that the xanthone compounds have good depression-resistant activity and a part of the xanthone compounds have depression-resistant activity superior to that of venlafaxine. Therefore, the xanthone compounds and their pharmaceutically acceptable salts can be used for preparation of depression-resistant drugs.

Description

Technical field [0001] The present invention relates to the field of medical technology, in particular to a class of xanthone compounds and their application in antidepressants. Background technique [0002] Depression (depression) is a common affective disorder of mental illness, which is mainly characterized by significant and lasting depression. Depression seriously affects the quality of life of patients and brings them a heavy financial burden. A survey published by the World Health Organization in 2004 showed that depression ranks third in the global burden of disease, accounting for 4.3% of the total global burden of disease, and its prevalence is predicted to be second only to heart disease by 2020 Bit. The pathogenesis of depression is very complicated and there are many inducements, which brings many difficulties to the development of antidepressant drugs. [0003] According to clinical research results, various theories have been formed to explain the pathogenesis of ...

Claims

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Application Information

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IPC IPC(8): C07D311/86A61K31/352A61K31/4025A61K31/5377A61P25/24
CPCC07D311/86
Inventor 石金城樊明夏超刘媛张桂森祁超陈国广
Owner NANJING UNIV OF TECH
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