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A new application of isoindole-1,3-dione compound

The technology of a compound, isoindole, is applied in the field of isoindole-1 to achieve the effect of inhibiting the activity of calcium-dependent protein kinase

Inactive Publication Date: 2020-02-11
LANZHOU UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] At present, the use of isoindole-1,3-dione compounds as drugs against toxoplasmosis and cryptosporidiosis has not been reported

Method used

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  • A new application of isoindole-1,3-dione compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] Example 1: Preparation of isoindole-1,3-dione compound I.

[0020] 8,9-bis(4-methoxyphenyl)-4-(1-naphthyl)-1,7-diphenyl-4-azatricyclo[5.2.1.0~2,6~]decane- The synthetic route of 8-ene-3,5,10-trione is as follows:

[0021]

[0022] The first step refers to [1], the second step refers to [2], and the third step refers to [3,4].

[0023] 1. Cesari, C., et al., Microwave-Assisted Synthesis of Functionalized Shvo-Type Complexes. Organometallics, 2014.33(11): p.2814–2819.

[0024] 2. e-EROS Encyclopedia of Reagents for Organic Synthesis, I. John Wiley and Sons, Editor. 2001.

[0025] 3. Lai, Y.-H., et al., Structural studies on phenanthro[9,10-e]pyrene and its 9,10-dihydro-derivative: dependence of chemical shift on degree of planarity of and buttressing effect in the polycyclic aromatic compounds .Journal of the Chemical Society,Perkin Transactions 2,1992(8):p.1315-1319.

[0026] 4. Carroll, W.R., et al., A Molecular Balance for Measuring Aliphatic CH-πInteractions. O...

Embodiment 2

[0027] Example 2: Determination of the inhibitory activity of the isoindole-1,3-dione compounds I, II and III prepared in the present invention against CDPK1.

[0028] Compound II is N-(4-bromophenyl)-2-(16,18-dioxo-17-azapentacyclo[6.6.5.0~2,7~.0~9,14~.0~15 ,19~]nonadecane-2,4,6,9,11,13-hexene-17-substituted)-4-(methylthio)butanamide, the structural formula is as follows:

[0029]

[0030] Compound III is phenyl 1,14-dimethyl-4,10-bis(2-methylphenyl)-3,5,9,11-tetraoxo-4,10-diazatetracyclo[5.5.2.0 ~2,6~.0~8,12~]tetradecane-13-ene-13-carboxylate, the structural formula is as follows:

[0031]

[0032] Both compound II and compound III were purchased from Specs Company.

[0033] 1 experimental equipment

[0034] Fluorescence spectrophotometer (Shimadzu RF-5301PC, Japan shimadzu), electric heating constant temperature water bath (Kewei), low-speed centrifuge (Feige brand), 1mL, 200uL, 100uL, 10uL pipette guns (Biohit), 1.5mL EP tube (Solaibao), 200uL PCR tube (Solaibao)...

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Abstract

The invention provides application of a novel skeleton compound in preparing drug for preventing and treating parasitic infection disease. The novel skeleton compound can be used as calcium-dependent protein kinase. The invention discloses an isoindole-1, 3-diketone compound which has effect of inhibiting activity of the calcium-dependent protein kinase, can be used for preparing the drug for preventing or / and treating protozoal infectious disease and has potential application prospect in acute and chronic parasitic disease. Comparison tests show that the isoindole-1, 3-diketone compound has obvious higher activity in inhibiting CDPK1 than a pyrazolopyrimidine compound NM-PP1.

Description

technical field [0001] The invention relates to medical technology, in particular to a new application of isoindole-1,3-dione compound in medicine. Background technique [0002] Toxoplasma gondii, an intracellularly reproducing parasite, is one of the parasites with the widest range of host species. At present, Toxoplasma gondii infection has become one of the most common foodborne infectious diseases requiring hospitalization in the world, and the total number of infected people worldwide has exceeded 2 billion. Toxoplasma gondii infection is a fatal threat to immunocompromised people, such as organ transplantation, cancer or AIDS patients. In addition, toxoplasmosis can also cause abnormal development of human embryos and abortion. At present, the drugs for the treatment of toxoplasmosis are mainly broad-spectrum antibacterial compounds such as pyrimethamine and sulfadiazine, but such compounds are prone to drug resistance and side effects, resulting in a decline in long...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A61K31/403A61K31/407A61P33/02
CPCA61K31/403A61K31/407
Inventor 李书艳颊丽配鲁俊
Owner LANZHOU UNIVERSITY
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