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Applications of indole-3-carbinol, diindolylmethane and derivatives thereof in preparation of medicaments for preventing and treating pulmonary fibrosis

A technology of diindolylmethane and pulmonary fibrosis, which is applied in the field of biomedicine, can solve the problems of lack of specificity in pulmonary fibrosis, and achieve the effect of low price, stable properties and easy access

Inactive Publication Date: 2012-03-28
合肥博太医药生物技术发展有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, there is no targeted and reliable drug for pulmonary fibrosis

Method used

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  • Applications of indole-3-carbinol, diindolylmethane and derivatives thereof in preparation of medicaments for preventing and treating pulmonary fibrosis
  • Applications of indole-3-carbinol, diindolylmethane and derivatives thereof in preparation of medicaments for preventing and treating pulmonary fibrosis
  • Applications of indole-3-carbinol, diindolylmethane and derivatives thereof in preparation of medicaments for preventing and treating pulmonary fibrosis

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] (Preparation of 5-chloroindole-3-carbinol and 5,5'-dichlorodiindolylmethane)

[0034] Slowly add 0.86ml of phosphorus oxychloride to 2.9ml of dimethylformamide that has been cooled to 0°C in advance. Dissolve 8.6mmol of 5-chloroindole (purchased from Nanjing Ruima Fine Chemical Co., Ltd.) in 1.0ml of dimethylformamide, and then slowly add it to the aforementioned pre-cooled phosphorus oxychloride solution. °C for 60 minutes until the clear yellow solution turns into a pale yellow paste. Then 1 ml of ice water was added to the pasty mass, followed by slow addition of 10 ml of an aqueous solution containing 3.75 g of KOH. Heat this mixture to boil and then cool, filter, wash with water, and dry in air to obtain 5-chloroindole-3-acetaldehyde.

[0035] 1.0 g of 5-chloroindole-3-acetaldehyde was dissolved in 5.0 ml of methanol, and solid sodium borohydride was continuously added until excess. Then 50ml of water was added to the reactant, cooled to 0°C, filtered, and vacuu...

Embodiment 2

[0039] (Preparation of 5-nitroindole-3-carbinol and 5,5'-dinitrodiindolylmethane)

[0040] 5-Nitroindole can be obtained commercially (Nanjing Ruima Fine Chemical Co., Ltd.). Slowly add 0.92ml of phosphorus oxychloride to 2.9ml of dimethylformamide cooled to 0°C in advance. Dissolve 8.2mmol of 5-nitroindole in 1.0ml of dimethylformamide, then slowly add it to the aforementioned pre-cooled phosphorus oxychloride solution, and heat the formed suspension at 42°C for 90 minutes until a clear yellow solution Turned into a light yellow pasty substance. Then 1 ml of ice water was added to the pasty mass, followed by slow addition of 10 ml of an aqueous solution containing 3.75 g of KOH. Heat this mixture to boil and then cool, filter, wash with water, and dry in air to obtain 5-nitroindole-3-acetaldehyde.

[0041] 1.0 g of 5-nitroindole-3-acetaldehyde was dissolved in 5.0 ml of methanol, and solid sodium borohydride was continuously added until excess. Then 50ml of water w...

Embodiment 3

[0045] (Preparation of 5-pentylindole-3-carbinol and 5,5'-dipentyl-diindolylmethane)

[0046] 5-Pentylindole can be obtained commercially (Nanjing Ruima Fine Chemical Co., Ltd.). Slowly add 0.82 ml of phosphorus oxychloride to 2.9 ml of dimethylformamide cooled to 0°C in advance. Dissolve 9.2mmol of 5-pentylindole in 1.0ml of dimethylformamide, then slowly add to the aforementioned pre-cooled phosphorus oxychloride solution, and heat the formed suspension at 37°C for 40-60 minutes until clear The yellow solution turned into a pale yellow paste. Then 1 ml of ice water was added to the pasty mass, followed by slow addition of 10 ml of an aqueous solution containing 3.75 g of KOH. Heat this mixture to boil and then cool, filter, wash with water, and dry in air to obtain 5-pentylindole-3-acetaldehyde.

[0047] 1.0 g of 5-pentylindole-3-acetaldehyde was dissolved in 5.0 ml of methanol, and solid sodium borohydride was continuously added until excess. Then 50ml of water w...

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Abstract

The invention provides new applications of indole-3-carbinol, diindolylmethane and derivatives thereof in the preparation of medicaments for preventing and treating pulmonary fibrosis. The indole-3-carbinol (I3C), the diindolylmethane (DIM) and derivative compounds thereof can be used for preventing and treating the pulmonary fibrosis by inhibiting activation of lung fibroblasts. The DIM, the I3C and the derivative compounds thereof can effectively reduce disease symptoms of an animal model for the pulmonary fibrosis, so as to become a candidate medicament molecule for preventing and treating the pulmonary fibrosis. Meanwhile, the used low molecular weight medicaments are easy to obtain, low in price, stable in property, and convenient in storage and transportation, thus having broad application prospect.

Description

[0001] technical field [0002] The invention belongs to the technical field of biomedicine, and specifically relates to the application of indole-3-carbinol, diindolylmethane and derivatives thereof in the preparation of medicines for preventing and treating pulmonary fibrosis. [0003] Background technique [0004] Pulmonary fibrosis is a disease that seriously threatens the life and health of patients. Pulmonary fibrosis is usually a pathological change produced during the repair of lung tissue damage caused by viruses, bacteria, drugs, and air pollutants. During the course of the disease, the normal lung tissue is replaced by a large amount of extracellular matrix such as collagen, and the lung function is progressively lost, eventually leading to respiratory failure and death of the patient. At present, there is no targeted and reliable drug for pulmonary fibrosis. Clinically, it mainly relies on supportive care and hormone therapy, with limited curative effect and r...

Claims

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Application Information

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IPC IPC(8): A61K31/404A61P11/00
Inventor 董磊
Owner 合肥博太医药生物技术发展有限公司
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