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Application of compounds in isorhodanic ester classes for treating diseases of prostate and skin cancer

A technology of ester compound and isothiocyanate, which is applied in the application field of isothiocyanate compound in prostate diseases and skin cancer, can solve the problems of affecting stability, poor stability and the like, and achieves increased removal of harmful substances The ability, treatment and or prevention of prostate disease and other tissue and organ inflammation, the effect of preventing prostate disease and other tissue and organ inflammation

Active Publication Date: 2010-11-17
JC (WUXI) CO INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0011] In addition, in the experiment, we found that the active ingredient isothiocyanate compound or its derivatives involved in the present invention, such as phenylethyl isothiocyanate, has poor stability in the natural state, and many factors will affect it. Objectively, this is a great challenge for preparing the compound into a safe, effective and compliant composition

Method used

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  • Application of compounds in isorhodanic ester classes for treating diseases of prostate and skin cancer
  • Application of compounds in isorhodanic ester classes for treating diseases of prostate and skin cancer
  • Application of compounds in isorhodanic ester classes for treating diseases of prostate and skin cancer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0089] Embodiment 1: the preparation of phenylethyl isothiocyanate

[0090] Instruments and reagents:

[0091] 1 H-NMR spectrum was measured by BruckerAV-300 nuclear magnetic resonance instrument, internal standard TMS, and the solvent was CDCl unless otherwise specified. 3 ; MS was determined with a Nicolet FTMS-2000 mass spectrometer; elemental analysis was determined with an Elementar Vario EL III instrument.

[0092] Thin layer chromatography (TLC) using silica gel GF 254 (Produced by Qingdao Ocean Chemical Factory) self-made; all reagents are commercially available chemically pure or analytically pure products, and are used directly without treatment.

Embodiment 1-1

[0093] Example 1-1: Extracting phenylethyl isothiocyanate from natural plants

[0094] a. Cut watercress into pieces, add water, and place it at room temperature for several days. Under the action of enzymes, phenylethyl isothiocyanate is decomposed, extracted with a water-immiscible solvent such as n-hexane, and then vacuum evaporated to remove the solvent , and then distilled under reduced pressure to obtain the product, the product can obtain higher yield and purity [6] (For specific methods, see: Ribnicky David M, Poulev Alexander A et al. 2000).

[0095] b. According to the above method, phenylethyl isothiocyanate can also be obtained from the winter unicorn; after soaking the root pieces of mignonette in water, and then steam distillation, the above-mentioned phenylethyl isothiocyanate can be obtained.

Embodiment 1-2

[0096] Embodiment 1-2: Synthesis of phenylethyl isothiocyanate by chemical method

[0097] Add 15 mL of CH to a 50 mL round bottom flask 2 Cl 2 and thiophosgene 3mL (40mmol), stirred, cooled to 0°C, and slowly added dropwise a mixture of equivalent triethylamine (4.04g, 40mmol) with a constant pressure dropping funnel (the addition process exothermic, the temperature should not exceed 15°C). After dripping, react at room temperature for 5-6 hours, after detecting the disappearance of phenethylamine by TLC, add 10 mL of water to quench the reaction. Add 5mLCH 2 Cl 2 , separated the organic phase with a separatory funnel, washed the organic phase twice with water (15 mL×2), dried the organic phase over anhydrous sodium sulfate, filtered, and concentrated the organic phase to dryness. The residual liquid used petroleum ether (boiling range 60-90° C.) as the eluent, was eluted and purified through a silica gel column, concentrated, and then vacuum-distilled to obtain 4.9 g of...

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PUM

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Abstract

The present invention relates to a method capable of using natural and artificial synthetic isosulfocyanate compound or its derivative to prevent and cure prostatic diseases and skin carcinoma. The internal tests show that various isosulfocyanate compounds or their derivatives can induce prostatic cell II phase drug metabolic detoxication enzyme-glutathione transferase so as to can inhibit the hyperplasia of prostate and inflammation, and can prevent and cure prostatic carcinoma and skin carcinoma.

Description

technical field [0001] The invention relates to the application of natural and artificially synthesized isothiocyanate compounds or derivatives thereof in the treatment of benign prostatic hyperplasia, prostatitis and melanoma. Using molecular biology methods, the present invention proves that various isothiocyanate compounds or derivatives thereof can induce prostatic cell phase II drug metabolism detoxification enzyme (Phase II detoxification enzyme) - glutathione transferase (GSTP1) , thereby inhibiting prostate cell proliferation and inflammation. On this basis, the present invention proves that the compounds are effective for benign prostatic hyperplasia and prostatitis at extremely low doses by using rat in vivo experiments. In addition, the present invention confirms that some isothiocyanate compounds or derivatives thereof can inhibit human prostate cancer LNCaP cell androgen receptor (AR), androgen receptor upstream gene Sp1, androgen receptor downstream gene prostat...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A61K31/26A61K36/46A61P13/08A61P35/00A23L1/30A23L33/105
Inventor 程景才王龙贵乔仁伟金海亚钟成娟
Owner JC (WUXI) CO INC
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