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

A technology of ester compounds and isothiocyanate, which is applied in the application field of isothiocyanate compounds in prostate diseases and skin cancer, can solve the problems of affecting stability and poor stability, and achieve good stability, Less toxic and side effects, low dose effect

Active Publication Date: 2007-12-26
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

[0088] Example 1: Preparation of phenethyl isothiocyanate

[0089] Instruments and reagents:

[0090] 1 H-NMR spectrum was measured with BruckerAV-300 nuclear magnetic resonance instrument, internal standard TMS, and the solvent was CDCl without special instructions 3 ; MS is measured with Nicolet FTMS-2000 mass spectrometer; elemental analysis is measured with Elementar Vario EL III instrument.

[0091] Thin layer chromatography (TLC) uses silica gel GF 254 (Produced by Qingdao Ocean Chemical Plant) self-made; reagents are commercially available chemically pure or analytical pure products, used directly without treatment.

Embodiment 1-1

[0092] Example 1-1: Extraction of phenethyl isothiocyanate from natural plants

[0093] a. Cut the watercress into pieces, add water, and leave it at room temperature for several days. Under the action of enzymes, phenethyl isothiocyanate is decomposed, extracted with water-incompatible solvents such as n-hexane, and then evaporated in vacuo , And then vacuum distillation to get the product, the product can get higher yield and purity [6] (For specific methods, see: Ribnicky David M, Polev Alexander A et al. 2000).

[0094] b. According to the above method, phenethyl isothiocyanate can also be obtained from the winter cabbage; after soaking the root pieces of M. lanolinensis in water, and then steam distillation, the above phenethyl isothiocyanate can be obtained.

Embodiment 1-2

[0095] Example 1-2: Synthesis of phenethyl isothiocyanate by chemical method

[0096] Add 15mL CH to a 50mL round bottom flask 2 Cl 2 And 3mL (40mmol) of thiophosgene, stir, cool to 0°C, slowly add an equivalent amount of triethylamine (4.04g, 40mmol) with a constant pressure dropping funnel to the mixture (the process of dripping exotherms, the temperature Should not exceed 15℃). 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 , Separate the organic phase with a separatory funnel, wash the organic phase twice with water (15 mL×2), dry the organic phase with anhydrous sodium sulfate, filter, and concentrate the organic phase to dryness. The residue was purified with petroleum ether (boiling range 60-90°C) as the eluent, eluted and purified by a silica gel column, concentrated, and subjected to vacuum distillation to obtain 4.9 g of a colorless oily liqui...

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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 an application of natural and artificial 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 their derivatives can induce Phase II detoxification enzyme (Glutathione transferase (GSTP1)) in prostate cells , And then inhibit prostate cell proliferation and inflammation. On this basis, the present invention uses in vivo experiments in rats to prove that the compounds are effective for benign prostatic hyperplasia and prostatitis at very low doses. In addition, the present invention proves that some isothiocyanate compounds or their derivatives can inhibit human prostate cancer LNCaP cells androgen receptor (AR) and androgen receptor upstream gene Sp1, androgen receptor downstream gene prostate specific antigen ( The expression of prostate specific antigen (PSA), ...

Claims

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Application Information

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Patent Type & Authority Applications(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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