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Protein-ITC (isothiocyanate) bonded substance and application thereof

A technology of isothiocyanate and isothiocyanate, which is applied in the directions of ester active ingredients, non-active ingredients of polymer compounds, drug combinations, etc., to achieve the effects of excellent water solubility, good loading and simple preparation process

Active Publication Date: 2018-05-04
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The protein-isothiocyanate bond has excellent water solubility and excellent anticancer properties, and it also solves the problem of in vivo delivery when used as an anticancer drug

Method used

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  • Protein-ITC (isothiocyanate) bonded substance and application thereof
  • Protein-ITC (isothiocyanate) bonded substance and application thereof
  • Protein-ITC (isothiocyanate) bonded substance and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0048] Example 1: Preparation of protein-isothiocyanate bond

[0049] a. Feeding at the molar ratio of bovine serum albumin to phenethyl isothiocyanate 1:10: Dissolve 10 mg of phenethyl isothiocyanate (PEITC, Mw = 163.24) in 4 ml of dimethyl methylene In sulfone; 410 mg of bovine serum albumin (BSA, Mw=67000) was dissolved in 20 mL of water.

[0050] b. Mix the above two solutions separately, adjust the pH to 8.5 with 1M NaOH, and react at 37°C. Take a small amount of the solution and use high performance liquid chromatography (HPLC) to monitor the progress of the reaction in real time.

[0051] c. Centrifuge at 3000rpm for 10min. The precipitate was removed by filtration, and the organic solvent was removed by dialysis to obtain a water-soluble albumin-isothiocyanate bond.

[0052] In this embodiment, the molar ratio of albumin to phenethyl isothiocyanate is 1:10, that is, an albumin theoretically connects 10 isothiocyanate groups, which is denoted as BSA-PEITC10.

Embodiment 2～3

[0054] The preparation process is exactly the same as in Example 1, except that the molar ratios of bovine serum albumin and phenethyl isothiocyanate are 1:30 and 1:50, respectively, which are denoted as BSA-PEITC30 and BSA-PEITC50, respectively.

Embodiment 4

[0056] The preparation process is exactly the same as in Example 1, except that the dimethyl sulfoxide is replaced with absolute ethanol, which is denoted as BSA-PEITC10-1.

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Abstract

The invention discloses a protein-ITC (isothiocyanate) bonded substance. The bonded substance is obtained from an isothiocyanic acid group in an isothiocyanate compound and an amino group on protein by a reaction. Protein and the isothiocyanate compound are taken as raw materials and are bonded by the group reaction, the water-soluble macromolecular substance is prepared, and accordingly, a seriesof studies are performed, and another possibility of the antitumor mechanism of isothiocyanate drugs is provided. The protein-ITC (isothiocyanate) bonded substance has excellent water solubility andanti-cancer performance, and the problem about delivery in vivo is also solved while the substance is used as an anti-cancer drug. The protein-ITC bonded substance also has good loading and coating effects on hydrophobic compounds, and can be used as a carrier, and uniformly distributed and tightly coated nanoparticles with small particle size can be prepared only by simple blending.

Description

Technical field [0001] The invention relates to the technical field of anti-tumor drugs, in particular to a protein-isothiocyanate bond compound and its application. Background technique [0002] The intake of cruciferous vegetables in the diet can prevent a variety of malignant tumors. Among them, the anti-tumor bioactive substance is isothiocyanates (ITCs), the hydrolyzate of glucosinolates. However, most isothiocyanate compounds or their derivatives, mostly insoluble in water, are directly used as anti-tumor drugs, which will react quickly to degrade or be eliminated in the body; and due to their hydrophobicity and activity , The method of administration is also very restricted, and the bioavailability is low. [0003] Since 1966, Sidransky et al. (Sidransky. H, N. Ito, E. Verney, Influence of Alpha-Naphthyl-Isothiocyanate on Liver Tumorigenesis in Rats Ingesting Ethionine and N-2-Fluorenylacetamide, J Natl Cancer I, 37(1966) 677- 686.) Since it was reported that isothiocyanat...

Claims

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Application Information

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IPC IPC(8): A61K47/64A61K31/26A61K31/337A61K9/14A61K47/42A61K47/20A61P35/00
CPCA61K9/145A61K9/146A61K31/26A61K31/337A61K2300/00
Inventor 申有青胡诗琪吴碧寒
Owner ZHEJIANG UNIV
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