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Tyroserleutide-chlorin e6 monoester and preparation method thereof

A technique of chlorin and leupepide, which is applied in the field of tyroserupin-chlorin e6 monoester, and can solve the problems of tumor growth inhibition, no reports on tyroserupin and chlorin, etc.

Inactive Publication Date: 2018-10-26
桂林市兴达光电医疗器械有限公司
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

In some patients, tumor growth was significantly inhibited after tyroserleutide treatment; in some patients, tumor growth was not significantly affected after tyroserleutide injection
[0006] There is no report on the binding of tyroserleutide to chlorin e6

Method used

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  • Tyroserleutide-chlorin e6 monoester and preparation method thereof
  • Tyroserleutide-chlorin e6 monoester and preparation method thereof
  • Tyroserleutide-chlorin e6 monoester and preparation method thereof

Examples

Experimental program
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Embodiment 1

[0024] Chlorin e6 (Chlorin e6, Ce6) is dissolved in ethanol under the condition of protective gas and dark, and it is A. After tyroserleutide was dissolved in glacial acetic acid, A was added, and the reaction was carried out under stirring at 36°C for 28 hours; wherein chlorin e6 (Chlorin e6, Ce6) and tyroserleutide were in equimolar amounts.

[0025] After centrifugation, the supernatant was dialyzed against deionized water and freeze-dried.

[0026] The dry matter is separated by silica gel column chromatography, and the eluent is a mixed solution of dichloromethane / methanol with a volume ratio of 3 / 7 to 7 / 3;

[0027] After dichloromethane / methanol is evaporated, dissolve with methanol or acetonitrile, refine and purify with reverse phase column chromatography, the eluent is methanol / water mixed solution or acetonitrile / water mixed solution; the filler used in the reversed phase column is C 18 ; The volume ratio of the methanol / water mixed solution or the acetonitrile / wate...

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Abstract

The invention relates to tyroserleutide-chlorin e6 monoester prepared by esterification of the tyroserleutide with the chlorin e6. With the tyroserleutide as a water soluble polar end, the tyroserleutide-chlorin e6 monoester can dissolve in water. Consequently, the tyroserleutide-chlorin e6 monoester has the advantages of solving the problem of poor water solubility of Ce6, having double antitumoreffects of the chlorin e6 and the tyroserleutide, being to photodynamic and sonodynamic therapeutic drugs, and being applicable to prepare drugs for treating skin diseases and malignant tumors.

Description

technical field [0001] The invention relates to light and sound dynamic therapy drugs, in particular to tyroserleutide-chlorine e6 monoester. Background technique [0002] Chlorin e6 (Chlorin e6, Ce6), dark green powder, very hygroscopic and easy to oxidize. Insoluble in water, soluble in acetone, tetrahydrofuran, ethanol. [0003] Chlorin e6 has certain photosensitivity and thermosensitivity, so chlorin e6 is not only a photosensitizer, but also a potential sound sensitizer. It has an absorption wavelength of 663nm, can generate more ROS (reactive oxygen species), and is non-toxic, has high selectivity for tumor tissue and high clearance rate for non-tumor tissue, and has less side effects on the skin, so it is suitable for use in tumors Light and sound dynamic therapy. However, Ce6 has poor water solubility, which limits its clinical development and application. [0004] Tyrosyl-seryl-leucine (YSL) is a tripeptide compound, its chemical structure is L-tyrosyl-L-seryl-L...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07K5/087C07K1/36C07K1/34C07K1/20A61K38/06A61P35/00A61P35/02
CPCA61K38/00A61P35/00A61P35/02C07K5/0812C07K19/00
Inventor 陈志强
Owner 桂林市兴达光电医疗器械有限公司
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