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Application of chlorogenic acid and derivative in preparing sensitizer for tumor immunotherapeutic drug

A technology of immunotherapeutic drugs and sensitizers, which is applied in the field of medicine, can solve problems such as drug resistance and non-response, and achieve the effect of promoting proliferation and broad clinical application prospects

Inactive Publication Date: 2017-06-27
SICHUAN JIUZHANG BIO TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, the immunotherapy drugs for tumors, especially the immune checkpoint inhibitors represented by PD-1 / PD-L1 monoclonal antibodies, will experience "non-response" or "drug resistance" during long-term use, indicating that Many tumors are refractory to anti-PD-1 monoclonal antibodies alone

Method used

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  • Application of chlorogenic acid and derivative in preparing sensitizer for tumor immunotherapeutic drug
  • Application of chlorogenic acid and derivative in preparing sensitizer for tumor immunotherapeutic drug
  • Application of chlorogenic acid and derivative in preparing sensitizer for tumor immunotherapeutic drug

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] Embodiment 1 Preparation of chlorogenic acid and derivatives thereof

[0048]For the preparation method of chlorogenic acid, see Example 1 of patent ZL2005100207065, which was independently synthesized by Sichuan Jiuzhang Biotechnology Co., Ltd.; both neochlorogenic acid and cryptochlorogenic acid were purchased from Chengdu Best Reagent Co., Ltd.; 3-O-feruloylquinic acid and 3-O-isoferuloylquinic acid: using the chlorogenic acid raw material provided by Sichuan Jiuzhang Biotechnology Co., Ltd. to synthesize 3-O-feruloylquinic acid and its isomer 3-O-isoferuloylquinic acid Nicotinic acid, the synthesized sample was roughly separated by an open ODS column, and then purified by semi-preparative liquid phase, and the detected purity was 96.1% and 99.3%, respectively.

[0049] 1. Instruments and materials

[0050] 1.1 Instruments and equipment

[0051] Linear ion trap-Fourier ion cyclotron resonance mass spectrometer (Thermo Scientific LTQ FT), the product of American The...

Embodiment 2

[0109] The preparation of embodiment 2 chlorogenic acid and derivative capsules thereof

[0110] 1. Prescription

[0111] Table 3 The prescription of chlorogenic acid and derivative capsules thereof of the present invention

[0112]

[0113] 2. Preparation method

[0114] According to the above-mentioned prescription quantity, mix the main ingredient and chitosan respectively and dissolve in the acetic acid solution whose volume concentration is 3% to obtain the chitosan solution of each compound, stand-by; add Span 80 into soybean oil according to the prescription quantity , after stirring evenly, the mixed solution is obtained, which is ready for use; 5 parts of chitosan solution prepared are slowly added dropwise to the mixed solution, and continuously stirred to obtain a W / O emulsion; Glutaraldehyde with a concentration of 25% was left to stand and solidified and cross-linked for 2 hours, then the oil phase was removed and filtered through a Buchner funnel with a 0.45...

Embodiment 3

[0115] Embodiment 3 Preparation of Chlorogenic Acid and Its Derivatives Freeze-dried Powder Injection

[0116] 1. Prescription

[0117] Table 4 The prescription of chlorogenic acid and its derivatives freeze-dried powder injection

[0118]

[0119] 2. Preparation method

[0120] Under strict aseptic conditions, take by weighing 10 g of chitosan of the above-mentioned prescriptions, dissolve it with 3% acetic acid solution to form a chitosan solution, and weigh the main ingredients according to the prescription and dissolve them in the above-mentioned chitosan solution respectively. In sugar solution, form the chitosan solution of each principal agent, the solution after dissolving is left standstill for a period of time and carry out spray drying after air bubble is removed, promptly obtains the chitosan microsphere with good fluidity, each obtained The chitosan microspheres of chlorogenic acid and the like are filled into powder injections to obtain corresponding freeze-...

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Abstract

The invention discloses application of a compound as shown in a formula I, or a stereoisomer thereof, or a pharmaceutically acceptable salt thereof, or a solvate thereof, or a crystal form thereof, or an isotopologue thereof in preparing a sensitizer for a tumor immunotherapeutic drug, wherein R1-R3 are independently selected from hydroxyl, C1-6 alkoxy, substituents as shown in a formula II or cis-isomers thereof; and R4 and R5 are independently selected from hydrogen, halogen, C1-6 alkyl, hydroxyl or C1-6 alkoxy. A pharmacological experiment result verifies that the chlorogenic acid and the derivative thereof which are combined in use with the tumor immunotherapeutic drug can better play a role of killing tumor cells, and the sensitizer as the tumor immunotherapeutic drug has wide clinical application prospects.

Description

technical field [0001] The invention relates to the use of chlorogenic acid and its derivatives in the preparation of sensitizers for tumor immunotherapy drugs, belonging to the field of medicine. Background technique [0002] Malignant tumor is a major disease that seriously endangers human health, and patients often suffer great physical and psychological pain. At present, the treatment methods for malignant tumors mainly include surgery, radiotherapy, chemotherapy and immunotherapy. Among them, tumor immunotherapy is to mobilize the body's immune system to enhance anti-tumor immunity, thereby inhibiting and killing tumor cells. Currently, tumor immunotherapy is one of the most promising research directions in the field of tumor therapy. [0003] Programmed cell death receptor PD-1 (programmed cell death-1) is an important immunosuppressive molecule, mainly expressed in activated T cells and B cells. The high expression of PD-1 ligands PD-L1 and PD-L2 in tumor cells lea...

Claims

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Application Information

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IPC IPC(8): A61K31/216A61K39/395A61P35/00
CPCA61K31/216A61K39/39558A61K2300/00
Inventor 张洁陈晓光张梦甜
Owner SICHUAN JIUZHANG BIO TECH CO LTD
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