WO2022143010A1 - 一种吡哆醛在制备治疗卵巢癌的药物中的用途 - Google Patents
一种吡哆醛在制备治疗卵巢癌的药物中的用途 Download PDFInfo
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- WO2022143010A1 WO2022143010A1 PCT/CN2021/135415 CN2021135415W WO2022143010A1 WO 2022143010 A1 WO2022143010 A1 WO 2022143010A1 CN 2021135415 W CN2021135415 W CN 2021135415W WO 2022143010 A1 WO2022143010 A1 WO 2022143010A1
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- pyridoxal
- ovarian cancer
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- RADKZDMFGJYCBB-UHFFFAOYSA-N Pyridoxal Chemical compound CC1=NC=C(CO)C(C=O)=C1O RADKZDMFGJYCBB-UHFFFAOYSA-N 0.000 title claims abstract description 98
- 206010033128 Ovarian cancer Diseases 0.000 title claims abstract description 49
- 206010061535 Ovarian neoplasm Diseases 0.000 title claims abstract description 49
- 229960003581 pyridoxal Drugs 0.000 title claims abstract description 46
- 235000008164 pyridoxal Nutrition 0.000 title claims abstract description 46
- 239000011674 pyridoxal Substances 0.000 title claims abstract description 46
- 238000002360 preparation method Methods 0.000 title claims abstract description 23
- 239000003814 drug Substances 0.000 title claims abstract description 17
- 229940079593 drug Drugs 0.000 title abstract description 8
- 230000002401 inhibitory effect Effects 0.000 claims abstract description 17
- 230000035755 proliferation Effects 0.000 claims abstract description 17
- 239000003153 chemical reaction reagent Substances 0.000 claims abstract description 15
- 238000000034 method Methods 0.000 claims abstract description 15
- 238000011161 development Methods 0.000 claims abstract description 5
- 230000007246 mechanism Effects 0.000 claims abstract description 5
- 230000004663 cell proliferation Effects 0.000 claims description 5
- 238000001514 detection method Methods 0.000 claims description 5
- 239000007788 liquid Substances 0.000 claims description 5
- 238000000967 suction filtration Methods 0.000 claims description 5
- 239000000725 suspension Substances 0.000 claims description 5
- 239000012224 working solution Substances 0.000 claims description 5
- 239000004480 active ingredient Substances 0.000 claims 1
- 230000001954 sterilising effect Effects 0.000 claims 1
- 238000004659 sterilization and disinfection Methods 0.000 claims 1
- 230000008506 pathogenesis Effects 0.000 abstract 1
- LXNHXLLTXMVWPM-UHFFFAOYSA-N pyridoxine Chemical compound CC1=NC=C(CO)C(CO)=C1O LXNHXLLTXMVWPM-UHFFFAOYSA-N 0.000 description 12
- 230000010261 cell growth Effects 0.000 description 7
- 238000002474 experimental method Methods 0.000 description 6
- 229940011671 vitamin b6 Drugs 0.000 description 6
- 238000010586 diagram Methods 0.000 description 5
- 235000019158 vitamin B6 Nutrition 0.000 description 5
- 239000011726 vitamin B6 Substances 0.000 description 5
- 230000000694 effects Effects 0.000 description 4
- 201000011510 cancer Diseases 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 150000003697 vitamin B6 derivatives Chemical class 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 2
- 238000004393 prognosis Methods 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 206010061818 Disease progression Diseases 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 101000699762 Homo sapiens RNA 3'-terminal phosphate cyclase Proteins 0.000 description 1
- 206010028980 Neoplasm Diseases 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 229930040373 Paraformaldehyde Natural products 0.000 description 1
- 102100029143 RNA 3'-terminal phosphate cyclase Human genes 0.000 description 1
- IWUCXVSUMQZMFG-AFCXAGJDSA-N Ribavirin Chemical compound N1=C(C(=O)N)N=CN1[C@H]1[C@H](O)[C@H](O)[C@@H](CO)O1 IWUCXVSUMQZMFG-AFCXAGJDSA-N 0.000 description 1
- 230000001093 anti-cancer Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000009702 cancer cell proliferation Effects 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 230000009668 clonal growth Effects 0.000 description 1
- 230000003021 clonogenic effect Effects 0.000 description 1
- 239000005515 coenzyme Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000012258 culturing Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 230000005750 disease progression Effects 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 210000004996 female reproductive system Anatomy 0.000 description 1
- 230000012010 growth Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 229920002866 paraformaldehyde Polymers 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- -1 phosphate ester Chemical class 0.000 description 1
- 230000008092 positive effect Effects 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 235000008160 pyridoxine Nutrition 0.000 description 1
- 239000011677 pyridoxine Substances 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
- 230000005186 women's health Effects 0.000 description 1
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4415—Pyridoxine, i.e. Vitamin B6
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
- G01N33/5005—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving human or animal cells
- G01N33/5008—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving human or animal cells for testing or evaluating the effect of chemical or biological compounds, e.g. drugs, cosmetics
- G01N33/5011—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving human or animal cells for testing or evaluating the effect of chemical or biological compounds, e.g. drugs, cosmetics for testing antineoplastic activity
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N2503/00—Use of cells in diagnostics
- C12N2503/02—Drug screening
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N2500/00—Screening for compounds of potential therapeutic value
- G01N2500/10—Screening for compounds of potential therapeutic value involving cells
Definitions
- the invention belongs to the technical fields of molecular biology and medicine, and particularly relates to the use of pyridoxal in preparing a medicine for treating ovarian cancer.
- the phosphorylated form of pyridoxal (PLP) is currently considered to be the active form of vitamin B6 and can participate in catalytic reactions as a coenzyme of various enzymes, the inhibitory effect of vitamin B6 on malignant tumors is also generally considered to be the effect of PLP.
- PLP phosphorylated form of pyridoxal
- the present invention provides a use of pyridoxal in the preparation of a drug for the treatment of ovarian cancer.
- the present invention is achieved by the use of pyridoxal in the preparation of a medicament for treating ovarian cancer.
- the pyridoxal is prepared into any pharmaceutically acceptable preparation.
- Another object of the present invention is to provide a use of pyridoxal in the preparation of a reagent for inhibiting the proliferation of ovarian cancer cells; the ovarian cancer cells are SKOV3, OVCAR3, 3AO or ES-2.
- Another object of the present invention is to provide a method for verifying the use of pyridoxal in the preparation of a reagent for inhibiting the proliferation of ovarian cancer cells, and the method for verifying the use of pyridoxal in the preparation of a reagent for inhibiting the proliferation of ovarian cancer cells
- Methods include:
- Step 1 obtain pyridoxal, prepare it into a 50 mM working solution with PBS, and sterilize it with a 0.22 ⁇ m filter in the dark by suction filtration;
- Step 2 use the xCELLigence workstation and the corresponding culture plate to perform label-free counting detection of living cells.
- step 2 the use of the xCELLigence workstation and the corresponding culture plate to perform label-free counting and detection of living cells includes:
- the present invention has confirmed through experiments that pyridoxal can inhibit the proliferation of ovarian cancer cells, and the inhibitory effect is very significant, so it can be used for the preparation of drugs for the treatment of ovarian cancer, Or prepare relevant reagents for studying the mechanism of ovarian cancer occurrence and development.
- PL is one of the intermediate metabolites of vitamin B6, and vitamin B6 is a water-soluble vitamin, and its application safety is high. Therefore, PL has a strong clinical application possibility in the treatment of ovarian cancer.
- the present invention detects and compares the effects of pyridoxal PL and its phosphate ester PLP on the proliferation ability of ovarian cancer cells by label-free counting of living cells.
- the inhibitory effect of PL on ovarian cancer cells is significantly higher than that of PLP at the same concentration. Further research and development of new uses of PL will be beneficial to make full use of this compound and promote the treatment of clinically relevant diseases.
- the present invention confirms through experiments that PL can inhibit the proliferation of ovarian cancer cells, so it can be used to prepare medicines for treating ovarian cancer, or prepare relevant reagents for studying the mechanism of occurrence and development of ovarian cancer. At the same time, the present invention proves that the inhibitory effect of pyridoxal on the proliferation of ovarian cancer cells is much more significant than that of other substances on the proliferation of ovarian cancer cells.
- Fig. 1 is the flow chart of the method for verifying the purposes of pyridoxal in the preparation of the reagent that suppresses ovarian cancer cell proliferation provided by the embodiment of the present invention
- FIG. 2 is a schematic diagram of the results of a label-free counting experiment of living cells provided by the embodiment of the present invention.
- FIG. 3 is a schematic diagram of the growth of cell clones after the SKOV3 provided in the embodiment of the present invention is treated with PBS or 0.5mM PL for 6 days;
- FIG. 4 is a schematic diagram of the growth of cell clones after the OVCAR3 provided in the embodiment of the present invention is treated with PBS or 0.5 mM PL for 6 days;
- FIG. 5 is a schematic diagram of the growth of cell clones after 6 days of PBS or 0.5mM PL treatment of 3AO provided in the embodiment of the present invention
- Figure 6 is a schematic diagram of the growth of cell clones after ES-2 provided in the embodiment of the present invention is treated with PBS or 0.5mM PL for 6 days.
- the present invention provides a use of pyridoxal in the preparation of a medicament for treating ovarian cancer.
- the present invention is described in detail below with reference to the accompanying drawings.
- the pyridoxal provided in the embodiment of the present invention is an intermediate metabolite of vitamin B6, which is obtained from the oxidation of pyridoxine, and its chemical formula is: 3-hydroxy-5-hydroxymethyl-2-methylpyridine-4-carbaldehyde, molecular weight
- the structural formula is:
- ovarian cancer cells are SKOV3, OVCAR3, 3AO or ES-2.
- the method for verifying the use of pyridoxal in the preparation of a reagent for inhibiting the proliferation of ovarian cancer cells includes the following steps:
- step S102 the label-free counting detection of living cells using the xCELLigence workstation and the corresponding culture plate provided by the embodiment of the present invention includes:
- PL and PLP were purchased from sigma company, prepared as 50 mM working solution using PBS, and sterilized by suction filtration with a 0.22 ⁇ m filter in the dark. Viable cell label-free counting (RTCA) was performed using the xCELLigence workstation and the corresponding culture plate (E-plate 96).
- RTCA Viable cell label-free counting
- PL and PLP can inhibit the proliferation of ovarian cancer cells, and the inhibitory ability of PL on the proliferation of ovarian cancer cells is significantly stronger than that of PLP at the same concentration.
- the live cell label-free counting experiment showed that PL significantly inhibited the growth of ovarian cancer cell lines SKOV3, OVCAR3, 3AO and ES-2, and its inhibitory effect was significantly higher than that of PLP (**P ⁇ 0.01).
- PL can be used to prepare drugs for the treatment of ovarian cancer, or to prepare relevant reagents for studying the mechanism of occurrence and development of ovarian cancer. And in the research process of the present invention, it is found that the inhibitory effect of PL on the proliferation of ovarian cancer cells is significantly better than some other compounds.
- Figure 3 shows the growth of cell clones after SKOV3 was treated with PBS or 0.5mM PL for 6 days
- Figure 4 shows the growth of cell clones after OVCAR3 was treated with PBS or 0.5mM PL for 6 days
- Figure 5 shows the cell clones of 3AO treated with PBS or 0.5mM PL for 6 days Clonal growth
- Figure 6 shows the growth of cell clones after ES-2 was treated with PBS or 0.5 mM PL for 6 days.
- 0.5Mm PL significantly inhibited the clonogenic ability of the above three ovarian cancer cell lines.
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- General Health & Medical Sciences (AREA)
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- Urology & Nephrology (AREA)
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- Pharmacology & Pharmacy (AREA)
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- Tropical Medicine & Parasitology (AREA)
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- Microbiology (AREA)
- General Physics & Mathematics (AREA)
- Pathology (AREA)
- Epidemiology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Toxicology (AREA)
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- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
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- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
Description
Claims (12)
- 一种吡哆醛在制备治疗卵巢癌的药物中的用途。
- 如权利要求1所述吡哆醛在制备治疗卵巢癌的药物中的用途,其特征在于,所述吡哆醛制备成药学上接受的任何一种制剂。
- 一种吡哆醛在制备抑制卵巢癌细胞增殖的试剂中的用途。
- 如权利要求3所述吡哆醛在制备抑制卵巢癌细胞增殖的试剂中的用途,其特征在于,所述卵巢癌细胞为SKOV3、OVCAR3、3AO或ES-2。
- 一种验证如权利要求3或4所述用途的方法,其特征在于,所述验证吡哆醛在制备抑制卵巢癌细胞增殖的试剂中的用途的方法包括:步骤一,获取吡哆醛,并利用PBS配制为工作液,利用滤器避光抽滤灭菌;步骤二,利用xCELLigence工作站及对应的培养板进行活细胞无标记计数检测。
- 如权利要求5所述方法,其特征在于,步骤一,获取吡哆醛,并利用PBS配制为50mM工作液,利用0.22μm滤器避光抽滤灭菌。
- 如权利要求5所述方法,其特征在于,步骤二中向E-plate 96孔板中加入完全培养基测定基线值,再向孔中加入混合均匀的SKOV3、OVCAR3、3AO或ES-2悬液,吡哆醛,并用完全培养基补足孔内液体,对照组用等量PBS处理;室温放置后,设置自动扫描间隙,检测细胞增殖曲线。
- 如权利要求7所述方法,其特征在于,向E-plate 96孔板中加入50μl完全培养基测定基线值,再向孔中加入混合均匀的SKOV3、OVCAR3、3AO或ES-2悬液100μl,2μl吡哆醛,并用完全培养基补足至孔内液体为200μl。
- 如权利要求7所述方法,其特征在于,吡哆醛工作浓度达0.5mM,对照组用等量PBS处理。
- 如权利要求7所述方法,其特征在于,室温放置30min后,设置自动扫描间隙为15min,检测细胞增殖曲线,总扫描时间为72小时。
- 一种治疗卵巢癌的药物,其特征在于,所述药物以吡哆醛为有效成分。
- 吡哆醛在制备研究卵巢癌发生发展机制的相关试剂中的用途。
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CN115531380A (zh) * | 2022-09-19 | 2022-12-30 | 重庆医科大学附属第一医院 | 一种氟代吡哆醛在制备用于抗癌症的药物中的用途 |
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GB202219507D0 (en) | 2023-02-08 |
GB2611905A (en) | 2023-04-19 |
CN112691103B (zh) | 2022-07-26 |
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