CN117982501A - Application of camptothecine derivatives in preparation of medicines for treating bladder cancer - Google Patents
Application of camptothecine derivatives in preparation of medicines for treating bladder cancer Download PDFInfo
- Publication number
- CN117982501A CN117982501A CN202311307372.4A CN202311307372A CN117982501A CN 117982501 A CN117982501 A CN 117982501A CN 202311307372 A CN202311307372 A CN 202311307372A CN 117982501 A CN117982501 A CN 117982501A
- Authority
- CN
- China
- Prior art keywords
- bladder cancer
- preparation
- medicines
- camptothecin derivative
- derivatives
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 206010005003 Bladder cancer Diseases 0.000 title claims abstract description 35
- 208000007097 Urinary Bladder Neoplasms Diseases 0.000 title claims abstract description 34
- 201000005112 urinary bladder cancer Diseases 0.000 title claims abstract description 34
- VSJKWCGYPAHWDS-FQEVSTJZSA-N camptothecin Chemical class C1=CC=C2C=C(CN3C4=CC5=C(C3=O)COC(=O)[C@]5(O)CC)C4=NC2=C1 VSJKWCGYPAHWDS-FQEVSTJZSA-N 0.000 title claims abstract description 20
- 239000003814 drug Substances 0.000 title abstract description 13
- 229940079593 drug Drugs 0.000 title abstract description 10
- 239000002552 dosage form Substances 0.000 claims description 3
- 239000002775 capsule Substances 0.000 claims description 2
- 239000003937 drug carrier Substances 0.000 claims description 2
- 239000008187 granular material Substances 0.000 claims description 2
- 238000002347 injection Methods 0.000 claims description 2
- 239000007924 injection Substances 0.000 claims description 2
- 239000007788 liquid Substances 0.000 claims description 2
- 239000000463 material Substances 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- 239000007921 spray Substances 0.000 claims description 2
- 239000000725 suspension Substances 0.000 claims description 2
- 239000003826 tablet Substances 0.000 claims description 2
- 239000004480 active ingredient Substances 0.000 claims 3
- 239000003560 cancer drug Substances 0.000 claims 3
- DQLATGHUWYMOKM-UHFFFAOYSA-L cisplatin Chemical compound N[Pt](N)(Cl)Cl DQLATGHUWYMOKM-UHFFFAOYSA-L 0.000 abstract description 7
- 229960004316 cisplatin Drugs 0.000 abstract description 7
- 230000000694 effects Effects 0.000 abstract description 7
- 230000005764 inhibitory process Effects 0.000 abstract description 3
- -1 camptothecin derivative compound Chemical class 0.000 abstract description 2
- 238000005259 measurement Methods 0.000 abstract 1
- 210000004027 cell Anatomy 0.000 description 15
- 206010028980 Neoplasm Diseases 0.000 description 6
- 239000012980 RPMI-1640 medium Substances 0.000 description 5
- 230000003833 cell viability Effects 0.000 description 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 3
- 238000002512 chemotherapy Methods 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 230000010412 perfusion Effects 0.000 description 3
- IZTQOLKUZKXIRV-YRVFCXMDSA-N sincalide Chemical compound C([C@@H](C(=O)N[C@@H](CCSC)C(=O)NCC(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CC=1C=CC=CC=1)C(N)=O)NC(=O)[C@@H](N)CC(O)=O)C1=CC=C(OS(O)(=O)=O)C=C1 IZTQOLKUZKXIRV-YRVFCXMDSA-N 0.000 description 3
- 239000012224 working solution Substances 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 102000004190 Enzymes Human genes 0.000 description 2
- 108090000790 Enzymes Proteins 0.000 description 2
- 108010087230 Sincalide Proteins 0.000 description 2
- 238000002835 absorbance Methods 0.000 description 2
- 230000000259 anti-tumor effect Effects 0.000 description 2
- 239000007640 basal medium Substances 0.000 description 2
- 238000010609 cell counting kit-8 assay Methods 0.000 description 2
- 238000002651 drug therapy Methods 0.000 description 2
- SDUQYLNIPVEERB-QPPQHZFASA-N gemcitabine Chemical compound O=C1N=C(N)C=CN1[C@H]1C(F)(F)[C@H](O)[C@@H](CO)O1 SDUQYLNIPVEERB-QPPQHZFASA-N 0.000 description 2
- 239000002609 medium Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- UCSJYZPVAKXKNQ-HZYVHMACSA-N streptomycin Chemical compound CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@@H]1[C@](C=O)(O)[C@H](C)O[C@H]1O[C@@H]1[C@@H](NC(N)=N)[C@H](O)[C@@H](NC(N)=N)[C@H](O)[C@H]1O UCSJYZPVAKXKNQ-HZYVHMACSA-N 0.000 description 2
- 238000011521 systemic chemotherapy Methods 0.000 description 2
- 108091003079 Bovine Serum Albumin Proteins 0.000 description 1
- 241000759905 Camptotheca acuminata Species 0.000 description 1
- 102000003915 DNA Topoisomerases Human genes 0.000 description 1
- 108090000323 DNA Topoisomerases Proteins 0.000 description 1
- 230000007035 DNA breakage Effects 0.000 description 1
- 230000004543 DNA replication Effects 0.000 description 1
- 229930182555 Penicillin Natural products 0.000 description 1
- JGSARLDLIJGVTE-MBNYWOFBSA-N Penicillin G Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)CC1=CC=CC=C1 JGSARLDLIJGVTE-MBNYWOFBSA-N 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 230000006907 apoptotic process Effects 0.000 description 1
- 230000004071 biological effect Effects 0.000 description 1
- 201000011510 cancer Diseases 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 239000006285 cell suspension Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000012091 fetal bovine serum Substances 0.000 description 1
- 229960005277 gemcitabine Drugs 0.000 description 1
- 239000001963 growth medium Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 229960004768 irinotecan Drugs 0.000 description 1
- UWKQSNNFCGGAFS-XIFFEERXSA-N irinotecan Chemical compound C1=C2C(CC)=C3CN(C(C4=C([C@@](C(=O)OC4)(O)CC)C=4)=O)C=4C3=NC2=CC=C1OC(=O)N(CC1)CCC1N1CCCCC1 UWKQSNNFCGGAFS-XIFFEERXSA-N 0.000 description 1
- 230000036210 malignancy Effects 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- 229940049954 penicillin Drugs 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 230000002980 postoperative effect Effects 0.000 description 1
- 230000000306 recurrent effect Effects 0.000 description 1
- 230000010076 replication Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229960005322 streptomycin Drugs 0.000 description 1
- 229940126585 therapeutic drug Drugs 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 210000004881 tumor cell Anatomy 0.000 description 1
- 230000002485 urinary effect Effects 0.000 description 1
Classifications
-
- 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
- A61K31/47—Quinolines; Isoquinolines
- A61K31/4738—Quinolines; Isoquinolines ortho- or peri-condensed with heterocyclic ring systems
- A61K31/4745—Quinolines; Isoquinolines ortho- or peri-condensed with heterocyclic ring systems condensed with ring systems having nitrogen as a ring hetero atom, e.g. phenantrolines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicinal Preparation (AREA)
Abstract
The invention discloses a novel pharmaceutical activity of camptothecine derivatives, namely an anti-bladder cancer activity, which is used for preparing a medicament for treating bladder cancer, and belongs to the field of medicines. In particular to the use in bladder cancer treatment. According to the measurement of the pharmaceutical activity in different bladder cancer cells, compared with cisplatin which is a common drug for treating bladder cancer, the result shows that the half inhibition concentration (IC 50) of the camptothecin derivative compound to bladder cancer cells is lower than or similar to that of cisplatin, namely the killing capacity of the camptothecin derivative to bladder cancer cells is better than or similar to that of cisplatin, so that the related camptothecin derivative has good application prospect in the treatment of bladder cancer.
Description
Technical Field
The invention discloses a novel pharmaceutical activity of camptothecine derivatives, namely an anti-bladder cancer activity, which is used for preparing a medicine for treating bladder cancer, and belongs to the field of medicines.
Background
Bladder cancer is a common malignancy of the urinary system, and due to its highly recurrent nature, drug therapy, particularly chemo-drug therapy, is a particularly important feature in bladder cancer treatment. The chemotherapy of bladder cancer mainly includes bladder perfusion chemotherapy and systemic chemotherapy. The bladder perfusion chemotherapy is mainly used for postoperative bladder perfusion treatment of non-muscular-layer invasive bladder cancer so as to prevent tumor recurrence, but due to tumor heterogeneity, a certain proportion of tumors are insensitive to drugs so as to cause tumor recurrence. The standard therapeutic scheme of the systemic chemotherapy of bladder cancer is a cisplatin+gemcitabine (GC) scheme based on platinum, the overall response rate is 49%, but about half of cases still have unresponsiveness, and aiming at the situation that the sensitivity of different bladder cancer cells to the existing medicines is different, the development and the use of medicines with different action targets are necessary to increase the overall tumor response rate.
The camptothecine derivatives are compounds which are reconstructed based on active alkaloids-camptothecine extracted from the bark of traditional Chinese medicine camptotheca acuminata, have strong anti-tumor activity, and the anti-tumor effect mainly depends on the biological effect of topoisomerase I which is a key enzyme for preventing DNA replication in the nucleus in a ternary complex form, thereby causing the breakage of DNA replication fork and apoptosis. Some camptothecin derivatives represented by Irinotecan are widely used clinically as first-line therapeutic drugs, but the application in bladder cancer is less at present, and the compounds of the invention have not been applied in bladder cancer treatment.
Disclosure of Invention
The invention aims to provide an anti-bladder cancer activity of camptothecine derivatives, which is used for preparing medicines for treating bladder cancer.
The camptothecine derivative compounds were specifically studied and analyzed for their anti-bladder cancer activity on bladder cancer cells by following experiments of the intervention on bladder cancer T24 and J82 cell lines, using CCK-8 method to determine the cell viability of different concentrations of the intervention T24 and J82 cells.
The camptothecin derivative provided by the invention is dissolved and diluted into 10mM mother liquor by DMSO, and is subjected to gradient dilution into working solutions of 8 mu M, 1.6 mu M, 0.32 mu M, 0.064 mu M, 0.0128 mu M, 0.00256 mu M, 0.000512 mu M, 0.0001024 mu M, 0.00002048 mu M and 0.000004096 mu M by taking RPMI-1640 complete culture medium as a solvent. Intervention on bladder cancer T24 and J82 cell lines, cell viability of different concentrations of the intervening T24 and J82 cells was determined using CCK-8 method, and median inhibitory concentration (IC 50) values for each derivative in different cells were fitted to the calculation of cell viability, with lower IC 50 representing less cell viability at the same concentration, i.e., greater killing capacity on tumor cells.
The bladder cancer cell lines T24 and J82 used were each cultured using RPMI-1640 complete medium (RPMI-1640 basal medium, 10% fetal bovine serum, penicillin/streptomycin diabody) at 37℃under 5% carbon dioxide and saturated humidity.
T24 and J82 cells grown in log phase were trypsinized and prepared as single cell suspensions using RPMI-1640 complete medium, counted and inoculated into 96 well plates at a density of 5000 cells/well, after cell attachment the culture solution was removed, 100ul of the above working solution/well was added to the well plates, 3 duplicate wells were set per group, after 72h of intervention the working solution was removed, 100ul of RPMI-1640 basal medium containing 5% cck-8 reagent was added per well, after 2h of further culture, absorbance per well was measured at a wavelength of 450nm by an enzyme-labeled instrument, and cell inhibition rate and IC 50 were calculated from absorbance. And compared with cisplatin which is a common drug for treating bladder cancer.
Each compound was tested in triplicate and the values are expressed as mean ± standard deviation. The structural formula of the camptothecin derivative and IC 50 in bladder cancer cells are shown in Table 1.
The experimental results in table 1 show that the half inhibition concentration (IC 50) of the related camptothecin derivative on bladder cancer cells is lower than or close to that of cisplatin, namely the killing capacity of the related camptothecin derivative on bladder cancer cells is better than or similar to that of cisplatin, so that the related camptothecin derivative has good application prospect in the treatment of bladder cancer.
Based on the research results, camptothecin derivatives are taken as active substances, and pharmaceutically acceptable carriers and/or auxiliary materials are added according to pharmaceutically acceptable salts to prepare any pharmaceutically acceptable dosage form, such as any dosage form of tablets, sprays, granules, capsules, oral liquid, injection and suspension.
Claims (3)
1. The application of camptothecine derivatives as active ingredients in preparing anti-bladder cancer drugs is characterized in that: the structural formula of the camptothecin derivative is as follows:
。
2. The use of camptothecin derivatives according to claim 1 as active ingredient in the preparation of anti-bladder cancer drugs, characterized in that: the camptothecin derivative or the pharmaceutically acceptable salt thereof is added with pharmaceutically acceptable carriers and/or auxiliary materials to prepare any pharmaceutically acceptable dosage form.
3. The use of the camptothecine derivatives as claimed in claim 2 as active ingredients in the preparation of anti-bladder cancer drugs, characterized in that: the preparation is any one of tablets, sprays, granules, capsules, oral liquid, injection and suspension.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202311307372.4A CN117982501A (en) | 2023-03-09 | 2023-03-09 | Application of camptothecine derivatives in preparation of medicines for treating bladder cancer |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202310223632.3A CN116270641A (en) | 2023-03-09 | 2023-03-09 | Application of camptothecine derivatives in preparation of medicines for treating bladder cancer |
| CN202311307372.4A CN117982501A (en) | 2023-03-09 | 2023-03-09 | Application of camptothecine derivatives in preparation of medicines for treating bladder cancer |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202310223632.3A Division CN116270641A (en) | 2023-03-09 | 2023-03-09 | Application of camptothecine derivatives in preparation of medicines for treating bladder cancer |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN117982501A true CN117982501A (en) | 2024-05-07 |
Family
ID=86797283
Family Applications (7)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202311307363.5A Pending CN117462548A (en) | 2023-03-09 | 2023-03-09 | Application of camptothecine derivatives in preparation of medicines for treating bladder cancer |
| CN202311307313.7A Pending CN117281809A (en) | 2023-03-09 | 2023-03-09 | Application of camptothecine derivatives in preparation of medicines for treating bladder cancer |
| CN202311307372.4A Pending CN117982501A (en) | 2023-03-09 | 2023-03-09 | Application of camptothecine derivatives in preparation of medicines for treating bladder cancer |
| CN202310223632.3A Pending CN116270641A (en) | 2023-03-09 | 2023-03-09 | Application of camptothecine derivatives in preparation of medicines for treating bladder cancer |
| CN202311307377.7A Pending CN117599058A (en) | 2023-03-09 | 2023-03-09 | Application of camptothecine derivatives in preparation of medicines for treating bladder cancer |
| CN202311307355.0A Pending CN117045655A (en) | 2023-03-09 | 2023-03-09 | Application of camptothecine derivatives in preparation of medicines for treating bladder cancer |
| CN202311307296.7A Pending CN117224543A (en) | 2023-03-09 | 2023-03-09 | Application of camptothecine derivatives in preparation of medicines for treating bladder cancer |
Family Applications Before (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202311307363.5A Pending CN117462548A (en) | 2023-03-09 | 2023-03-09 | Application of camptothecine derivatives in preparation of medicines for treating bladder cancer |
| CN202311307313.7A Pending CN117281809A (en) | 2023-03-09 | 2023-03-09 | Application of camptothecine derivatives in preparation of medicines for treating bladder cancer |
Family Applications After (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202310223632.3A Pending CN116270641A (en) | 2023-03-09 | 2023-03-09 | Application of camptothecine derivatives in preparation of medicines for treating bladder cancer |
| CN202311307377.7A Pending CN117599058A (en) | 2023-03-09 | 2023-03-09 | Application of camptothecine derivatives in preparation of medicines for treating bladder cancer |
| CN202311307355.0A Pending CN117045655A (en) | 2023-03-09 | 2023-03-09 | Application of camptothecine derivatives in preparation of medicines for treating bladder cancer |
| CN202311307296.7A Pending CN117224543A (en) | 2023-03-09 | 2023-03-09 | Application of camptothecine derivatives in preparation of medicines for treating bladder cancer |
Country Status (1)
| Country | Link |
|---|---|
| CN (7) | CN117462548A (en) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20170181988A1 (en) * | 2015-12-23 | 2017-06-29 | Cipla Limited | Methods for the treatment of bladder cancer |
| CN111689977A (en) * | 2019-03-11 | 2020-09-22 | 兰州大学 | Camptothecin 20-position modified sulfonylurea compound and preparation method and application thereof |
| CN113880855A (en) * | 2021-09-02 | 2022-01-04 | 兰州大学 | Preparation of 9-fluoro camptothecin derivative and application of 9-fluoro camptothecin derivative in anti-tumor aspect |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5004758A (en) * | 1987-12-01 | 1991-04-02 | Smithkline Beecham Corporation | Water soluble camptothecin analogs useful for inhibiting the growth of animal tumor cells |
| JPH07501818A (en) * | 1991-12-10 | 1995-02-23 | スミスクライン・ビーチャム・コーポレイション | Colorectal cancer treatment |
| IL123201A (en) * | 1996-06-05 | 2007-07-24 | Reddys Lab Ltd Dr | Water soluble 5-substituted 20 (s)-camptothecin derivatives, their preparation and pharmaceutical compositions containing the same |
| FR2808197A1 (en) * | 2000-04-28 | 2001-11-02 | Centre Nat Rech Scient | USE OF RO5-4864 COMPOUND AND DERIVED COMPOUNDS FOR THE PREPARATION OF MEDICAMENTS FOR THE TREATMENT OF TUMOR DISEASES |
| WO2007095389A2 (en) * | 2006-02-17 | 2007-08-23 | Novacea, Inc. | Treatment of hyperproliferative diseases with camptothecine n-oxide and analogs |
| CN101407524B (en) * | 2007-10-09 | 2012-07-18 | 江苏先声药物研究有限公司 | Oxazino camptothecin derivative, preparation and use thereof |
| CN102659800B (en) * | 2012-05-11 | 2014-09-03 | 中国药科大学 | Hypoxia-activated antitumor compounds and application thereof |
| CN103113381B (en) * | 2013-02-26 | 2014-12-10 | 大连理工大学 | Serial water-soluble hydroxycamptothecine naphthenic amino alcohol derivative and preparation method and use thereof |
| CN105295016B (en) * | 2014-07-16 | 2017-12-12 | 兰州大学 | It is a kind of to be used to kill medicine of agricultural pests and its production and use |
| CN105601641B (en) * | 2015-12-22 | 2018-01-16 | 兰州大学 | 7 piperazine sulfonamide camptothecine compounds, Preparation method and uses |
| CN110835347B (en) * | 2018-08-15 | 2021-02-26 | 深圳瀜新生物科技有限公司 | 9, 10-oxazinone camptothecin derivative and application thereof |
| CN111689979A (en) * | 2019-03-12 | 2020-09-22 | 兰州大学 | 9-piperazine sulfonamide-10-hydroxycamptothecin compound, preparation method thereof and application thereof in anti-tumor |
| IL308734A (en) * | 2021-05-27 | 2024-01-01 | Zymeworks Bc Inc | Camptothecin analogues, conjugates and methods of use |
| CN113880872A (en) * | 2021-09-02 | 2022-01-04 | 兰州大学 | Preparation of camptothecin boric acid compound and application of camptothecin boric acid compound in anti-tumor aspect |
-
2023
- 2023-03-09 CN CN202311307363.5A patent/CN117462548A/en active Pending
- 2023-03-09 CN CN202311307313.7A patent/CN117281809A/en active Pending
- 2023-03-09 CN CN202311307372.4A patent/CN117982501A/en active Pending
- 2023-03-09 CN CN202310223632.3A patent/CN116270641A/en active Pending
- 2023-03-09 CN CN202311307377.7A patent/CN117599058A/en active Pending
- 2023-03-09 CN CN202311307355.0A patent/CN117045655A/en active Pending
- 2023-03-09 CN CN202311307296.7A patent/CN117224543A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20170181988A1 (en) * | 2015-12-23 | 2017-06-29 | Cipla Limited | Methods for the treatment of bladder cancer |
| CN111689977A (en) * | 2019-03-11 | 2020-09-22 | 兰州大学 | Camptothecin 20-position modified sulfonylurea compound and preparation method and application thereof |
| CN113880855A (en) * | 2021-09-02 | 2022-01-04 | 兰州大学 | Preparation of 9-fluoro camptothecin derivative and application of 9-fluoro camptothecin derivative in anti-tumor aspect |
Also Published As
| Publication number | Publication date |
|---|---|
| CN117224543A (en) | 2023-12-15 |
| CN117045655A (en) | 2023-11-14 |
| CN117599058A (en) | 2024-02-27 |
| CN117462548A (en) | 2024-01-30 |
| CN116270641A (en) | 2023-06-23 |
| CN117281809A (en) | 2023-12-26 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN107213466B (en) | A kind of column aromatic hydrocarbons compound, preparation method, pharmaceutical composition and purposes | |
| US20210085630A1 (en) | Pharmaceutical composition and use thereof in preparing drug for treating tumor multi-drug resistance | |
| CN113143913A (en) | Application of eudesmane type sesquiterpene compound in preparation of anti-pancreatic cancer drugs | |
| CN111714480A (en) | Use of anthranilic acid derivatives in the manufacture of a medicament for the treatment of cancer | |
| CN117982501A (en) | Application of camptothecine derivatives in preparation of medicines for treating bladder cancer | |
| CN108295085B (en) | Application of protodioscin in preparation of drug-resistant osteosarcoma drug | |
| CN113440519A (en) | Application of mycophenolic acid and derivatives thereof in preparation of drugs for targeted therapy of cancers | |
| CN113181167B (en) | Application of curatin in preparation of medicine for treating myocardial hypertrophy | |
| CN108586410B (en) | Biflavonoid compound and application thereof | |
| CN112603920A (en) | Application of traditional Chinese medicine toosendanin in preparation of products for preventing and treating glioma of nervous system | |
| CN112121059B (en) | Traditional Chinese medicine monomer composition and application thereof in treating esophageal cancer | |
| CN115105510B (en) | Antitumor application of dehydroevodiamine and preparation method of active components of antitumor application | |
| CN113116935A (en) | Toad skin sterene total lactone extract and its preparation method and use | |
| CN115721660B (en) | Pharmaceutical composition for treating lung tumor | |
| CN115505022B (en) | Alkaloid glycoside and application thereof | |
| CN113582863B (en) | Aminoethyl biphenyl compound and preparation method and application thereof | |
| CN111991380B (en) | Application of derivative of natural product of traditional Chinese medicine in inhibiting growth and metastasis of esophageal cancer | |
| CN104940177B (en) | Medical application of vine flavone F | |
| CN113398114B (en) | Application of 3,7,8,4' -tetrahydroxyflavone in preparing anti-cardiovascular disease medicine | |
| CN109575089B (en) | Acylated glucose compounds, pharmaceutical composition, preparation method and application thereof | |
| CN115364076B (en) | Application of diterpenoid compound DB-022133 in preparation of medicines for treating gastric cancer | |
| CN116211870A (en) | New application of androstane-4, 6,8 (9), 13 (14) -tetraene-3, 11, 16-trione | |
| CN108992672B (en) | Wogonin pharmaceutical composition for treating tumor | |
| CN107684563B (en) | Medicine containing periplaneta americana and imatinib and application thereof | |
| CN115444848A (en) | Medicine and medicine composition for treating pancreatic cancer |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination |