CN103446150A - Application of Lycojaponicumin C in liver cancer treatment drug - Google Patents
Application of Lycojaponicumin C in liver cancer treatment drug Download PDFInfo
- Publication number
- CN103446150A CN103446150A CN2013104381597A CN201310438159A CN103446150A CN 103446150 A CN103446150 A CN 103446150A CN 2013104381597 A CN2013104381597 A CN 2013104381597A CN 201310438159 A CN201310438159 A CN 201310438159A CN 103446150 A CN103446150 A CN 103446150A
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- Prior art keywords
- lycojaponicumin
- liver cancer
- application
- preparation
- cancer treatment
- 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.)
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Links
- 239000003814 drug Substances 0.000 title claims abstract description 16
- UULHZQYEEKIMDO-CLROSIBMSA-N lycojaponicumin C Natural products CN1CCC[C@@]23[C@@H]1CC[C@]24[C@@H](CC3=O)C(=CCC4=O)C UULHZQYEEKIMDO-CLROSIBMSA-N 0.000 title abstract description 20
- 229940079593 drug Drugs 0.000 title abstract description 11
- 201000007270 liver cancer Diseases 0.000 title abstract description 11
- 208000014018 liver neoplasm Diseases 0.000 title abstract description 11
- 150000001875 compounds Chemical class 0.000 claims description 16
- 206010073071 hepatocellular carcinoma Diseases 0.000 claims description 6
- 238000002560 therapeutic procedure Methods 0.000 claims description 4
- 229930185194 lycojaponicumin Natural products 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 abstract description 8
- 230000002401 inhibitory effect Effects 0.000 abstract description 4
- 230000000259 anti-tumor effect Effects 0.000 abstract description 2
- 238000011161 development Methods 0.000 abstract description 2
- 238000011156 evaluation Methods 0.000 abstract description 2
- AZKSAVLVSZKNRD-UHFFFAOYSA-M 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide Chemical compound [Br-].S1C(C)=C(C)N=C1[N+]1=NC(C=2C=CC=CC=2)=NN1C1=CC=CC=C1 AZKSAVLVSZKNRD-UHFFFAOYSA-M 0.000 abstract 2
- 239000003560 cancer drug Substances 0.000 abstract 1
- 230000000459 effect on growth Effects 0.000 abstract 1
- 238000000338 in vitro Methods 0.000 abstract 1
- 230000012010 growth Effects 0.000 description 6
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 3
- 239000002246 antineoplastic agent Substances 0.000 description 3
- 229940041181 antineoplastic drug Drugs 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000001963 growth medium Substances 0.000 description 3
- 241000927897 Lycopodium japonicum Species 0.000 description 2
- 206010028980 Neoplasm Diseases 0.000 description 2
- 239000002671 adjuvant Substances 0.000 description 2
- 229930013930 alkaloid Natural products 0.000 description 2
- 201000011510 cancer Diseases 0.000 description 2
- 239000002775 capsule Substances 0.000 description 2
- 230000031700 light absorption Effects 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229930014626 natural product Natural products 0.000 description 2
- 230000004083 survival effect Effects 0.000 description 2
- 201000009030 Carcinoma Diseases 0.000 description 1
- 241001597008 Nomeidae Species 0.000 description 1
- 229930012538 Paclitaxel Natural products 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 230000001464 adherent effect Effects 0.000 description 1
- 230000001093 anti-cancer Effects 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- 238000004113 cell culture Methods 0.000 description 1
- 230000010261 cell growth Effects 0.000 description 1
- 239000012531 culture fluid Substances 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 231100000206 health hazard Toxicity 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 150000002611 lead compounds Chemical class 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 238000011275 oncology therapy Methods 0.000 description 1
- 229960001592 paclitaxel Drugs 0.000 description 1
- 230000003285 pharmacodynamic effect Effects 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- RCINICONZNJXQF-MZXODVADSA-N taxol Chemical compound O([C@@H]1[C@@]2(C[C@@H](C(C)=C(C2(C)C)[C@H](C([C@]2(C)[C@@H](O)C[C@H]3OC[C@]3([C@H]21)OC(C)=O)=O)OC(=O)C)OC(=O)[C@H](O)[C@@H](NC(=O)C=1C=CC=CC=1)C=1C=CC=CC=1)O)C(=O)C1=CC=CC=C1 RCINICONZNJXQF-MZXODVADSA-N 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
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- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention discloses application of Lycojaponicumin C in preparation of a liver cancer treatment drug and belongs to the technical field of novel medicine application. Evaluation of in-vitro thiazolyl blue (MTT) anti-tumor activity shows that the Lycojaponicumin C also has remarkable inhabiting effect on growth of human liver cancer cell strains HepG2, MHCC-LM3, Be1-7402 and HuH-7. Therefore, the Lycojaponicumin C can be used for preparation of an anti-liver cancer drug and has good development and application prospect. The application of the Lycojaponicumin C in the preparation of the liver cancer treatment drug is disclosed for the first time. Due to the fact that the fact that the skeleton type is a novel skeleton type, and the high liver cancer cell inhibiting activity of the Lycojaponicumin C is previously unimagined.
Description
Technical field
The present invention relates to the new purposes of compound L ycojaponicumin C, relate in particular to the application of Lycojaponicumin C in preparing medicines resistant to liver cancer.
Technical background
Cancer is to one of disease of human life's health hazard maximum, and annual have a large amount of people to die from cancer.The research and development of cancer therapy drug are the focuses of study of pharmacy always.In antitumor drug, have 74% to be the natural product or derivatives thereof, as paclitaxel and derivant thereof are exactly the reasonable antitumor drug of effect clinically at present.Therefore, from natural product, searching anticancer compound or lead compound have great importance.
The compound L ycojaponicumin C the present invention relates to is one and within 2012, delivers (Wang, X.J.et al., 2012.Lycojaponicumins A-C, Three Alkaloids with an Unprecedented Skeleton from Lycopodium japonicum.Organic Letters14 (10), 2614-2617.) New skeleton compound, this compound has brand-new framework types, belong to open first for the purposes in preparing the Hepatoma therapy medicine the present invention relates to, and because framework types belongs to brand-new framework types, there do not is the possibility that is provided any enlightenment by other compounds, possesses outstanding substantive distinguishing features, control for hepatocarcinoma simultaneously obviously has significant progress.
Summary of the invention
The invention provides the application of compound L ycojaponicumin C in preparing antitumor drug.
The present invention adopts following technical scheme: the application of Lycojaponicumin C in preparing medicines resistant to liver cancer, and the structural formula of Lycojaponicumin C is as shown in formula I:
The present invention finds by external MTT anti-tumor activity evaluation, and Lycojaponicumin C also has significant inhibitory action to the growth of HepG2 cell lines, MHCC-LM3, Bel-7402 and HuH-7, suppresses the IC of this 4 strain Growth of Cells
50value is respectively 2.26 ± 0.32 μ M, 1.46 ± 0.21 μ M, 2.41 ± 0.11 μ M and 3.21 ± 0.37 μ M.Therefore, Lycojaponicumin C can, for the preparation of medicines resistant to liver cancer, have good development prospect.
The present invention relates to the purposes of Lycojaponicumin C in preparing the Hepatoma therapy medicine and belong to open first, because framework types belongs to brand-new framework types, and its inhibition for hepatoma carcinoma cell is active unexpectedly strong, there do not is the possibility that is provided any enlightenment by other compounds, possess outstanding substantive distinguishing features, the control for hepatocarcinoma simultaneously obviously has significant progress.
The present invention is further detailed explanation by the following examples, but protection scope of the present invention is not subject to any restriction of specific embodiment, but be limited by claim.
The specific embodiment
The preparation method of compound L ycojaponicumin C involved in the present invention is referring to document (Wang, X.J.et al., 2012.Lycojaponicumins A-C, Three Alkaloids with an Unprecedented Skeleton from Lycopodium japonicum.Organic Letters14 (10), 2614-2617.).
The present invention is further detailed explanation by the following examples, but protection scope of the present invention is not subject to any restriction of specific embodiment, but be limited by claim.
Embodiment 1: the preparation of compound L ycojaponicumin C tablet involved in the present invention:
Get 20 and digest compound Lycojaponicumin C, add conventional adjuvant 180 grams that prepare tablet, mix, conventional tablet machine is made 1000.
Embodiment 2: the preparation of compound L ycojaponicumin C capsule involved in the present invention:
Get 20 and digest compound Lycojaponicumin C, add the conventional adjuvant for preparing capsule as starch 180 grams, mix, encapsulatedly make 1000.
Further illustrate its pharmaceutically active below by pharmacodynamic experiment.
Experimental example: adopt the growth inhibited effect of mtt assay assessing compound Lycojaponicumin C to human hepatoma cell strain
1. method: in the cell of growth logarithmic (log) phase: HepG2 cell lines, MHCC-LM3, Bel-7402 and HuH-7(buy from Chinese Academy of Sciences's cell bank) with 1.5 * 10
4the concentration kind is in 96 orifice plates.Suck original culture medium after cell culture 24h is adherent.Test is divided into blank group, drug treating group.Blank group is changed 1640 culture medium containing 10% hyclone; It is 100 μ M that the drug treating group is changed containing concentration, 50 μ M, 10 μ M, 1 μ M, 0.1 μ M, the culture medium of the Lycojaponicumin C of 0.01 μ M and 0.001 μ M.After cultivating 48 h, add the MTT of concentration 5mg/mL, continue to be put in CO
2incubator is cultivated 4h, then suck 100 μ L supernatants along culture fluid top, add 100 μ L DMSO, 10 min are placed in dark place, utilize microplate reader (Sunrise company product) to measure light absorption value (wavelength 570nm), and calculating the cell survival situation according to light absorption value, 6 repeating holes are established in each processing.Cell survival rate (%)=Δ OD
drug treating/ Δ OD
blank* 100.
2. result: Lycojaponicumin C has significant inhibitory action to the growth of HepG2 cell lines, MHCC-LM3, Bel-7402 and HuH-7.This compound suppresses the IC of HepG2 cell lines, MHCC-LM3, Bel-7402 and HuH-7 growth
50value is respectively: 2.26 ± 0.32 μ M, 1.46 ± 0.21 μ M, 2.41 ± 0.11 μ M and 3.21 ± 0.37 μ M.
By above-described embodiment, shown, Lycojaponicumin C of the present invention has good inhibitory action to the growth of HepG2 cell lines, MHCC-LM3, Bel-7402 and HuH-7.Prove thus, Lycojaponicumin C of the present invention has resisting liver cancer activity, can be for the preparation of medicines resistant to liver cancer.
Claims (1)
1.Lycojaponicumin the application of C in the Hepatoma therapy medicine, described compound L ycojaponicumin C-structure as
formula Ishown in:
formula I.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310438159.7A CN103446150B (en) | 2013-09-23 | 2013-09-23 | Lycojaponicumin C is preparing the application in Hepatoma therapy medicine |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310438159.7A CN103446150B (en) | 2013-09-23 | 2013-09-23 | Lycojaponicumin C is preparing the application in Hepatoma therapy medicine |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN103446150A true CN103446150A (en) | 2013-12-18 |
| CN103446150B CN103446150B (en) | 2015-12-23 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201310438159.7A Active CN103446150B (en) | 2013-09-23 | 2013-09-23 | Lycojaponicumin C is preparing the application in Hepatoma therapy medicine |
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| Country | Link |
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| CN (1) | CN103446150B (en) |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1052049A (en) * | 1989-11-24 | 1991-06-12 | 张炳团 | The manufacture method of antineoplastic biologic preparation |
-
2013
- 2013-09-23 CN CN201310438159.7A patent/CN103446150B/en active Active
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1052049A (en) * | 1989-11-24 | 1991-06-12 | 张炳团 | The manufacture method of antineoplastic biologic preparation |
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| CN103446150B (en) | 2015-12-23 |
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| C41 | Transfer of patent application or patent right or utility model | ||
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Inventor after: Zhang Hongli Inventor before: Wu Junhua Inventor before: Huang Rong |
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Effective date of registration: 20151104 Address after: 325011, building 1112, building A, 209 Wenchang Road, hi tech Zone, Longwan District, Zhejiang, Wenzhou Applicant after: Wenzhou Chengqiao Technology Co.,Ltd. Address before: Metro Technology Building No. 69 Olympic Avenue in Jianye District of Nanjing city in Jiangsu province 210019 01 5 storey buildings Applicant before: Nanjing Guangkangxie Biomedical Technology Co., Ltd. |
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Effective date of registration: 20181219 Address after: 210000 No. 389 Central Road, Gulou District, Nanjing City, Jiangsu Province Patentee after: Li Chuanguang Address before: 325011 room 1112, building A, 209 Wenchang Road, hi tech Zone, Longwan District, Wenzhou, Zhejiang. Patentee before: Wenzhou Chengqiao Technology Co.,Ltd. |
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Effective date of registration: 20190401 Address after: 233090 Zhongchuang Space A-43, 1st Floor, Chuangchuang Space, No. 8 Roadway 2595, Donghai Avenue, Bengbu City, Anhui Province Patentee after: Bengbu Yongyuan Electronic Technology Co., Ltd. Address before: 210000 No. 389 Central Road, Gulou District, Nanjing City, Jiangsu Province Patentee before: Li Chuanguang |
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Effective date of registration: 20191211 Address after: 233200 Jinshan Road Electronic Commerce Industrial Park, Jingkai District, Dingyuan County, Chuzhou City, Anhui Province Patentee after: Anhui Creative Technology Transfer Service Co.,Ltd. Address before: 233090 Zhongchuang Space A-43, 1st Floor, Chuangchuang Space, No. 8 Roadway 2595, Donghai Avenue, Bengbu City, Anhui Province Patentee before: Bengbu Yongyuan Electronic Technology Co., Ltd. |