CN103446141A - Application of Lycojaponicumin C in tongue cancer treatment drug - Google Patents
Application of Lycojaponicumin C in tongue cancer treatment drug Download PDFInfo
- Publication number
- CN103446141A CN103446141A CN2013104350993A CN201310435099A CN103446141A CN 103446141 A CN103446141 A CN 103446141A CN 2013104350993 A CN2013104350993 A CN 2013104350993A CN 201310435099 A CN201310435099 A CN 201310435099A CN 103446141 A CN103446141 A CN 103446141A
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- Prior art keywords
- lycojaponicumin
- tongue cancer
- application
- preparation
- tongue
- 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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- 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 21
- 229940079593 drug Drugs 0.000 title abstract description 7
- 206010062129 Tongue neoplasm Diseases 0.000 title abstract 6
- 201000006134 tongue cancer Diseases 0.000 title abstract 6
- 150000001875 compounds Chemical class 0.000 claims description 16
- 206010043966 Tongue neoplasm malignant stage unspecified Diseases 0.000 claims description 11
- 229930185194 lycojaponicumin Natural products 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 abstract description 12
- 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
- 208000025358 tongue carcinoma Diseases 0.000 description 8
- 230000001093 anti-cancer Effects 0.000 description 6
- 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
- 230000005764 inhibitory process Effects 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
- 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
- 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
- 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)
- Medicines Containing Plant Substances (AREA)
Abstract
The invention discloses application of Lycojaponicumin C in preparation of a tongue 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 tongue cancer cell strains Tca8113and T6. Therefore, the Lycojaponicumin C can be used for preparation of an anti-tongue cancer drug and has good development and application prospect. The application of the Lycojaponicumin C in the preparation of the tongue 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 tongue 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 the anti-carcinoma of tongue medicine of preparation.
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, purposes for the Lycojaponicumin C the present invention relates in preparation treatment carcinoma of tongue medicine belongs to open first, because framework types belongs to brand-new framework types, and its inhibition for Human Tongue Carcinoma Lines is active unexpectedly strong, there do not is the possibility that is provided any enlightenment by other compounds, possesses outstanding substantive distinguishing features, control for carcinoma of tongue 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 the anti-carcinoma of tongue medicine of preparation, 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 people's Human Tongue Carcinoma Lines strain Tca8113 and T6, suppresses the IC of this 2 strain Growth of Cells
50value is respectively 1.35 ± 0.31 μ M and 1.69 ± 0.18 μ M.Therefore, Lycojaponicumin C can, for the preparation of anti-carcinoma of tongue medicine, have good development prospect.
The purposes of the Lycojaponicumin C the present invention relates in preparation treatment carcinoma of tongue medicine belongs to open first, because framework types belongs to brand-new framework types, and its inhibition for Human Tongue Carcinoma Lines 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 carcinoma of tongue 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 the strain of people's Human Tongue Carcinoma Lines
1. method: in the cell of growth logarithmic (log) phase: people's Human Tongue Carcinoma Lines strain Tca8113 and T6(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 48h, 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, 10min is 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 people's Human Tongue Carcinoma Lines strain Tca8113 and T6.This compound suppresses the IC of people Human Tongue Carcinoma Lines strain Tca8113 and T6 growth
50value is respectively: 1.35 ± 0.31 μ M and 1.69 ± 0.18 μ M.
By above-described embodiment, shown, Lycojaponicumin C of the present invention has good inhibitory action to the growth of people's Human Tongue Carcinoma Lines strain Tca8113 and T6.Prove thus, Lycojaponicumin C of the present invention has anti-carcinoma of tongue activity, can be for the preparation of anti-carcinoma of tongue medicine.
Claims (1)
1.Lycojaponicumin the application of C in treatment carcinoma of tongue medicine, described compound L ycojaponicumin C-structure as
formula Ishown in:
formula I.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310435099.3A CN103446141B (en) | 2013-09-23 | 2013-09-23 | The application of Lycojaponicumin C in preparation treatment tongue cancer drug |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310435099.3A CN103446141B (en) | 2013-09-23 | 2013-09-23 | The application of Lycojaponicumin C in preparation treatment tongue cancer drug |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN103446141A true CN103446141A (en) | 2013-12-18 |
| CN103446141B CN103446141B (en) | 2015-08-19 |
Family
ID=49729262
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201310435099.3A Expired - Fee Related CN103446141B (en) | 2013-09-23 | 2013-09-23 | The application of Lycojaponicumin C in preparation treatment tongue cancer drug |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN103446141B (en) |
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2013
- 2013-09-23 CN CN201310435099.3A patent/CN103446141B/en not_active Expired - Fee Related
Non-Patent Citations (1)
| Title |
|---|
| XIAO-JING WANG, ET AL: "Lycojaponicumins A-c,Three Alkaloids with an Unprecedented Skeleton from Lycopodium japonicum", 《ORGANIC LETTERS》, vol. 14, no. 10, 8 May 2012 (2012-05-08), pages 2614 - 2617, XP055066237, DOI: 10.1021/ol3009478 * |
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| Publication number | Publication date |
|---|---|
| CN103446141B (en) | 2015-08-19 |
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| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| CB03 | Change of inventor or designer information | ||
| CB03 | Change of inventor or designer information |
Inventor after: Zhao Xiaoyin Inventor before: Wu Junhua Inventor before: Liu Yang |
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| TR01 | Transfer of patent right | ||
| TR01 | Transfer of patent right |
Effective date of registration: 20171129 Address after: Jingxian County 053000 Hebei city of Hengshui Province Liu Han Huang Gu Zhuang Cun Fu Xiang No. 314 Patentee after: Zhao Xiaoyin Address before: Metro Technology Building No. 69 Olympic Avenue in Jianye District of Nanjing city in Jiangsu province 210019 01 5 storey buildings Patentee before: Nanjing Guangkangxie Biomedical Technology Co., Ltd. |
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| CF01 | Termination of patent right due to non-payment of annual fee | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20150819 Termination date: 20180923 |