CN103463027A - Application of Lycojaponicumin A in medicine for treating laryngocarcinoma - Google Patents
Application of Lycojaponicumin A in medicine for treating laryngocarcinoma Download PDFInfo
- Publication number
- CN103463027A CN103463027A CN2013104357155A CN201310435715A CN103463027A CN 103463027 A CN103463027 A CN 103463027A CN 2013104357155 A CN2013104357155 A CN 2013104357155A CN 201310435715 A CN201310435715 A CN 201310435715A CN 103463027 A CN103463027 A CN 103463027A
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- China
- Prior art keywords
- lycojaponicumin
- laryngocarcinoma
- application
- medicine
- preparation
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- 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 17
- WGVQKABRYXBLGW-WUZBVLBZSA-N (1R,2S,5S,7S,10S,13S)-7-hydroxy-7-methyl-17-oxa-14-azapentacyclo[12.2.1.02,10.02,13.05,10]heptadecane-3,9-dione Chemical compound O=C([C@@]12CC3)C[C@@](C)(O)C[C@H]1CC(=O)[C@@]12[C@H]3N2CC[C@H]1O2 WGVQKABRYXBLGW-WUZBVLBZSA-N 0.000 title abstract description 21
- 150000001875 compounds Chemical class 0.000 claims description 16
- 201000005264 laryngeal carcinoma Diseases 0.000 claims description 9
- 229930185194 lycojaponicumin Natural products 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 abstract description 11
- 230000012010 growth Effects 0.000 abstract description 7
- 229940079593 drug Drugs 0.000 abstract description 5
- 230000002401 inhibitory effect Effects 0.000 abstract description 5
- 238000011161 development Methods 0.000 abstract description 2
- 238000011156 evaluation Methods 0.000 abstract description 2
- OAVCWZUKQIEFGG-UHFFFAOYSA-O 2-(5-methyl-2H-tetrazol-1-ium-1-yl)-1,3-thiazole Chemical compound CC1=NN=N[NH+]1C1=NC=CS1 OAVCWZUKQIEFGG-UHFFFAOYSA-O 0.000 abstract 1
- 230000000118 anti-neoplastic effect Effects 0.000 abstract 1
- 238000000338 in vitro Methods 0.000 abstract 1
- 206010023825 Laryngeal cancer Diseases 0.000 description 6
- 206010023841 laryngeal neoplasm Diseases 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
- 206010043966 Tongue neoplasm malignant stage unspecified 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
- 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
- 230000000259 anti-tumor 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
- 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
- 208000025358 tongue carcinoma Diseases 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention discloses an application of Lycojaponicumin A in preparation of a medicine for treating laryngocarcinoma, belonging to the technical field of new applications of medicines. According to the application disclosed by the invention, the Lycojaponicumin A is discovered to have the remarkable inhibitory effects on the growth of human laryngocarcinoma cell strains including HEP-2, TU686, M2e and M4e through the evaluation of in vitro MTT (methyl thiazolyl tetrazolium) antineoplastic activity. Therefore, the Lycojaponicumin A can be used for preparing the anti-laryngocarcinoma medicine and has good development and application prospects. The application of the Lycojaponicumin A in preparation of the medicine for treating laryngocarcinoma, disclosed by the invention, is disclosed for the first time. The skeleton type of the Lycojaponicumin A belongs to a brand new skeleton type, and the inhibitory activity of the Lycojaponicumin A on laryngocarcinoma cells is unexpectedly strong.
Description
Technical field
The present invention relates to the new purposes of compound L ycojaponicumin A, relate in particular to the application of Lycojaponicumin A in the anti-laryngeal carcinoma 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 A 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 Letters 14 (10), 2614-2617.) New skeleton compound, this compound has brand-new framework types, belong to open first for the purposes in preparation treatment laryngeal carcinoma 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 laryngeal carcinoma simultaneously obviously has significant progress.
Summary of the invention
The invention provides the application of compound L ycojaponicumin A in preparing antitumor drug.
The present invention adopts following technical scheme: the application of Lycojaponicumin A in the anti-laryngeal carcinoma medicine of preparation, and the structural formula of Lycojaponicumin A is as shown in formula I:
The present invention finds by external MTT anti-tumor activity evaluation, and Lycojaponicumin A also has significant inhibitory action to the growth of people's laryngeal cancer cell strain HEP-2, TU 686, M2e and M4e, suppresses the IC of this 4 strain Growth of Cells
50value is respectively 2.51 ± 0.07 μ M, 4.23 ± 0.39 μ M, 1.34 ± 0.12 μ M and 2.17 ± 0.16 μ M.Therefore, Lycojaponicumin A can, for the preparation of anti-laryngeal carcinoma medicine, have good development prospect.
The purposes of the Lycojaponicumin A 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 A 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 Letters 14 (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 A tablet involved in the present invention:
Get 20 and digest compound Lycojaponicumin A, add conventional adjuvant 180 grams that prepare tablet, mix, conventional tablet machine is made 1000.
Embodiment 2: the preparation of compound L ycojaponicumin A capsule involved in the present invention:
Get 20 and digest compound Lycojaponicumin A, 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 A to the strain of people's laryngeal cancer cell
1. method: in the cell of growth logarithmic (log) phase: people's laryngeal cancer cell strain HEP-2, TU 686, M2e and M4e(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 24 h are 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 A 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 4 h, 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 A has significant inhibitory action to the growth of people's laryngeal cancer cell strain HEP-2, TU 686, M2e and M4e.This compound suppresses the IC of people's laryngeal cancer cell strain HEP-2, TU 686, M2e and M4e growth
50value is respectively: 2.51 ± 0.07 μ M, 4.23 ± 0.39 μ M, 1.34 ± 0.12 μ M and 2.17 ± 0.16 μ M.
By above-described embodiment, shown, Lycojaponicumin A of the present invention has good inhibitory action to the growth of people's laryngeal cancer cell strain HEP-2, TU 686, M2e and M4e.Prove thus, Lycojaponicumin A of the present invention has anti-laryngeal carcinoma activity, can be for the preparation of anti-laryngeal carcinoma medicine.
Claims (1)
1.Lycojaponicumin the application of A in treatment laryngeal carcinoma medicine, described compound L ycojaponicumin A structure as
formula Ishown in:
formula I.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310435715.5A CN103463027B (en) | 2013-09-23 | 2013-09-23 | The application of Lycojaponicumin A in treatment laryngeal carcinoma medicine |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310435715.5A CN103463027B (en) | 2013-09-23 | 2013-09-23 | The application of Lycojaponicumin A in treatment laryngeal carcinoma medicine |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN103463027A true CN103463027A (en) | 2013-12-25 |
| CN103463027B CN103463027B (en) | 2015-08-19 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201310435715.5A Active CN103463027B (en) | 2013-09-23 | 2013-09-23 | The application of Lycojaponicumin A in treatment laryngeal carcinoma medicine |
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Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103059043A (en) * | 2011-10-24 | 2013-04-24 | 中国医学科学院药物研究所 | Clavatine A-C and preparation method as well as pharmaceutical composition and application thereof |
-
2013
- 2013-09-23 CN CN201310435715.5A patent/CN103463027B/en active Active
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103059043A (en) * | 2011-10-24 | 2013-04-24 | 中国医学科学院药物研究所 | Clavatine A-C and preparation method as well as pharmaceutical composition and application thereof |
Non-Patent Citations (1)
| Title |
|---|
| WANG XIAOJING等: "Nine new lycopodine-type alkaloids from Lycopodium japonicum", 《TETRAHEDRON》, vol. 69, 13 May 2013 (2013-05-13), pages 6234 - 6240 * |
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| Publication number | Publication date |
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| CN103463027B (en) | 2015-08-19 |
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Address after: 546200 building 3, Chengnan Industrial Park, Chengguan Town, Xincheng County, Laibin City, Guangxi Zhuang Autonomous Region Patentee after: Wang Xiaoyan Address before: No. 45 Beihai 536000 the Guangxi Zhuang Autonomous Region jinhaian Road (Beihai high tech Zone) Patentee before: Wang Xiaoyan |
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