CN102861079B - Application of Houttuynoid B in medicine for treating skin cancer - Google Patents
Application of Houttuynoid B in medicine for treating skin cancer Download PDFInfo
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- CN102861079B CN102861079B CN201210418672.5A CN201210418672A CN102861079B CN 102861079 B CN102861079 B CN 102861079B CN 201210418672 A CN201210418672 A CN 201210418672A CN 102861079 B CN102861079 B CN 102861079B
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- houttuynoid
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- skin cancer
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- OXBQNNYXKZSXES-RDHYKQKTSA-N 5,7-dihydroxy-2-(7-hydroxy-2-nonyl-1-benzofuran-4-yl)-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one Chemical compound C1=CC(O)=C2OC(CCCCCCCCC)=CC2=C1C=1OC2=CC(O)=CC(O)=C2C(=O)C=1O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O OXBQNNYXKZSXES-RDHYKQKTSA-N 0.000 title claims abstract description 44
- 201000000849 skin cancer Diseases 0.000 title claims abstract description 19
- 239000003814 drug Substances 0.000 title claims abstract description 17
- 208000000453 Skin Neoplasms Diseases 0.000 title abstract description 8
- 238000002360 preparation method Methods 0.000 claims abstract description 13
- 150000001875 compounds Chemical class 0.000 claims description 16
- 201000008261 skin carcinoma Diseases 0.000 claims description 11
- 230000012010 growth Effects 0.000 abstract description 7
- 102100027833 14-3-3 protein sigma Human genes 0.000 abstract description 6
- 101100107350 Homo sapiens SFN gene Proteins 0.000 abstract description 6
- 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
- 230000000118 anti-neoplastic effect Effects 0.000 abstract 1
- 238000000338 in vitro Methods 0.000 abstract 1
- 208000009889 Herpes Simplex Diseases 0.000 description 4
- 241000700584 Simplexvirus Species 0.000 description 4
- 230000003602 anti-herpes Effects 0.000 description 4
- 229940079593 drug Drugs 0.000 description 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 3
- 240000000691 Houttuynia cordata Species 0.000 description 3
- 235000013719 Houttuynia cordata Nutrition 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
- 229930003935 flavonoid Natural products 0.000 description 3
- 150000002215 flavonoids Chemical class 0.000 description 3
- 235000017173 flavonoids Nutrition 0.000 description 3
- 239000001963 growth medium Substances 0.000 description 3
- 229930190556 houttuynoid Natural products 0.000 description 3
- 206010028980 Neoplasm Diseases 0.000 description 2
- 239000002671 adjuvant Substances 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
- 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
- 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
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 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 Material From Animals Or Micro-Organisms (AREA)
Abstract
The invention discloses application of Houttuynoid B in preparation of a medicine for treating skin cancer, belonging to the technical field of new application of medicine. The invention discovers that Houttuynoid B has the remarkable inhibitory effects on the growth of human skin cancer cell strains, including A431, HME1, A375 and SK23 through the evaluation of in vitro MTT antineoplastic activity. Therefore, Houttuynoid B can be used for preparing the anti-skin cancer medicine and has good development and application prospects. The application of Houttuynoid B in preparation of the medicine for treating skin cancer provided by the invention is disclosed firstly. The skeleton type belongs to new skeleton type, and the inhibitory activity of Houttuynoid B on skin cancer cells is unexpectedly strong.
Description
Technical field
The present invention relates to the new purposes of compound H outtuynoid B, relate in particular to the application of Houttuynoid B in the anti-skin carcinoma medicine of preparation.
Technical background
Cancer is to one of disease of human life's health hazard maximum, has a large amount of people to die from cancer every year.The research and development of cancer therapy drug are the focuses of study of pharmacy always.In antitumor drug, have 74% to be natural product or derivatives thereof, if paclitaxel and derivant thereof are exactly the reasonable antitumor drug of effect clinically at present.Therefore, from natural product, find anticancer compound or lead compound has great importance.
The compound H outtuynoid B the present invention relates to is one and within 2012, delivers (Chen, S. D. et al., 2012. Houttuynoid B_E, Anti-Herpes Simplex Virus Active Flavonoids with Novel Skeletons from Houttuynia cordata. Organic Letters 14 (7), 1772 – 1775.) New skeleton compound, this compound has brand-new framework types, current purposes only relates to anti-herpes simplex virus activity (Chen, S. D. et al., 2012. Houttuynoid B_E, Anti-Herpes Simplex Virus Active Flavonoids with Novel Skeletons from Houttuynia cordata. Organic Letters 14 (7), 1772 – 1775.), purposes for the Houttuynoid B the present invention relates in preparation treatment skin carcinoma medicine belongs to open first, because framework types belongs to brand-new framework types, and its inhibition for skin cancer cell is active unexpectedly strong, there is not the possibility that is provided any enlightenment by other compounds, possesses outstanding substantive distinguishing features, control for skin carcinoma simultaneously obviously has significant progress.
Summary of the invention
The invention provides the application of compound H outtuynoid B in preparing antitumor drug.
The present invention adopts following technical scheme: the application of Houttuynoid B in the anti-skin carcinoma medicine of preparation, and the structural formula of Houttuynoid B is as shown in formula I:
Formula I
The present invention finds by the evaluation of external MTT anti-tumor activity, and Houttuynoid B also has significant inhibitory action to the growth of application on human skin JEG-3 A431, HME1, A375 and SK23, suppresses the IC of this 4 strain Growth of Cells
50value is respectively 0.23 ± 0.02 μ M, 0.17 ± 0.03 μ M, 0.21 ± 0.07 μ M and 0.19 ± 0.06 μ M.Therefore, Houttuynoid B can, for the preparation of anti-skin carcinoma medicine, have good development prospect.
The purposes of the Houttuynoid B the present invention relates in preparation treatment skin carcinoma medicine belongs to open first, because framework types belongs to brand-new framework types, and its inhibition for skin cancer cell is active unexpectedly strong, there is not the possibility that is provided any enlightenment by other compounds, possess outstanding substantive distinguishing features, the control for skin carcinoma 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 H outtuynoid B involved in the present invention is referring to document (Chen, S. D. et al., 2012. Houttuynoid B_E, Anti-Herpes Simplex Virus Active Flavonoids with Novel Skeletons from Houttuynia cordata. Organic Letters 14 (7), 1772 – 1775.).
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 H outtuynoid B tablet involved in the present invention:
Get 20 and digest compound Houttuynoid B, add 180 grams of conventional adjuvants preparing tablet, mix, conventional tablet machine is made 1000.
Embodiment 2: the preparation of compound H outtuynoid B capsule involved in the present invention:
Get 20 and digest compound Houttuynoid B, add the conventional adjuvant of preparing capsule as 180 grams of starch, mix, encapsulatedly make 1000.
Below by pharmacodynamic experiment, further illustrate its pharmaceutically active.
Experimental example: adopt the growth inhibited effect of mtt assay assessing compound Houttuynoid B to application on human skin JEG-3
1. method: the cell in growth logarithmic (log) phase: application on human skin JEG-3 A431, HME1, A375 and SK23(buy from Chinese Academy of Sciences's cell bank) with 1.5 * 10
4concentration kind is in 96 orifice plates.After cell culture 24 h are adherent, suck original culture medium.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 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 Houttuynoid B of 0.01 μ M and 0.001 μ M.Cultivate after 48 h, add the MTT of concentration 5 mg/mL, continue to be put in CO
2incubator is cultivated 4 h, then along culture fluid top, suck 100 μ L supernatants, add 100 μ L DMSO, 10 min are placed in dark place, utilize microplate reader (Sunrise company product) to measure light absorption value (wavelength 570 nm), and calculating 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: Houttuynoid B has significant inhibitory action to the growth of application on human skin JEG-3 A431, HME1, A375 and SK23.This compound suppresses the IC of application on human skin JEG-3 A431, HME1, A375 and SK23 growth
50value is respectively: 0.23 ± 0.02 μ M, 0.17 ± 0.03 μ M, 0.21 ± 0.07 μ M and 0.19 ± 0.06 μ M.
By above-described embodiment, shown, Houttuynoid B of the present invention has good inhibitory action to the growth of application on human skin JEG-3 A431, HME1, A375 and SK23.Prove thus, it is active that Houttuynoid B of the present invention has anti-skin carcinoma, can be for the preparation of anti-skin carcinoma medicine.
Claims (1)
- The application of 1.Houttuynoid B in preparation treatment skin carcinoma medicine, described compound H outtuynoid B structure as formula Ishown in:
formula I.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201210418672.5A CN102861079B (en) | 2012-10-27 | 2012-10-27 | Application of Houttuynoid B in medicine for treating skin cancer |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201210418672.5A CN102861079B (en) | 2012-10-27 | 2012-10-27 | Application of Houttuynoid B in medicine for treating skin cancer |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN102861079A CN102861079A (en) | 2013-01-09 |
| CN102861079B true CN102861079B (en) | 2014-04-16 |
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| CN201210418672.5A Active CN102861079B (en) | 2012-10-27 | 2012-10-27 | Application of Houttuynoid B in medicine for treating skin cancer |
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Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1485087A (en) * | 2003-09-02 | 2004-03-31 | 翁敬周 | Medicine for curing cancer, the preparation process and the application thereof |
| CN1880328A (en) * | 2006-04-30 | 2006-12-20 | 重庆大学 | Preparation method of hyperin and hypericin of Hypericum perforatum |
-
2012
- 2012-10-27 CN CN201210418672.5A patent/CN102861079B/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1485087A (en) * | 2003-09-02 | 2004-03-31 | 翁敬周 | Medicine for curing cancer, the preparation process and the application thereof |
| CN1880328A (en) * | 2006-04-30 | 2006-12-20 | 重庆大学 | Preparation method of hyperin and hypericin of Hypericum perforatum |
Non-Patent Citations (4)
| Title |
|---|
| Houttuynoids A-E, anti-herpes simplex virus active flavonoids with novel skeletons from houttuynia cordata;Shao-Dan Chen et al;《Organic Letters》;20120313;第14卷(第7期);第1773页 * |
| Shao-DanChenetal.HouttuynoidsA-E anti-herpes simplex virus active flavonoids with novel skeletons from houttuynia cordata.《Organic Letters》.2012 |
| 李爽 等.鱼腥草的有效成分、药理作用及临床应用的研究进展.《沈阳药科大学学报》.1997,第14卷(第2期),第144-146页. |
| 鱼腥草的有效成分、药理作用及临床应用的研究进展;李爽 等;《沈阳药科大学学报》;19970430;第14卷(第2期);第144-146页 * |
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| CN102861079A (en) | 2013-01-09 |
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Effective date of registration: 20141126 Address after: Qidong City, Jiangsu province 226241 Nantong lvsigang Tianfen electric tools trade city comprehensive building Patentee after: Qidong Tianfen Electric Tool Technology Innovation Center Address before: 210009 No. 22, Hankou Road, Gulou District, Jiangsu, Nanjing Patentee before: Wu Junhua |