CN102861064B - Application of Houttuynoid E in preparing medicine for treating laryngocarcinoma - Google Patents

Application of Houttuynoid E in preparing medicine for treating laryngocarcinoma Download PDF

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CN102861064B
CN102861064B CN 201210418328 CN201210418328A CN102861064B CN 102861064 B CN102861064 B CN 102861064B CN 201210418328 CN201210418328 CN 201210418328 CN 201210418328 A CN201210418328 A CN 201210418328A CN 102861064 B CN102861064 B CN 102861064B
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houttuynoid
laryngocarcinoma
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CN102861064A (en
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李丽丽
朱磊磊
吴俊华
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Nantong San Intellectual Property Service Co ltd
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Abstract

The invention discloses application of Houttuynoid E in preparation of a medicine for treating laryngocarcinoma, belonging to the technical field of new application of medicine. The invention discovers that Houttuynoid E has 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 antineoplastic activity. Therefore, Houttuynoid E can be used for preparing the anti-laryngocarcinoma medicine and has good development and application prospects. The application of Houttuynoid E in preparation of the medicine for treating laryngocarcinoma provided by the invention is disclosed firstly, the skeleton type belongs to new skeleton type, and the inhibitory activity of Houttuynoid E on laryngocarcinoma cells is unexpectedly strong.

Description

The application of Houttuynoid E in the medicine of preparation treatment laryngeal carcinoma
Technical field
The present invention relates to the new purposes of compound H outtuynoid E, relate in particular to the application of Houttuynoid E 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.Having 74% to be the natural product or derivatives thereof in the antitumor drug, is exactly the reasonable antitumor drug of effect clinically at present as paclitaxel and derivant thereof.Therefore, searching anticancer compound or lead compound have great importance from natural product.
The compound H outtuynoid E that the present invention relates to is one and delivered (Chen in 2012, S. D. et al., 2012. Houttuynoid E_E, Anti-Herpes Simplex Virus Active Flavonoids with Novel Skeletons from Houttuynia cordata. Organic Letters 14 (7), 1772 – 1775.) new framework compound, this chemical compound has brand-new framework types, present purposes only relates to anti-herpes simplex virus activity (Chen, S. D. et al., 2012. Houttuynoid E_E, Anti-Herpes Simplex Virus Active Flavonoids with Novel Skeletons from Houttuynia cordata. Organic Letters 14 (7), 1772 – 1775.), belong to open first for the purposes in preparation treatment laryngeal carcinoma medicine that the present invention relates to, and because framework types belongs to brand-new framework types, there is not the possibility that is provided any enlightenment by other chemical compounds, possess outstanding substantive distinguishing features, the control that is used for laryngeal carcinoma simultaneously obviously has obvious improvement.
Summary of the invention
The invention provides the application of compound H outtuynoid E in the preparation antitumor drug.
The present invention adopts following technical scheme: the application of Houttuynoid E in the anti-laryngeal carcinoma medicine of preparation, and the structural formula of Houttuynoid E is shown in formula I:
Figure BDA0000231842021
Formula I
The present invention finds that by external MTT anti-tumor activity evaluation the growth of the people's laryngeal cancer cell of Houttuynoid E strain HEP-2, TU 686, M2e and M4e also has significant inhibitory effect, suppresses the IC of this 4 strain cell growth 50Value is respectively 1.53 ± 0.05 μ M, 0.21 ± 0.09 μ M, 0.38 ± 0.02 μ M and 0.79 ± 0.02 μ M.Therefore, Houttuynoid E can have the excellent development application prospect for the preparation of anti-laryngeal carcinoma medicine.
The purposes of the Houttuynoid E that 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 it is unexpectedly strong for the carcinoma of tongue cell inhibiting activity, there is not the possibility that is provided any enlightenment by other chemical compounds, possess outstanding substantive distinguishing features, the control that is used for carcinoma of tongue simultaneously obviously has obvious improvement.
The present invention is further detailed explanation by the following examples, but protection scope of the present invention is not subjected to any restriction of specific embodiment, but limited by claim.
The specific embodiment
The preparation method of compound H outtuynoid E involved in the present invention is referring to document (Chen, S. D. et al., 2012. Houttuynoid E_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 subjected to any restriction of specific embodiment, but limited by claim.
Embodiment 1: the preparation of compound H outtuynoid E tablet involved in the present invention:
Get 20 and digest compound Houttuynoid E, add conventional adjuvant 180 grams of preparation tablet, mixing, conventional tablet machine are made 1000.
Embodiment 2: the preparation of compound H outtuynoid E capsule involved in the present invention:
Get 20 and digest compound Houttuynoid E, add conventional adjuvant such as starch 180 grams of preparation capsule, mixing is encapsulatedly made 1000.
Further specify its pharmaceutically active below by pharmacodynamic experiment.
Experimental example: adopt the growth inhibited effect of the people's laryngeal cancer cell of mtt assay assessing compound Houttuynoid E strain
1. method: the cell that is in the 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.Cell culture 24 h inhale adherent back and go original culture medium.Test is divided into blank group, drug treating group.Blank group is changed 1640 culture medium that contain 10% hyclone; It is 100 μ M that the replacing of drug treating group contains concentration, 50 μ M, 10 μ M, 1 μ M, 0.1 μ M, the culture medium of the Houttuynoid E 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, inhale along culture fluid top then and remove 100 μ L supernatants, add 100 μ L DMSO, 10 min are placed in the dark place, utilize microplate reader (Sunrise company product) to measure light absorption value (wavelength 570nm), and according to light absorption value calculating cell survival situation, 6 repeating holes are established in each processing.Cell survival rate (%)=Δ OD Drug treating/ Δ OD Blank* 100.
2. result: the growth of the people's laryngeal cancer cell of Houttuynoid E strain HEP-2, TU 686, M2e and M4e has significant inhibitory effect.This chemical compound suppresses the IC of people's laryngeal cancer cell strain HEP-2, TU 686, M2e and M4e growth 50Value is respectively: 1.53 ± 0.05 μ M, 0.21 ± 0.09 μ M, 0.38 ± 0.02 μ M and 0.79 ± 0.02 μ M.
Shown that by above-described embodiment the growth of the people's laryngeal cancer cell of Houttuynoid E of the present invention strain HEP-2, TU 686, M2e and M4e has the good restraining effect.Prove that thus Houttuynoid E of the present invention has anti-laryngeal carcinoma activity, can be for the preparation of anti-laryngeal carcinoma medicine.

Claims (1)

1.Houttuynoid the application of E in preparation treatment laryngeal carcinoma medicine, described compound H outtuynoid E structure as Formula IShown in:
Figure 893913DEST_PATH_IMAGE001
Formula I.
CN 201210418328 2012-10-27 2012-10-27 Application of Houttuynoid E in preparing medicine for treating laryngocarcinoma Active CN102861064B (en)

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Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
Houttuynoids A-E, Anti-Herpes Simplex Virus Active Flavonoids with Novel Skeletons from Houttuynia cordata;Shao-Dan Chen等;《Organic Letters》;20120313;第14卷(第7期);1772-1775 *
Shao-DanChen等.HouttuynoidsA-E Anti-Herpes Simplex Virus Active Flavonoids with Novel Skeletons from Houttuynia cordata.《Organic Letters》.2012

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Assignor: Nantong San Intellectual Property Service Co.,Ltd.

Contract record no.: X2023980049199

Denomination of invention: Application of Houttuynoid E in the preparation of drugs for the treatment of laryngeal cancer

Granted publication date: 20130717

License type: Common License

Record date: 20231203

Application publication date: 20130109

Assignee: NANTONG HAIGUO MACHINERY Co.,Ltd.

Assignor: Nantong San Intellectual Property Service Co.,Ltd.

Contract record no.: X2023980049196

Denomination of invention: Application of Houttuynoid E in the preparation of drugs for the treatment of laryngeal cancer

Granted publication date: 20130717

License type: Common License

Record date: 20231203

Application publication date: 20130109

Assignee: Nantong Qiaojiang packaging materials Co.,Ltd.

Assignor: Nantong San Intellectual Property Service Co.,Ltd.

Contract record no.: X2023980049191

Denomination of invention: Application of Houttuynoid E in the preparation of drugs for the treatment of laryngeal cancer

Granted publication date: 20130717

License type: Common License

Record date: 20231203

Application publication date: 20130109

Assignee: Nantong Bairun Catering Management Co.,Ltd.

Assignor: Nantong San Intellectual Property Service Co.,Ltd.

Contract record no.: X2023980049185

Denomination of invention: Application of Houttuynoid E in the preparation of drugs for the treatment of laryngeal cancer

Granted publication date: 20130717

License type: Common License

Record date: 20231203

Application publication date: 20130109

Assignee: Nantong Nongchaoer Food Co.,Ltd.

Assignor: Nantong San Intellectual Property Service Co.,Ltd.

Contract record no.: X2023980048976

Denomination of invention: Application of Houttuynoid E in the preparation of drugs for the treatment of laryngeal cancer

Granted publication date: 20130717

License type: Common License

Record date: 20231203

Application publication date: 20130109

Assignee: Xingren Tank Farm of Nantong Xinhai Liquefied Gas Service Co.,Ltd.

Assignor: Nantong San Intellectual Property Service Co.,Ltd.

Contract record no.: X2023980048969

Denomination of invention: Application of Houttuynoid E in the preparation of drugs for the treatment of laryngeal cancer

Granted publication date: 20130717

License type: Common License

Record date: 20231203

Application publication date: 20130109

Assignee: NANTONG SHUANGHE FOOD Co.,Ltd.

Assignor: Nantong San Intellectual Property Service Co.,Ltd.

Contract record no.: X2023980048967

Denomination of invention: Application of Houttuynoid E in the preparation of drugs for the treatment of laryngeal cancer

Granted publication date: 20130717

License type: Common License

Record date: 20231203

Application publication date: 20130109

Assignee: Jiangsu guanan electromechanical Co.,Ltd.

Assignor: Nantong San Intellectual Property Service Co.,Ltd.

Contract record no.: X2023980048961

Denomination of invention: Application of Houttuynoid E in the preparation of drugs for the treatment of laryngeal cancer

Granted publication date: 20130717

License type: Common License

Record date: 20231203

Application publication date: 20130109

Assignee: Nantong Runyuan structural parts Co.,Ltd.

Assignor: Nantong San Intellectual Property Service Co.,Ltd.

Contract record no.: X2023980048952

Denomination of invention: Application of Houttuynoid E in the preparation of drugs for the treatment of laryngeal cancer

Granted publication date: 20130717

License type: Common License

Record date: 20231203

Application publication date: 20130109

Assignee: Nantong Jinbao Machinery Manufacturing Co.,Ltd.

Assignor: Nantong San Intellectual Property Service Co.,Ltd.

Contract record no.: X2023980048947

Denomination of invention: Application of Houttuynoid E in the preparation of drugs for the treatment of laryngeal cancer

Granted publication date: 20130717

License type: Common License

Record date: 20231202

Application publication date: 20130109

Assignee: Nantong Juntai motor vehicle testing Co.,Ltd.

Assignor: Nantong San Intellectual Property Service Co.,Ltd.

Contract record no.: X2023980048942

Denomination of invention: Application of Houttuynoid E in the preparation of drugs for the treatment of laryngeal cancer

Granted publication date: 20130717

License type: Common License

Record date: 20231202

Application publication date: 20130109

Assignee: Honglei mechanical equipment (Nantong) Co.,Ltd.

Assignor: Nantong San Intellectual Property Service Co.,Ltd.

Contract record no.: X2023980048782

Denomination of invention: Application of Houttuynoid E in the preparation of drugs for the treatment of laryngeal cancer

Granted publication date: 20130717

License type: Common License

Record date: 20231202

Application publication date: 20130109

Assignee: American Antelope Home Textile (Nantong) Co.,Ltd.

Assignor: Nantong San Intellectual Property Service Co.,Ltd.

Contract record no.: X2023980048774

Denomination of invention: Application of Houttuynoid E in the preparation of drugs for the treatment of laryngeal cancer

Granted publication date: 20130717

License type: Common License

Record date: 20231202

Application publication date: 20130109

Assignee: Nantong Ansheng Textile Co.,Ltd.

Assignor: Nantong San Intellectual Property Service Co.,Ltd.

Contract record no.: X2023980048765

Denomination of invention: Application of Houttuynoid E in the preparation of drugs for the treatment of laryngeal cancer

Granted publication date: 20130717

License type: Common License

Record date: 20231130

Application publication date: 20130109

Assignee: NANTONG YA TAI CANDLE ARTS & CRAFTS Co.,Ltd.

Assignor: Nantong San Intellectual Property Service Co.,Ltd.

Contract record no.: X2023980048764

Denomination of invention: Application of Houttuynoid E in the preparation of drugs for the treatment of laryngeal cancer

Granted publication date: 20130717

License type: Common License

Record date: 20231130

Application publication date: 20130109

Assignee: Nantong Jianwei Metal Technology Co.,Ltd.

Assignor: Nantong San Intellectual Property Service Co.,Ltd.

Contract record no.: X2023980048759

Denomination of invention: Application of Houttuynoid E in the preparation of drugs for the treatment of laryngeal cancer

Granted publication date: 20130717

License type: Common License

Record date: 20231202

Application publication date: 20130109

Assignee: JIANGSU YATAI FITNESS CO.,LTD.

Assignor: Nantong San Intellectual Property Service Co.,Ltd.

Contract record no.: X2023980048748

Denomination of invention: Application of Houttuynoid E in the preparation of drugs for the treatment of laryngeal cancer

Granted publication date: 20130717

License type: Common License

Record date: 20231202

EE01 Entry into force of recordation of patent licensing contract
EE01 Entry into force of recordation of patent licensing contract

Application publication date: 20130109

Assignee: Nantong Zhili Machinery Technology Co.,Ltd.

Assignor: Nantong San Intellectual Property Service Co.,Ltd.

Contract record no.: X2023980049698

Denomination of invention: Application of Houttuynoid E in the preparation of drugs for the treatment of laryngeal cancer

Granted publication date: 20130717

License type: Common License

Record date: 20231205

OL01 Intention to license declared
OL01 Intention to license declared
EE01 Entry into force of recordation of patent licensing contract

Application publication date: 20130109

Assignee: JIANGSU HAOHAN INFORMATION TECHNOLOGY Co.,Ltd.

Assignor: Nantong San Intellectual Property Service Co.,Ltd.

Contract record no.: X2024980003183

Denomination of invention: Application of Houttuynoid E in the preparation of drugs for the treatment of laryngeal cancer

Granted publication date: 20130717

License type: Common License

Record date: 20240322

EE01 Entry into force of recordation of patent licensing contract