CN111329855B - Application of 12 alpha-methoxy-germacrane-triene-12, 6 alpha-acetal in resisting human breast cancer - Google Patents

Application of 12 alpha-methoxy-germacrane-triene-12, 6 alpha-acetal in resisting human breast cancer Download PDF

Info

Publication number
CN111329855B
CN111329855B CN202010374910.1A CN202010374910A CN111329855B CN 111329855 B CN111329855 B CN 111329855B CN 202010374910 A CN202010374910 A CN 202010374910A CN 111329855 B CN111329855 B CN 111329855B
Authority
CN
China
Prior art keywords
alpha
breast cancer
germacrane
triene
acetal
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.)
Active
Application number
CN202010374910.1A
Other languages
Chinese (zh)
Other versions
CN111329855A (en
Inventor
于海涛
杨晓旭
李涛
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Dongguan Lanwei Medical Laboratory Co ltd
Original Assignee
Dongguan Lanwei Medical Laboratory Co ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Dongguan Lanwei Medical Laboratory Co ltd filed Critical Dongguan Lanwei Medical Laboratory Co ltd
Priority to CN202010374910.1A priority Critical patent/CN111329855B/en
Publication of CN111329855A publication Critical patent/CN111329855A/en
Application granted granted Critical
Publication of CN111329855B publication Critical patent/CN111329855B/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Images

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/335Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
    • A61K31/34Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. isosorbide
    • A61K31/343Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. isosorbide condensed with a carbocyclic ring, e.g. coumaran, bufuralol, befunolol, clobenfurol, amiodarone
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Epidemiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Steroid Compounds (AREA)
  • Medicinal Preparation (AREA)

Abstract

The invention discloses an application of 12 alpha-methoxy-germacrane-triene-12, 6 alpha-acetal in resisting human breast cancer. The invention discovers that 12 alpha-methoxy-germacrane-1 (10),4,11(13) -triene-12, 6 alpha-acetal has obvious inhibition effect on proliferation of human breast cancer MCF-7 cell strain, human glioma U87 cell strain and human rhabdomyosarcoma RD cell strain, and has a prospect of developing drugs for resisting human breast cancer, human glioma or human rhabdomyosarcoma.

Description

Application of 12 alpha-methoxy-germacrane-triene-12, 6 alpha-acetal in resisting human breast cancer
Technical Field
The invention relates to the field of medicines, in particular to an application of 12 alpha-methoxy-germacrane-1 (10),4,11(13) -triene-12, 6 alpha-acetal for resisting human breast cancer.
Background
Cancer is one of the major diseases and serious public health problems seriously threatening human survival and social development, and cancer control has become the key point of the health strategy of governments around the world. In recent years, with global economic development, population aging, lifestyle changes and ecological environment changes, the morbidity and mortality of cancer are on the rise as a whole, and the burden of cancer is increasing.
Breast cancer is a common female malignancy and is on an increasing trend year by year. About 167.1 million new breast cancer cases per year worldwide, about 52.2 million deaths per year result from breast cancer, and the breast cancer incidence in developed countries is relatively higher in less developed countries.
Disclosure of Invention
The invention aims to provide the application of 12 alpha-methoxy-germacrane-1 (10),4,11(13) -triene-12, 6 alpha-acetal in resisting human breast cancer.
The technical scheme for realizing the purpose is as follows:
the medical application of 12 alpha-methoxy-germacrane-1 (10),4,11(13) -triene-12, 6 alpha-acetal in preparing medicine for resisting human breast cancer, and the chemical structural formula is as follows:
Figure BDA0002479671030000011
a medicine for resisting human breast cancer is prepared from 12 alpha-methoxy-germacrane-1 (10),4,11(13) -triene-12, 6 alpha-acetal as active component and pharmaceutically acceptable adjuvants.
Preferably, the adjuvant may be a solid adjuvant or a liquid adjuvant.
Preferably, the dosage form can be tablets, capsules, granules and injections.
Has the advantages that:
the invention discovers that 12 alpha-methoxy-germacrane-1 (10),4,11(13) -triene-12, 6 alpha-acetal has obvious inhibition effect on proliferation of human breast cancer MCF-7 cell strain, human glioma U87 cell strain and human rhabdomyosarcoma RD cell strain, and has a prospect of developing drugs for resisting human breast cancer, human glioma or human rhabdomyosarcoma.
Drawings
FIG. 1 is a chemical structural formula of 12 α -methoxy-germacrane-1 (10),4,11(13) -triene-12, 6 α -acetal;
FIG. 2 is an anti-tumor profile of 12 α -methoxy-germacrane-1 (10),4,11(13) -triene-12, 6 α -acetal against 4 tumor cells.
Detailed Description
First, test materials
Human breast cancer MCF-7 cell line, human acute myelogenous leukemia MV4-11 cell line, human glioma U87 cell line and human rhabdomyosarcoma RD cell line were purchased from American ATCC company and frozen in liquid nitrogen.
The purity of 12 alpha-methoxy-germacrane-1 (10),4,11(13) -triene-12, 6 alpha-acetal is not lower than 98%, the structural formula is shown in figure 1, and the pharmaceutical solution is prepared for standby.
RPMI1640 medium, DMEM medium, fetal bovine serum were purchased from Gibco.
Penicillin, streptomycin was purchased from Sigma.
The CCK8 test kit was purchased from Nanjing Binyan Yuntan.
Second, test method
1. Cell culture
Recovering human breast cancer MCF-7 cell line frozen by liquid nitrogen according to conventional method, suspension culturing in DMEM culture solution containing 10% fetal calf serum, 100U/ml penicillin and 100 μ g/ml streptomycin, and culturing at 37 deg.C with 5% CO2And culturing in a constant-temperature incubator with saturated humidity, changing liquid for passage every 2-3 d, and taking cells in logarithmic growth phase for experiment.
Recovering human acute myelogenous leukemia MV4-11 cell line frozen in liquid nitrogen according to conventional method, suspension culturing in RPMI1640 culture solution containing 10% fetal calf serum, 100U/ml penicillin and 100 μ g/ml streptomycin, and culturing at 37 deg.C with 5% CO2And culturing in a constant-temperature incubator with saturated humidity, changing liquid for passage every 2-3 days, and taking cells in logarithmic growth phase for experiment.
Recovering human glioma U87 cell line frozen by liquid nitrogen according to conventional method, suspension culturing in DMEM culture solution containing 10% fetal calf serum, 100U/ml penicillin, and 100 μ g/ml streptomycin, and culturing at 37 deg.C with 5% CO2And culturing in a constant-temperature incubator with saturated humidity, changing liquid for passage every 2-3 d, and taking cells in logarithmic growth phase for experiment.
Recovering human rhabdomyosarcoma RD cell strain frozen by liquid nitrogen according to conventional method, suspension culturing in DMEM culture solution containing 10% fetal calf serum, 100U/ml penicillin, and 100 μ g/ml streptomycin, at 37 deg.C and 5% CO2And culturing in a constant-temperature incubator with saturated humidity, changing liquid for passage every 2-3 d, and taking cells in logarithmic growth phase for experiment.
2. CCK8 method for determining proliferation inhibition effect of drug on MV4-11 cells
Respectively taking each tumor cell in logarithmic growth phase, digesting and resuspending to prepare the tumor cell with the density of 1.5 multiplied by 10 5The cell suspension/mL is inoculated into a 96-well plate according to the inoculation amount of 90 mu L per well, 10 mu L of drug solutions with different concentrations are added, each concentration is provided with 3 multiple wells, cells cultured without drugs are used as a control group, a culture solution without cells is used as a blank group, and the blank group is placed at 37 ℃ and 5% CO2Culturing in a constant temperature incubator with saturated humidity for 48h, adding each wellAdding 10 uL CCK8 reagent, incubating for 4h, measuring OD450 value of each well at 450nm wavelength of ELISA detector, taking average value of 3 wells, calculating proliferation inhibition rate according to the following formula and calculating IC50 value. Three replicates were run.
The proliferation inhibition rate (%) was [ 1- (OD drug-OD blank)/(OD control-OD blank) ] x 100%.
3. Statistical analysis
Software SPSS17.0 is adopted for statistical analysis processing, the measured data is expressed by mean plus or minus standard deviation, the comparison among groups adopts t test, the comparison among groups adopts variance analysis, and the difference P less than 0.05 has statistical significance.
Third, test results
The IC50 values of 12 α -methoxy-germacrane-1 (10),4,11(13) -triene-12, 6 α -acetal for inhibiting the proliferation of various tumor cells are shown in table 1, and as can be seen from table 1, 12 α -methoxy-germacrane-1 (10),4,11(13) -triene-12, 6 α -acetal all have excellent proliferation inhibiting effects on human breast cancer MCF-7 cell line, human glioma U87 cell line and human rhabdomyosarcoma RD cell line, and the proliferation inhibiting effect on human acute myelogenous leukemia MV4-11 cell line is not obvious.
TABLE 112 IC50 values for alpha-methoxy-germacrane-1 (10),4,11(13) -triene-12, 6 alpha-acetal on 4 tumor cells
Figure BDA0002479671030000031
FIG. 2 is the anti-tumor profile of 12 α -methoxy-germacrane-1 (10),4,11(13) -triene-12, 6 α -acetal on 4 tumor cells tested. The anti-tumor spectrum shows that the 12 alpha-methoxy-germacrane-1 (10),4,11(13) -triene-12, 6 alpha-acetal has obvious inhibition effect on the proliferation of human breast cancer MCF-7 cell strain, human glioma U87 cell strain and human rhabdomyosarcoma RD cell strain, and has the prospect of developing drugs for resisting human breast cancer, human glioma or human rhabdomyosarcoma.

Claims (1)

  1. Use of 12 α -methoxy-germacrane-1 (10),4,11(13) -triene-12, 6 α -acetal for the preparation of a medicament against human breast cancer; wherein the chemical structural formula of the 12 alpha-methoxy-germacrane-1 (10),4,11(13) -triene-12, 6 alpha-acetal is as follows:
    Figure FDA0003557534670000011
CN202010374910.1A 2020-05-07 2020-05-07 Application of 12 alpha-methoxy-germacrane-triene-12, 6 alpha-acetal in resisting human breast cancer Active CN111329855B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN202010374910.1A CN111329855B (en) 2020-05-07 2020-05-07 Application of 12 alpha-methoxy-germacrane-triene-12, 6 alpha-acetal in resisting human breast cancer

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN202010374910.1A CN111329855B (en) 2020-05-07 2020-05-07 Application of 12 alpha-methoxy-germacrane-triene-12, 6 alpha-acetal in resisting human breast cancer

Publications (2)

Publication Number Publication Date
CN111329855A CN111329855A (en) 2020-06-26
CN111329855B true CN111329855B (en) 2022-06-28

Family

ID=71175390

Family Applications (1)

Application Number Title Priority Date Filing Date
CN202010374910.1A Active CN111329855B (en) 2020-05-07 2020-05-07 Application of 12 alpha-methoxy-germacrane-triene-12, 6 alpha-acetal in resisting human breast cancer

Country Status (1)

Country Link
CN (1) CN111329855B (en)

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
Bio-Assay Guided Isolation of Germacranes with Anti-Protozoan Activity from Magnolia sororum;Luis A. Sánchez等;《Natural Product Communications》;20071231;第2卷(第11期);第1065-1069页,尤其是第1065页Figure1,第1067页左栏第1段、Table2,右栏最后1段 *
Furanosesquiterpenoids of Commiphora myrrha;Nanqun Zhu等;《J.Nat.Prod》;20011231(第64期);第1460-1462页 *

Also Published As

Publication number Publication date
CN111329855A (en) 2020-06-26

Similar Documents

Publication Publication Date Title
CN111329855B (en) Application of 12 alpha-methoxy-germacrane-triene-12, 6 alpha-acetal in resisting human breast cancer
CN102614170A (en) Application of artemisinin B in preparation of antitumor drugs
CN111419837B (en) Use of 12 alpha-methoxy-germacrane-triene-12, 6 alpha-acetal for anti-human rhabdomyosarcoma
CN111419836B (en) Use of 12 alpha-methoxy-germacrane-triene-12, 6 alpha-acetal for combating human gliomas
CN111499649A (en) Benzodifuranone compound with anti-tumor activity, preparation method and application thereof
CN101879173B (en) Application of Corilagin in preparing anti-tumor drugs
CN101862313A (en) Application of anthracycline compound in preparing anti-breast cancer medicines
CN102836151A (en) Application of Brevilin A when serving as JAK-STATs signal target inhibitor
CN109364045B (en) Heat shock protein 90 inhibitor and application thereof in liver cancer treatment
CN112245425A (en) Application of isoindolinone compounds in preparation of antitumor drugs
CN111803496A (en) Use of xanthocapone alkali for treating endometrial cancer
CN111529531B (en) STAT3 phosphorylation inhibitor and application thereof in preparing medicine for treating acute myeloid leukemia
CN111450096B (en) Application of phosphorylation inhibitor of STAT3 in preparation of medicine for resisting acute myeloid leukemia
CN109498624B (en) Anticancer medical application of thiazoline derivative
CN109260194A (en) Praeruptorin A is alleviating the application in anti-tumor drug Nephrotoxicity Caused By Cisplatin
CN113135861B (en) Ligustrazine derivative and preparation method and application thereof
CN114306291B (en) Use of compound in preventing and/or treating cancer
CN114469963B (en) Application of gliquidone and cisplatin combined drug in preparation of antitumor drugs
CN109432095B (en) Medical application of thiazoline derivative
CN109602775B (en) Application of chicory alcohol extract in preparation of anti-breast cancer drugs
CN105503808A (en) Mutation synthesis of naphthol dimer and preparing method and application of naphthol dimer
CN101601856A (en) The application of D actinomycin D compounds D actinomycin D V in the preparation medicines resistant to liver cancer
CN109172570B (en) Application of alkaloid in preparation of medicine for preventing and treating cisplatin drug resistance of lung cancer patient
CN115645382A (en) Application of compound tetrahydromagnol in preparation of medicine for treating gastric cancer
CN115990147A (en) Application of metochalcone in preparation of tumor metastasis inhibiting drugs

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination
TA01 Transfer of patent application right

Effective date of registration: 20220607

Address after: 523878 floor 5, floor 4, building 7, Industrialization Center, No. 19, Alishan Road, Songshanhu high tech Industrial Development Zone, Dongguan City, Guangdong Province

Applicant after: Dongguan Lanwei medical laboratory Co.,Ltd.

Address before: 211199 Jiangning high tech park, No.42, Xingmin North Road, Jiangning District, Nanjing City, Jiangsu Province

Applicant before: Nanjing saierjian Biotechnology Co.,Ltd.

TA01 Transfer of patent application right
GR01 Patent grant
GR01 Patent grant