Cepharanthine

Cepharanthine Basic information
Product Name:Cepharanthine
Synonyms:1H-4,6:16,19-Dietheno-21,25-metheno-12H-[1,3]dioxolo[4,5-g]pyrido[2',3':17,18][1,10]dioxacycloeicosino[2,3,4-ij]isoquinoline, 2,3,13,14,14a,15,26,26a-octahydro-22,30-dimethoxy-1,14-dimethyl-, (14aS,26aR)-;Cepharanthine, >=98%;CEPHARANTHINE;OXYACANTHAN,6',12'-DIMETHOXY-2,2'-DIMETHYL-6,7-(METHYLLENEBIS (OXY))-;o-methylcepharanoline;6',12'-DIMETHOXY-2,2'-DIMETHYL-6,7-(METHYLENEBIS(OXY)OXYACANTHAN);CEPHARANTHINE95%,98%;CEPHARANTHINE: OXYACANTHAN,6'',12''-DIMETHOXY-2,2''-DIMETHY1-6,7-(METHYLLENEBIS (OXY))-,
CAS:481-49-2
MF:C37H38N2O6
MW:606.71
EINECS:228-085-1
Product Categories:Inhibitors;Other APIs;standardized herbal extract;Alkaloids;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).
Mol File:481-49-2.mol
Cepharanthine Structure
Cepharanthine Chemical Properties
Melting point 145-155°
alpha D20 +277° (c = 2 in chloroform)
Boiling point 654.03°C (rough estimate)
density 1.1761 (rough estimate)
refractive index 1.5300 (estimate)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility Soluble in DMSO (35 mg/mL) or ethanol (20 mg/mL)
form solid
pka7.61±0.20(Predicted)
color Pale yellow
Stability:Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 2 months.
InChIKeyYVPXVXANRNDGTA-WDYNHAJCSA-N
SMILESC1CC2C=C3OCOC3=C3OC4C(OC)=CC5CCN(C)[C@]([H])(CC6=CC(=C(OC)C=C6)OC6C=CC(C[C@@]([H])(C=23)N1C)=CC=6)C=5C=4
Safety Information
MSDS Information
Cepharanthine Usage And Synthesis
DescriptionCepharanthine is diclofenac quinoline alkaloid isolated from rhizome of Stephania japonica, which was first recorded in “Bencao shiyi” and functions as clearing heat, promoting diuresis and detumescence in traditional Chinese medicine. Cepharanthine is a pure and natural extract of the Stephania cepharantha Hayata plant, a rare species that is native to Kotosho Island, southeast of Taiwan. In 1914, the renowned botanist, Bunzo Hayata reported the plant for the first time. Two decades later, Dr. Heisaburo Kondo purified its active ingredient and named it “Cepharanthine.” Stephania japonica was used to treat tuberculosis and other consumptive diseases which provided a clue for its development on lung disease.
Physical propertiesAppearance: light yellow or yellow powder. Solubility: soluble in acidic aqueous solution and ether, acetone, and other organic solvents; insoluble in petroleum ether. Melting point: 148–150?°C. Specific optical rotation: +277°.
HistoryPromoting leukocytosis of cepharanthine in tuberculosis patients was first recorded in the proceeding Institute of Chemotherapy by the Japanese scholar Yamaguchi in 1946. In 1948, Chinese scholar Yuhuang Zhao also received this compound and published it in D.M.?Med.
It is thought that cepharanthine may stimulate the reticuloendothelial system, then activate hematopoietic tissue, and promote myeloproliferation. Therefore, the number of white blood cells in the peripheral blood increased significantly. Due to its good safety, cepharanthine is currently widely used in cancer patients with granulocytopenia or leukopenia embolism after radiotherapy and chemotherapy and so on.
In addition, Chinese scientists extracted five kinds of dibenzylisoquinoline alkaloids from Chinese herbal medicine in 1977, which could significantly improve the silicosis symptoms in rat . In 1993, it was issued as anti-pneumoconiosis drug by CFDA and is used for delaying the progress of pneumoconiosis in clinic.

UsesCepharanthine is a biscoclaurine alkaloid that has antiinflammatory, antineoplastic, hepatoprotectant, radiopropective and other biological functions. It is used to treat many acute and chronic diseases, including pit viper bites, alopecia areata, and leucopenia in radiation therapy.
DefinitionChEBI: Cepharanthine is a bisbenzylisoquinoline alkaloid from tubers of Stephania; stimulates recovery of immunologic function in lymphatic system after administration of antineoplastic agents or x-irradiation. It is a member of isoquinolines and a bisbenzylisoquinoline alkaloid.
benefitsWhen Cepharanthine is absorbed into the body, it acts through multiple biochemical and pharmacological mechanisms and generates a tremendous amount of beneficial effects on one's health.
Regrow hair in a number of patients with different types of alopecia
Inhibit various types of cancerous tumor growth
Prevent cancer metastasis
Stimulate white blood cell production
Induce apoptosis (cell death) and autophagy in cancerous cells
Restore the effectiveness of anticancer drugs for resistant tumors
Boost the effectiveness of certain chemotherapies
Inhibit the replication of HIV-1 virus
Inhibit different types of Coronavirus
Provide relief of allergies by inhibiting the release of histamine
Possess anti-viral and anti-inflammatory effects
Scavenge free radicals and prevent oxidation
Biological ActivityCepharanthine, a biscoclaurine alkaloid isolated from a Chinese folklore plant Stephania cepharantha, inhibited HIV-1 replication by inhibiting kappa B, a potent inducer of HIV-1 gene expression and displayed potent activity against SARS coronavirus, HSV-1, and coxsackie B3 along with antitumor and immunomodulating activity. As cepharanthine had strong activity against both RNA and DNA viruses it may be a source of potential lead compounds for developing new antivirals.
PharmacologyThe pharmacological effects of cepharanthine are very broad, mainly for the promotion of leukocytosis, antitumor, anti-inflammation, improvement of the body immunity, and other aspects of efficacy. Improvement of leukocytosis is the most widely studied among them, and the mechanism may be to stimulate the reticular endothelium system, activate hematopoietic tissue, and promote bone marrow hyperplasia .
Cepharanthine is also a good antitumor drug sensitizer. It can significantly improve their efficacy and reduce their side effects when combined with other antitumor drugs, as manifested by increasing the concentration of FT-207 metabolite (5-Fu) in tumor tissue under cepharanthine and FT-207 combination therapy, which was significantly higher than that in blood , suggesting that cepharanthine has the potential to improve the efficacy of antitumor drugs.
Clinical UseThe major clinical application of cepharanthine is to improve their immunity impaired by chemotherapy or radiotherapy in tumor patients. In addition, cepharanthine can increase the sensitivity to antitumor drugs, and itself also has a certain antitumor effect. Now, it is commonly used as adjuvant drug for anticancer treatment.
Side effectsCepharanthine is an extraordinary medicine from Japan, where it has been widely used for the past seventy years to treat a variety of acute and chronic diseases, with little known side-effects.
Common side effects are reported as below.
loss of appetite, disc omfort in stomach, rash/eruption, itch , nausea, diarrhea, headache, dizziness, swelling in face/hands/feet, irregular menstruation, etc.
ReferencesRogosnitzky and Dank (2011), Therapeutic potential of the biscoclaurine alkaloid, cepharanthine, for a range of clinical conditions; Pharmacol. Rep., 63 337 Huang et al. (2014), Cepharanthine, an alkaloid from Stephania cepharantha Hayata inhibits the inflammatory response in the RAW264.7 cell and mouse models; Inflammation, 37 235 Wang et al. (2020), Cepharanthine hydrochloride induces mitophagy targeting GPR30 in hepatocellular carcinoma (HCC); Expert Opin. Ther. Targets, 24 389 Zhang et al. (2019), Downregulation of MYO1C mediated by cepharanthine inhibits autophagosome-lysosome fusion through blockade of the F-actin network; J. Exp. Clin. Cancer Res. 38 457 Rosognitzky et al. (2020), Cepharanthine: a review of the antiviral potential of a Japanese-approved alopecia drug in COVID-19; Pharmacol. Rep., 72 1509
Cepharanthine Preparation Products And Raw materials
3-PHENOXYPHENETHYLAMINE aromoline MAGNOLINE GS 389 CHEMBRDG-BB 5209105 3-(1-(Dimethylamino)ethyl]phenol AKOS NCG1-0045 Cepharanthine [1R,(+)]-6,6',12'-Trimethoxy-2,2'-dimethyloxyacanthan-7-ol 4-METHOXY-5,6,7,8-TETRAHYDRO-[1,3]DIOXOLO[4,5-G]ISOQUINOLINE 2,2',3-TRIHYDROXYDIPHENYL ETHER Phenol, 2-[(1S)-1-aminoethyl]-3-methyl- (9CI) (+/-)-Tetrahydropapaverine Celastrus angulatus Dimethyl sebacate (S)-1-(2-Hydroxyphenyl)ethylamine Phenol, 5-(1-aminoethyl)-2-methoxy-, (R)- DL-LAUDANOSINE

Email:[email protected] [email protected]
Copyright © 2024 Mywellwork.com All rights reserved.