Cepharanthine

• CAT Number: R054748
• CAS Number: 481-49-2
• Molecular Formula: C37H38N2O6
• Molecular Weight: 606.719
• Purity: ≥95%
• Synonyms: O-Methylcepharanoline;NSC 623442
• Storage: -20°C
• InChI: InChI=1S/C37H38N2O6/c1-38-13-11-24-18-31(41-4)33-20-27(24)28(38)16-23-7-10-30(40-3)32(17-23)44-26-8-5-22(6-9-26)15-29-35-25(12-14-39(29)2)19-34-36(37(35)45-33)43-21-42-34/h5-10,17-20,28-29H,11-16,21H2,1-4H3/t28-,29+/m1/s1
• InChIKey: YVPXVXANRNDGTA-WDYNHAJCSA-N
• SMILES: CN1CCC2=CC3=C(C4=C2C1CC5=CC=C(C=C5)OC6=C(C=CC(=C6)CC7C8=CC(=C(C=C8CCN7C)OC)O4)OC)OCO3

Cepharanthine (CEP) is a biscoclaurine alkaloid isolated from Stephania cepharantha. It has anticancer, antiinflammatory, antiallergic, immunomo- dulatory, and many other interesting biological activities. Cepharanthine has been widely used in Japan for more than 40 years to treat a wide variety of acute and chronic diseases. CEP inhibits tumor necrosis factor (TNF)-α-mediated NFκB stimulation, plasma membrane lipid peroxidation and platelet aggregation and suppresses cytokine production. It has also been shown to scavenge free radicals and to have a protective effect against some of the responses mediated by pro-inflammatory cytokines such as TNF-α, interleukin (IL)-1β and IL6. CEP has successfully been used to treat a diverse range of medical conditions, including radiation-induced leukopenia, idiopathic thrombocytopenic purpura, alopecia areata, alopecia pityrodes, venomous snakebites, xerostomia, sarcoidosis, refractory anemia and various cancer-related conditions. No safety issues have been observed with CEP, and side effects are very rarely reported.

Reference

1:Determination of cepharanthine in rat plasma by LC-MS/MS and its application to a pharmacokinetic study. Deng Y, Wu W, Ye S, Wang W, Wang Z.Pharm Biol. 2017 Dec;55(1):1775-1779. doi: 10.1080/13880209.2017.1328446. PMID: 28521597 2:Cepharanthine Induces Autophagy, Apoptosis and Cell Cycle Arrest in Breast Cancer Cells. Gao S, Li X, Ding X, Qi W, Yang Q.Cell Physiol Biochem. 2017;41(4):1633-1648. doi: 10.1159/000471234. Epub 2017 Mar 28. PMID: 28359054 Free Article3:Retracted: Downregulation of MDR1 Gene by Cepharanthine Hydrochloride Is Related to the Activation of c-Jun/JNK in K562/ADR Cells. International BR.Biomed Res Int. 2016;2016:4729643. doi: 10.1155/2016/4729643. Epub 2016 Dec 5. PMID: 28050561 Free PMC Article4:Cepharanthine and Piperine ameliorate diabetic nephropathy in rats: role of NF-κB and NLRP3 inflammasome. Samra YA, Said HS, Elsherbiny NM, Liou GI, El-Shishtawy MM, Eissa LA.Life Sci. 2016 Jul 15;157:187-99. doi: 10.1016/j.lfs.2016.06.002. Epub 2016 Jun 3. PMID: 27266851 5:Cepharanthine induces apoptosis through the mitochondria/caspase pathway in murine dendritic cells. Uto T, Toyama M, Yoshinaga K, Baba M.Immunopharmacol Immunotoxicol. 2016 Jun;38(3):238-43. doi: 10.3109/08923973.2016.1173059. Epub 2016 Apr 28. PMID: 27121492 6:In vitro and in vivo effect of paclitaxel and cepharanthine co-loaded polymeric nanoparticles in gastric cancer. Yu HH, Mi WN, Liu B, Zhao HP.J BUON. 2016 Jan-Feb;21(1):125-34. PMID: 27061540 7:Cepharanthine inhibits in vitro VSMC proliferation and migration and vascular inflammatory responses mediated by RAW264.7. Paudel KR, Karki R, Kim DW.Toxicol In Vitro. 2016 Aug;34:16-25. doi: 10.1016/j.tiv.2016.03.010. Epub 2016 Mar 25. PMID: 27021874 8:Cepharanthine alleviates liver injury in a rodent model of limb ischemia-reperfusion. Chang YK, Huang SC, Kao MC, Huang CJ.Acta Anaesthesiol Taiwan. 2016 Mar;54(1):11-5. doi: 10.1016/j.aat.2015.11.004. Epub 2015 Dec 19. PMID: 26711228 Free Article9:Salutary Effects of Cepharanthine against Skeletal Muscle and Kidney Injuries following Limb Ischemia/Reperfusion. Kao MC, Chung CY, Chang YY, Lin CK, Sheu JR, Huang CJ.Evid Based Complement Alternat Med. 2015;2015:504061. doi: 10.1155/2015/504061. Epub 2015 Oct 26. PMID: 26587045 Free PMC Article10:Cepharanthine mitigates pro-inflammatory cytokine response in lung injury induced by hemorrhagic shock/resuscitation in rats. Kao MC, Yang CH, Sheu JR, Huang CJ.Cytokine. 2015 Dec;76(2):442-8. doi: 10.1016/j.cyto.2015.09.008. Epub 2015 Sep 12. PMID: 26375521