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Chemical Structure| 481-49-2 Chemical Structure| 481-49-2

Structure of Cepharanthine
CAS No.: 481-49-2

Chemical Structure| 481-49-2

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CAS No.: 481-49-2

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Cepharanthine is a naturally occurring alkaloid extracted from the plant Stephania cepharantha Hayata. It possesses potency of antiinflammatory, antineoplastic and effect against HTLV.

Synonyms: O-Methylcepharanoline; NSC-623442; Cepharanthin

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Product Citations

Product Citations

Frauke Assmus ; Jean-Sélim Driouich ; Rana Abdelnabi ; Laura Vangeel ; Franck Touret ; Ayorinde Adehin , et al.

Abstract: In the absence of drugs to treat or prevent COVID-19, drug repurposing can be a valuable strategy. Despite a substantial number of clinical trials, drug repurposing did not deliver on its promise. While success was observed with some repurposed drugs (e.g., remdesivir, dexamethasone, tocilizumab, baricitinib), others failed to show clinical efficacy. One reason is the lack of clear translational processes based on adequate preclinical profiling before clinical evaluation. Combined with limitations of existing in vitro and in vivo models, there is a need for a systematic approach to urgent antiviral drug development in the context of a global pandemic. We implemented a methodology to test repurposed and experimental drugs to generate robust preclinical evidence for further clinical development. This translational drug development platform comprises in vitro, ex vivo, and in vivo models of SARS-CoV-2, along with pharmacokinetic modeling and simulation approaches to evaluate exposure levels in plasma and target organs. Here, we provide examples of identified repurposed antiviral drugs tested within our multidisciplinary collaboration to highlight lessons learned in urgent antiviral drug development during the COVID-19 pandemic. Our data confirm the importance of assessing in vitro and in vivo potency in multiple assays to boost the translatability of pre-clinical data. The value of pharmacokinetic modeling and simulations for compound prioritization is also discussed. We advocate the need for a standardized translational drug development platform for mild-to-moderate COVID-19 to generate preclinical evidence in support of clinical trials. We propose clear prerequisites for progression of drug candidates for repurposing into clinical trials. Further research is needed to gain a deeper understanding of the scope and limitations of the presented translational drug development platform.

Keywords: COVID-19 ; drug repurposing ; translational medicine ; pandemics ; clinical trials

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Product Details of Cepharanthine

CAS No. :481-49-2
Formula : C37H38N2O6
M.W : 606.71
SMILES Code : CN1[C@]([H])(C2=C(C=C3OCOC3=C2OC4=C(C=C5C([C@@]([H])(C6)N(C)CC5)=C4)OC)CC1)CC(C=C7)=CC=C7OC8=CC6=CC=C8OC
Synonyms :
O-Methylcepharanoline; NSC-623442; Cepharanthin
MDL No. :MFCD00210482
InChI Key :YVPXVXANRNDGTA-WDYNHAJCSA-N
Pubchem ID :10206

Safety of Cepharanthine

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302
Precautionary Statements:P280-P305+P351+P338

Isoform Comparison

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

1.65mL

0.33mL

0.16mL

8.24mL

1.65mL

0.82mL

16.48mL

3.30mL

1.65mL

References

[1]Hua P, Sun M, et al. Cepharanthine induces apoptosis through reactive oxygen species and mitochondrial dysfunction in human non-small-cell lung cancer cells. Biochem Biophys Res Commun. 2015 May 1;460(2):136-42.

[2]Matsuda K, Hattori S, et al. Cepharanthine inhibited HIV-1 cell-cell transmission and cell-free infection via modification of cell membrane fluidity. Bioorg Med Chem Lett. 2014 May 1;24(9):2115-7.

[3]Huang H, Hu G, Wang C, Xu H, Chen X, Qian A. Cepharanthine, an alkaloid from Stephania cepharantha Hayata, inhibits the inflammatory response in the RAW264.7 cell and mouse models. Inflammation. 2014 Feb;37(1):235-46

[4]Nagano M, Kanno T, Fujita H, Muranaka S, Fujiwara T, Utsumi K. Cepharanthine, an anti-inflammatory drug, suppresses mitochondrial membrane permeability transition. Physiol Chem Phys Med NMR. 2003;35(2):131-43

[5]Kao MC, Chung CY, Chang YY, Lin CK, Sheu JR, Huang CJ. Salutary Effects of Cepharanthine against Skeletal Muscle and Kidney Injuries following Limb Ischemia/Reperfusion. Evid Based Complement Alternat Med. 2015;2015:504061

[6]Zhao J, Piao X, Wu Y, Liang S, Han F, Liang Q, Shao S, Zhao D. Cepharanthine attenuates cerebral ischemia/reperfusion injury by reducing NLRP3 inflammasome-induced inflammation and oxidative stress via inhibiting 12/15-LOX signaling. Biomed Pharmacother. 2020 Jul;127:110151

[7]Gao S, Li X, Ding X, Qi W, Yang Q. Cepharanthine Induces Autophagy, Apoptosis and Cell Cycle Arrest in Breast Cancer Cells. Cell Physiol Biochem. 2017;41(4):1633-1648

 

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