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KI1052Artemisinin200 mg$100

Chemical Characteristic

Product NameArtemisinin
SynonymsCoartem
CAS No.63968-64-9
Molecular Weight 282.33
FormulaC15H22O5
Chemical Name3,12-Epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10(3H)-one, octahydro-3,6,9-trimethyl-, (3R,5aS,6R,8aS,9R,12S,12aR)-
SmilesO1OC2(CC[C@@H]3C41[C@@H](CC[C@H]3C)[C@H](C(=O)O[C@@H]4O2)C)C
Chemical Structure

Biological activities

Artemisinin is a potent antimalarial agent. Artemisinin is isolated from Artemisia annua, L. Artemisinin kills all stages of the malaria parasite by interacting with heme to produce carbon-centered free radicals that alkylate protein and damage the micro-organelles and membranes of the parasites.[1] In vitro IC50 values of artemisinin is 10-100 nM (3-30 µg/L) in chloroquine-resistant P. falciparum strains.[2] Artemisinin inhibits the SERCA orthologue (PfATP6) of Plasmodium falciparum with Ki value of 150 nM.[3] Artemisinin also dose dependently inhibits angiogenesis in embryoid bodies and raises the level of intracellular reactive oxygen species. Artemisinin inhibits hypoxia-inducible factor-1alpha and VEGF expressions.[4] Furthermore, artemisinin induces apoptosis, activates caspase-3, increases the Bax/Bcl-2 ratio and poly(ADP-ribose) polymerase in vitro. In mice bearing HepG2 and Hep3B xenograft tumors, artemisinin inhibits tumor growth and modulates tumor gene expression.[5]

Protocols

In vitro: Artemisinin is dissolved in methanol as a 10 mM solution and stored at -20°C.[6]

References

[1] Meshnick SR, et al. Artemisinin antimalarials: mechanisms of action and resistance. Med Trop (Mars). 1998, 58(3 Suppl): 13-7.
[2] Balint GA, et al. Artemisinin and its derivatives: an important new class of antimalarial agents. Pharmacol Ther. 2001, 90(2-3): 261-265.
[3] Eckstein-Ludwig U, et al. Artemisinins target the SERCA of Plasmodium falciparum. Nature. 2003, 424(6951): 957-961.
[4] Wartenberg M, et al. The antimalaria agent artemisinin exerts antiangiogenic effects in mouse embryonic stem cell-derived embryoid bodies. Lab Invest. 2003, 83(11): 1647-1655.
[5] Hou J, et al. Experimental therapy of hepatoma with artemisinin and its derivatives: in vitro and in vivo activity, chemosensitization, and mechanisms of action. Clin Cancer Res. 2008, 14(17): 5519-5530.
[6] Hong YL, et al. The interaction of artemisinin with malarial hemozoin. Mol Biochem Parasitol. 1994, 63(1): 121-128.

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