Cynaropicrin

• CAT Number: M006402
• CAS Number: 35730-78-0
• Molecular Formula: C19H22O6
• Molecular Weight: 346.377
• Purity: ≥95%
• Storage: -20°C
• IUPAC Name: [(3aR,4S,6aR,8S,9aR,9bR)-8-hydroxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] 2-(hydroxymethyl)prop-2-enoate
• InChI: InChI=1S/C19H22O6/c1-8-5-14(24-18(22)9(2)7-20)16-11(4)19(23)25-17(16)15-10(3)13(21)6-12(8)15/h12-17,20-21H,1-7H2/t12-,13-,14-,15-,16+,17+/m0/s1
• InChIKey: KHSCYOFDKADJDJ-NQLMQOPMSA-N
• SMILES: C=C1CC(C2C(C3C1CC(C3=C)O)OC(=O)C2=C)OC(=O)C(=C)CO

Cynaropicrin (CAS 35730-78-0) is a sesquiterpene lactone originally isolated from artichoke that has diverse biological activities. It inhibits the growth of SKOV3, LOX-IMVI, A549, MCF-7, HCT15, and PC-3 cancer cells.Cynaropicrin inhibits hepatitis C virus (HCV) replication in Huh7.5 cells. It inhibits release of TNF-α and nitric oxide (NO) from LPS-stimulated RAW264.7 cells (IC50s = 8.24 and 1.1 μM, respectively) as well as LPS-induced lymphocyte proliferation (IC50 = 0.9 μM). Cynaropicrin inhibits the growth of T. cruzi bloodstream trypomastigotes isolated from infected mice (EC50 = 1 μg/ml).

Reference

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5:Elsebai, M.F., Koutsoudakis, G., Saludes, V., et al. Pan-<wbr style="box-sizing: border-box;" />genotypic hepatitis C virus inhibition by natural products derived from the wild egyptian artichoke. J. Virol.  90(4),1918-1930 (2015).
6: Tanaka YT, Tanaka K, Kojima H, Hamada T, Masutani T, Tsuboi M, Akao Y. Cynaropicrin from Cynara scolymus L. suppresses photoaging of skin by inhibiting the transcription activity of nuclear factor-kappa B. Bioorg Med Chem Lett. 2013 Jan 15;23(2):518-23. doi: 10.1016/j.bmcl.2012.11.034. Epub 2012 Nov 21. PubMed PMID: 23232059.
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