A natural product with anti-inflammatory and anti-cancer activity
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Tanshinone IIA

Item No. 14323

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6,7,8,9-tetrahydro-1,6,6-trimethyl-phenanthro[1,2-b]furan-10,11-dione
CAS Number
568-72-9
Synonyms
  • NSC 686518
  • NSC 686519
  • TSA
Molecular Formula
C19H18O3
Formula Weight
294.4
Purity
≥97%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 2 mg/mlDMSO: 0.3 mg/ml
λmax
223, 269, 454 nm
SMILES
CC1=COC(C2=C3C4=C(C=C2)C(C)(C)CCC4)=C1C(C3=O)=O
InChi Code
InChI=1S/C19H18O3/c1-10-9-22-18-12-6-7-13-11(5-4-8-19(13,2)3)15(12)17(21)16(20)14(10)18/h6-7,9H,4-5,8H2,1-3H3
InChi Key
HYXITZLLTYIPOF-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $63

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    10 mg

    $94

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    25 mg

    $183

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    50 mg

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    Product Description

    Tanshinone IIA (TSA) is a major lipophilic component of extracts from the root of S. miltiorrhiza, used widely in Chinese herbal medicine. It has anti-inflammatory activity, inhibiting production of TNF-α, IL-1β, IL-6, NO, INFγ, and expression of iNOS, and IL-12.1,2 It blocks human aortic smooth muscle cell migration, inhibits MMP-9 activity, and interferes with PI3K/Akt and ERK1/2 signaling pathways.3 It is cytotoxic to various cancer cells including A549 lung cancer cells and leukemia cells.4,5Reduction of TSA by NAD(P)H:quinone oxidoreductase (NQO1) generates an unstable intermediate resulting in reactive oxygenase species-mediated apoptotic cell death.6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jang, S.I., Jeong, S.I., Kim, K.J., et al. Tanshinone IIA from Salvia miltiorrhiza inhibits inducible nitric oxide synthase expression and production of TNF-α, IL-1β and IL-6 in activated RAW 264.7 cells. Planta Med. 69(11), 1057-1059 (2003).

    2. Kang, B.Y., Chung, S.W., Kim, S.H., et al. Inhibition of interleukin-12 and interferon-γ production in immune cells by tanshinones from Salvia miltiorrhiza. Immunopharmacology 49(3), 355-361 (2000).

    3. Jin, U.H., Suh, S.J., Chang, H.W., et al. Tanshinone IIA from Salvia miltiorrhiza BUNGE inhibits human aortic smooth muscle cell migration and MMP-9 activity through AKT signaling pathway. J. Cell. Biochem. 104(1), 15-26 (2008).

    4. Chiu, T.L., and Su, C.C. Tanshinone IIA induces apoptosis in human lung cancer A549 cells through the induction of reactive oxygen species and decreasing the mitochondrial membrane potential. Int. J. Mol. Med. 25(2), 231-236 (2010).

    5. Sung, H.J., Choi, S.M., Yoon, Y., et al. Tanshinone IIA, an ingredient of Salvia miltiorrhiza BUNGE, induces apoptosis in human leukemia cell lines through the activation of caspase-3. Exp. Mol. Med. 31(4), 174-178 (1999).

    6. Liu, F., Yu, G., Wang, G., et al. An NQO1-initiated and p53-independent apoptotic pathway determines the anti-tumor effect of Tanshinone IIA against non-small cell lung cancer. PLoS One 7(7), 42138 (2012).