Tanshinone I (Tanshinone A)

Alias:
Cat No.:V0843 Purity: ≥98%
Tanshinone I (Tanshinone A; dihydrotanshinone, tanshinone IIA), a natural pigment isolated from the herbal medicine Salvia miltiorrhiza Bunge, is a potent inhibitor of type IIA human recombinant sPLA2 with important biological activity.
Tanshinone I (Tanshinone A) Chemical Structure CAS No.: 568-73-0
Product category: Phospholipase
This product is for research use only, not for human use. We do not sell to patients.
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Tanshinone I (Tanshinone A; dihydrotanshinone, tanshinone IIA), a natural pigment isolated from the herbal medicine Salvia miltiorrhiza Bunge, is a potent inhibitor of type IIA human recombinant sPLA2 with important biological activity. It inhibits type IIA human recombinant sPLA2 and rabbit recombinant cPLA2 with IC50s of 11 μM and 82 μM, respectively. It is an active component that may have anticancer, antidiabetic, and neuroprotective properties. Tanshinone I displays cytotoxicity against human macrophages and IFN-g production in KLH-primed lymph node cells. Tanshinone I inhibits PGE2 formation from LPS-induced RAW macrophages (IC50 = 38 μM).

Biological Activity I Assay Protocols (From Reference)
ln Vitro
Tanshinone I (IC50=38 μM) suppresses the production of PGE2 in RAW macrophages stimulated by LPS. Tanshinone I clearly reduces PGE2 synthesis (IC50=38 μM) at 10-100 μM when applied concurrently with LPS. When tanshinone I is administered after COX-2 is fully activated, it also lowers PGE2 (IC50=46 μM). Tanshinone I may directly reduce COX-2 activity and/or influence PLA2 activity, as evidenced by the fact that it inhibits PGE2 synthesis by pre-induced COX-2. Tanshinone I exhibits concentration-dependent inhibition of sPLA2 (IC50=11 μM) when it is treated with two distinct forms of phospholipase A2 (PLA2). Tanshinone I also suppresses cPLA2 (IC50=82 μM), albeit less potently [1].
ln Vivo
In paw oedema and adjuvant-induced arthritis in rats, tanshinone I exhibits anti-inflammatory properties. Rat carrageenan (CGN)-induced paw oedema and rat adjuvant-induced arthritis (AIA) are two standard animal models of acute and chronic inflammation that are used to determine the anti-inflammatory efficacy of Tanshinone I. While indomethacin's IC50 is 7.1 mg/kg, tanshinone I exhibits considerable anti-inflammatory efficacy against CGN-induced paw oedema (47% inhibition at 160 mg/kg). With an oral dosage of 50 mg/kg/day in AIA, tanshinone I inhibits secondary inflammation by 27% at 18 days, while prednisolone (5 mg/kg/day) exhibits a strong 65% inhibition [1].
Animal Protocol
In order to evaluate the inhibitory activity of Tanshinone I against animal models of acute and chronic inflammation, rat carrageenan (CGN)-induced paw oedema and adjuvant-induced arthritis (AIA) models are employed. Briefly, 1% CGN dissolved in pyrogen-free saline (0.05 mL) is injected into right hind paw of rats for the paw oedema test. After 5 h, swelling of the treated paw is measured using a plethysmometer. Tanshinone I dissolved in 0.5% CMC is administered orally 1 h prior to CGN injection. For the AIA test, an arthritic inflammation is provoked by injection of Mycobacterium Butyricum (0.6 mL/rat) dissolved in mineral oil to the right hind paw of rats. Tanshinone I is orally administered every day. The swelling of the treated and untreated paws is measured using a plethysmometer.
Rats
References
[1]. Kim SY, et al. Effects of Tanshinone I isolated from Salvia miltiorrhiza bunge on arachidonic acid metabolism and in vivo inflammatory responses. Phytother Res. 2002 Nov;16(7):616-20
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C18H12O3
Molecular Weight
276.29
CAS #
568-73-0
Related CAS #
568-73-0
SMILES
O1C([H])=C(C([H])([H])[H])C2C(C(C3C4=C([H])C([H])=C([H])C(C([H])([H])[H])=C4C([H])=C([H])C=3C1=2)=O)=O
InChi Key
AIGAZQPHXLWMOJ-UHFFFAOYSA-N
InChi Code
InChI=1S/C18H12O3/c1-9-4-3-5-12-11(9)6-7-13-15(12)17(20)16(19)14-10(2)8-21-18(13)14/h3-8H,1-2H3
Chemical Name
1,6-dimethyl-phenanthro[1,2-b]furan-10,11-dione
Synonyms

dihydrotanshinone, tanshinone I, or tanshinone IIA

Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 23 mg/mL (83.2 mM)
Water:<1 mg/mL
Ethanol:<1 mg/mL
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.6194 mL 18.0969 mL 36.1939 mL
5 mM 0.7239 mL 3.6194 mL 7.2388 mL
10 mM 0.3619 mL 1.8097 mL 3.6194 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Biological Data
  • The effect of tanshinone I on cell viability or on TNF-α-mediated expression of ICAM-1 and VCAM-1 in HUVECs.Carcinogenesis.2008 Oct;29(10):1885-92.
  • The effect of tanshinone I on angiogenesis and metastasis of breast cancer cells.Carcinogenesis.2008 Oct;29(10):1885-92.
  • Inhibition of TNF-α-stimulated adhesion of monocyte or breast cancer cells to ECs by tanshinone I or CAM siRNAs.


    Tanshinone I
    The effect of tanshinone I on MDA-MB-231 tumor xenografts in nude mice.Carcinogenesis.2008 Oct;29(10):1885-92.
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