A lignan with anti-inflammatory and anticancer activities
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Magnolin

Item No. 25123

Technical Information
Formal Name
(1S,3aR,4S,6aR)-1-(3,4-dimethoxyphenyl)tetrahydro-4-(3,4,5-trimethoxyphenyl)-1H,3H-furo[3,4-c]furan
CAS Number
31008-18-1
Synonyms
  • (+)-Magnolin
Molecular Formula
C23H28O7
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 20 mg/mlDMSO: 20 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/mlEthanol: 0.5 mg/ml
λmax
231, 278 nm
SMILES
COC(C=C1)=C(OC)C=C1[C@@H](OC2)[C@]3([H])[C@@]2([H])[C@@H](C4=CC(OC)=C(OC)C(OC)=C4)OC3
InChi Code
InChI=1S/C23H28O7/c1-24-17-7-6-13(8-18(17)25-2)21-15-11-30-22(16(15)12-29-21)14-9-19(26-3)23(28-5)20(10-14)27-4/h6-10,15-16,21-22H,11-12H2,1-5H3/t15-,16-,21+,22+/m0/s1
InChi Key
MFIHSKBTNZNJIK-RZTYQLBFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Magnolin is a lignan originally found in M. fargesii that has anti-inflammatory and anticancer activities.1 It inhibits LPS-induced nitric oxide (NO) production in BV-2 cells (IC50 = 20.5 µM).2 Magnolin inhibits ERK1 and ERK2 (IC50s = 87 and 16.5 nM, respectively) and EGF-induced NF-κB transactivation activity when used at concentrations of 30 and 60 µM.3 It suppresses migration of JB6 C141 cells in a concentration-dependent manner and decreases markers of epithelial-to-mesenchymal transition (EMT) in A549 cells. Magnolin decreases phosphorylation of Akt, increases caspase-3 levels, and upregulates p53 and p21 in PC3 and DU145 prostate cancer cells.4 It inhibits proliferation, halts the cell cycle, and induces apoptosis in PC3 and DU145 cells when used at concentrations of 50 and 100 µM. Magnolin also reduces tumor growth and increases apoptosis of tumor cells in a PC3 prostate cancer mouse xenograft model when administered at a dose of 50 µmol/kg.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kakisawa, H., Kusumi, T., Hsu, H.-Y., et alStructures of lignans of Magnolia fargesii. Bull. Chem. Soc. Jpn. 43(11), 3631-3631 (1970).

    2. Kim, J.Y., Lim, H.J., Lee, D.Y., et alIn vitro anti-inflammatory activity of lignans isolated from Magnolia fargesii. Bioorg. Med. Chem. Lett. 19(3), 937-940 (2009).

    3. Lee, C.-J., Lee, M.-H., Yoo, S.-M., et alMagnolin inhibits cell migration and invasion by targeting the ERKs/RSK2 signaling pathway. BMC Cancer 15:576, (2015).

    4. Huang, Y., Zou, X., Zhang, X., et alMagnolin inhibits prostate cancer cell growth in vitro and in vivo. Biomed Pharmacother. 87, 714-720 (2017).