A lignan with diverse biological activities
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Myrislignan

Item No. 33759

Technical Information
Formal Name
αR-[(1S)-1-[2,6-dimethoxy-4-(2-propen-1-yl)phenoxy]ethyl]-4-hydroxy-3-methoxy-benzenemethanol
CAS Number
171485-39-5
Molecular Formula
C21H26O6
Formula Weight
Purity
≥98%
A solid
DMF: 15 mg/mlDMF:PBS (pH 7.2) (1:2): 0.33 mg/mlDMSO: 5 mg/mlEthanol: 1 mg/ml
SMILES
O[C@H](C1=CC(OC)=C(C=C1)O)[C@H](C)OC2=C(C=C(C=C2OC)CC=C)OC
InChi Code
InChI=1S/C21H26O6/c1-6-7-14-10-18(25-4)21(19(11-14)26-5)27-13(2)20(23)15-8-9-16(22)17(12-15)24-3/h6,8-13,20,22-23H,1,7H2,2-5H3/t13-,20-/m0/s1
InChi Key
ULZFTGWWPHYLGI-RBZFPXEDSA-N
Origin
Plant/Myristica fragrans
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Myrislignan is a lignan that has been found in M. fragrans and has diverse biological activities.1,2,3,4 It inhibits hypocotyl or root growth of cress (IC50s = 429 and 517 µM, respectively).1 Myrislignan (50 µg/ml) inhibits production of nitric oxide (NO), increases in inducible nitric oxide synthase (iNOS) and COX-2 levels, and release of TNF-α and IL-6 in LPS-stimulated RAW 264.7 cells.2 It inhibits the proliferation of, and induces apoptosis in, A549 lung cancer cells.3 Myrislignan (3, 5, and 8 mg/kg) reduces tumor growth in an A549 lung cancer mouse xenograft model. It decreases parasite burden in the liver, brain, and spleen in a mouse model of T. gondii infection when administered at a dose of 100 mg/kg.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Suwitchayanon, P., Suenaga, K., Iwasaki, A., et alMyrislignan, a growth inhibitor from the roots of citronella grass. Nat. Prod. Commun. 12(7), 1077-1078 (2017).

    2. Jin, H., Zhu, Z.-G., Yu, P.-J., et alMyrislignan attenuates lipopolysaccharide-induced inflammation reaction in murine macrophage cells through inhibition of NF-κB signalling pathway activation. Phytother. Res. 26(9), 1320-1326 (2012).

    3. Lu, X., Yang, L., Chen, J., et alThe action and mechanism of myrislignan on A549 cells in vitro and in vivo. J. Nat. Med. 71(1), 76-85 (2017).

    4. Zhang, J., Si, H., Li., B., et alMyrislignan exhibits activities against Toxoplasma gondii RH strain by triggering mitochondrial dysfunction. Front. Microbiol. 10, 2152 (2019).