A lignan with diverse biological activities
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Matairesinol

Item No. 10005174

Technical Information
Formal Name
dihydro-3R,4R-bis[(4-hydroxy-3-methoxyphenyl)methyl]-2(3H)-furanone
CAS Number
580-72-3
Synonyms
  • (–)-Matairesinol
Molecular Formula
C20H22O6
Formula Weight
Purity
≥95%
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:4): 0.25 mg/mlEthanol: 1 mg/ml
λmax
230, 282 nm
SMILES
OC1=C(OC)C=C(C[C@@H]2[C@@H](CC3=CC(OC)=C(O)C=C3)COC2=O)C=C1
InChi Code
InChI=1S/C20H22O6/c1-24-18-9-12(3-5-16(18)21)7-14-11-26-20(23)15(14)8-13-4-6-17(22)19(10-13)25-2/h3-6,9-10,14-15,21-22H,7-8,11H2,1-2H3/t14-,15+/m0/s1
InChi Key
MATGKVZWFZHCLI-LSDHHAIUSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Matairesinol is a lignan that has been found in Forsythia and has diverse biological activities.1,2,3,4,5 It reduces LPS-induced production of nitric oxide (NO) and prostaglandin E2 (PGE2; Item No. 14010) in RAW 264.7 cells.1 Matairesinol is cytotoxic to colon 26 cancer cells (LC50 = 9 µg/ml).2 It increases the lifespan of C. elegans when used at a concentration of 100 µM.3 Matairesinol (0.4, 2, and 10 µM) reduces neurotoxicity in neural PC12 cells induced by oxaliplatin (Item No. 13106).4 Topical administration of matairesinol (50 µg/ear) reduces ear thickness and mast cell infiltration, as well as serum IgE levels, in a mouse model of dust mite-induced atopic dermatitis.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lee, J.Y., Cho, B.J., Park, T.W., et alDibenzylbutyrolactone lignans from Forsythia koreana fruits attenuate lipopolysaccharide-induced inducible nitric oxide synthetase and cyclooxygenase-2 expressions through activation of nuclear factor-κb and mitogen-activated protein kinase in RAW264.7 cells. Biol. Pharm. Bull. 33(11), 1847-1853 (2010).

    2. Yamauchi, S., Sugahara, T., Nakashima, Y., et alEffect of benzylic oxygen on the cytotoxic activity for colon 26 cell line of phenolic lignans. Biosci. Biotechnol. Biochem. 70(12), 2942-2947 (2006).

    3. Su, S., and Wink, M. Natural lignans from Arctium lappa as antiaging agents in Caenorhabditis elegans. Phytochemistry 117, 340-350 (2015).

    4. Yi, J.-M., Shin, S., Kim, N.S., et alNeuroprotective effects of an aqueous extract of Forsythia viridissima and its major constituents on oxaliplatin-induced peripheral neuropathy. Molecules 24(6), 1177 (2019).

    5. Sung, Y.-Y., Lee, A.Y., and Kim, H.K. Forsythia suspensa fruit extracts and the constituent matairesinol confer anti-allergic effects in an allergic dermatitis mouse model. J. Ethnopharmacol. 187, 49-56 (2016).