A lignan with diverse biological activities
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Phillyrin

Item No. 29654

Technical Information
Formal Name
4-[(1S,3aR,4R,6aR)-4-(3,4-dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2-methoxyphenyl, β-D-glucopyranoside
CAS Number
487-41-2
Molecular Formula
C27H34O11
Formula Weight
Purity
≥98%
A solid
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:9): 0.1 mg/ml
λmax
230 nm
SMILES
COC1=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=CC([C@@]3([H])OC[C@@]4([H])[C@]3([H])CO[C@@]4([H])C5=CC(OC)=C(OC)C=C5)=C1
InChi Code
InChI=1S/C27H34O11/c1-32-17-6-4-13(8-19(17)33-2)25-15-11-36-26(16(15)12-35-25)14-5-7-18(20(9-14)34-3)37-27-24(31)23(30)22(29)21(10-28)38-27/h4-9,15-16,21-31H,10-12H2,1-3H3/t15-,16-,21+,22+,23-,24+,25-,26+,27+/m0/s1
InChi Key
KFFCKOBAHMGTMW-LGQRSHAYSA-N
Origin
Plant/Forsythiae fructus
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Phillyrin is a lignan that has been found in F. suspense and has diverse biological activities.1,2,3,4,5 It reduces hydrogen peroxide-induced caspase activation, increases in malondialdehyde (MDA) levels, and production of reactive oxygen species (ROS), as well as increases glutathione peroxidase (GPX) and superoxide dismutase (SOD) activities in PC12 cells.1 Phillyrin is active against P. aeruginosa in vitro (MIC = 0.5 mg/ml) and increases survival in a C. elegans model of P. aeruginosa infection.2 Intragastric administration of phillyrin (10 and 20 mg/kg) reduces pulmonary NF-κB activation, neutrophil infiltration, and levels of TNF-α, IL-1β, and IL-6, as well as interstitial edema, in a mouse model of LPS-induced acute lung injury.3 It decreases body weight, hepatic total cholesterol, free fatty acid, and triglyceride levels, and serum insulin levels in obese mice.4 Phillyrin (20 mg/kg) also prolongs survival time, decreases viral titers, and attenuates pulmonary tissue damage in a mouse model of influenza A infection.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wei, T., Tian, W., Yan, H., et alProtective effects of phillyrin on H2O2-induced oxidative stress and apoptosis in PC12 cells. Cell Mol. Neurobiol. 34(8), 1165-1173 (2014).

    2. Zhou, S., Zhang, A., and Chu, W. Phillyrin is an effective inhibitor of quorum sensing with potential as an anti-Pseudomonas aeruginosa infection therapy. J. Vet. Med. Sci. 81(3), 473-479 (2019).

    3. Zhong, W.-t., Wu, Y.-c., Xie, X.-x., et alPhillyrin attenuates LPS-induced pulmonary inflammation via suppression of MAPK and NF-κB activation in acute lung injury mice. Fitoterapia 90, 132-139 (2013).

    4. Xiao, H.-B., Sui, G.-G., and Lu, X.-Y. Phillyrin lowers body weight in obese mice via the modulation of PPAR<beta>/<delta>-ANGPTL 4 pathway. Obes. Res. Clin. Pract. 12(Suppl. 2), 71-79 (2018).

    5. Qu, X.Y., Li, Q.J., Zhang, H.M., et alProtective effects of phillyrin against influenza A virus in vivo. Arch. Pharm. Res. 39(7), 998-1005 (2016).