A lignan with diverse biological activities
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Galgravin

Item No. 35431

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2R,3R,4S,5S)-rel-2,5-bis(3,4-dimethoxyphenyl)tetrahydro-3,4-dimethyl-furan
CAS Number
528-63-2
Synonyms
  • (±)-Galgravin
Molecular Formula
C22H28O5
Formula Weight
372.5
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: solubleDMSO: soluble
λmax
231 nm
SMILES
C[C@H]1[C@H](C2=CC(OC)=C(OC)C=C2)O[C@H](C3=CC(OC)=C(OC)C=C3)[C@H]1C
InChi Code
InChI=1S/C22H28O5/c1-13-14(2)22(16-8-10-18(24-4)20(12-16)26-6)27-21(13)15-7-9-17(23-3)19(11-15)25-5/h7-14,21-22H,1-6H3/t13-,14+,21-,22+
InChi Key
JLJAVUZBHSLLJL-DQEHQXCCSA-N
Origin
Plant/Magnolia biondii
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Galgravin is a lignan that has been found in N. megapotamica and has diverse biological activities.1,2,3,4 It inhibits the binding of platelet-activating factor (PAF) to isolated rabbit platelet plasma membranes (IC50 = 4.5 µM).1 Galgravin (3-100 µM) inhibits osteoclast formation induced by RANKL and macrophage colony-stimulating factor (M-CSF) in mouse bone marrow-derived macrophages.2 It protects against cytotoxicity induced by human amyloid-β (25-35) (Aβ (25-35); Item No. 24155) in primary rat hippocampal neurons when used at a concentration of 10 µM.3 Galgravin (20 mg/kg) reduces acetic acid-induced abdominal constrictions in mice and carrageenan-induced paw edema in rats.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Biftu, T., Gamble, N.F., Doebber, T., et al. Conformation and activity of tetrahydrofuran lignans and analogues as specific platelet activating factor antagonists. J. Med. Chem. 29(10), 1917-1921 (1986).

    2. Asai, M., Lee, J.-W., Itakura, Y., et al. Effects of veraguensin and galgravin on osteoclast differentiation and function. Cytotechnology 64(3), 315-322 (2012).

    3. Zhai, H., Inoue, T., Moriyama, M., et al. Neuroprotective effects of 2,5-diaryl-3,4-dimethyltetrahydrofuran neolignans. Biol. Pharm. Bull. 28(2), 289-293 (2005).

    4. da Silva Filho, A.A., Andrade e Silva, M.L., Carvalho, J.C.T., et al. Evaluation of analgesic and anti-inflammatory activities of Nectandra megapotamica (Lauraceae) in mice and rats. J. Pharm. Pharmacol. 56(9), 1179-1184 (2004).