A lignan with diverse biological activities
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Isomer(s)
44937Lirioresinol B dimethyl ether
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Lirioresinol A dimethyl ether

Item No. 44940

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1R,3aR,4S,6aR)-tetrahydro-1,4-bis(3,4,5-trimethoxyphenyl)-1H,3H-furo[3,4-c]furan
CAS Number
24192-64-1
Synonyms
  • (+)-Epiyangambin
  • NSC 172767
  • epi-Yangambin
Molecular Formula
C24H30O8
Formula Weight
446.5
Purity
≥95%
Formulation (Request formulation change)
A solid
SMILES
COC1=C(OC)C=C([C@@H]2OC[C@@]3([C@H](OC[C@@]32[H])C4=CC(OC)=C(OC)C(OC)=C4)[H])C=C1OC
InChi Code
InChI=1S/C24H30O8/c1-25-17-7-13(8-18(26-2)23(17)29-5)21-15-11-32-22(16(15)12-31-21)14-9-19(27-3)24(30-6)20(10-14)28-4/h7-10,15-16,21-22H,11-12H2,1-6H3/t15-,16-,21-,22+/m0/s1
InChi Key
HRLFUIXSXUASEX-WWLNLUSPSA-N
Origin
Plant/Magnolia officinalis
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

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    Product Description

    Lirioresinol A dimethyl ether is a lignan that has been found in H. nymphaeifolia and has diverse biological activities.1,2,3 It inhibits the aggregation of isolated rabbit platelets induced by platelet-activating factor (PAF), collagen, or arachidonic acid (Item Nos. 90010 | 90010.1 | 10006607) when used at a concentration of 100 µM.1 Lirioresinol A dimethyl ether inhibits the proliferation of SK-MEL-147 melanoma cells (IC50 = 13.09 µg/ml) and induces cell cycle arrest at the G2/M phase in the same cells.2 It is active against L. amazonensis and L. braziliensis intracellular amastigotes (IC50s = 22.6 and 74.4 µM, respectively).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chen, J.-J., Chang, Y.-L., Teng, C.-M., et al. Anti-platelet aggregation alkaloids and lignans from Hernandia nymphaeifolia. Planta Med. 66(3), 251-256 (1999).

    2. Garcia, D.A., Pressete, C.G., Miranda, R., et al. Biological and metabolomics-guided isolation of tetrahydrofurofuran lignan from Croton spp. with antiproliferative activity against human melanoma cell line. Fitoterapia 177, 106070 (2024).

    3. Rebouças-Silva, J., Santos, G.F., Filho, J.M.B., et al. In vitro leishmanicidal effect of Yangambin and Epi-yangambin lignans isolated from Ocotea fasciculata (Nees) Mez. Front Cell. Infect. Microbiol. 12, 1045732 (2022).