An aporphine alkaloid with vasodilatory and anticancer activities
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Isocorydine

Item No. 30101

Technical Information
Formal Name
(6aS)-5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6-methyl-4H-dibenzo[de,g]quinolin-11-ol
CAS Number
475-67-2
Synonyms
  • NSC 32979
Molecular Formula
C20H23NO4
Formula Weight
Purity
≥98%
A crystalline solid
Chloroform: 10 mg/ml
λmax
216, 272 nm
SMILES
OC1=C2C(C[C@@]3([H])C(C2=C(OC)C(OC)=C4)=C4CCN3C)=CC=C1OC
InChi Code
InChI=1S/C20H23NO4/c1-21-8-7-12-10-15(24-3)20(25-4)18-16(12)13(21)9-11-5-6-14(23-2)19(22)17(11)18/h5-6,10,13,22H,7-9H2,1-4H3/t13-/m0/s1
InChi Key
QELDJEKNFOQJOY-ZDUSSCGKSA-N
Origin
Plant/Dactylicapnos scandens
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Isocorydine is an aporphine alkaloid that has been found in A. squamosa that has vasodilatory and anticancer activities.1,2,3,4,5 It reduces the action potential duration and increases the effective refractory period in isolated canine Purkinje fibers when used at a concentration of 30 µM.2 Isocorydine induces relaxation of norepinephrine-precontracted isolated rabbit aortic strips with an EC50 value of 12.6 µM.3 It is cytotoxic to A549 lung cancer cells (IC50 = 197.7 µM), as well as Huh7, HepG2, SNU-449, and SNU-387 hepatic cancer cells (IC50s = 161.3, 148, 262.2, and 254.1 µg/ml, respectively).4,5 Isocorydine, in combination with doxorubicin, reduces tumor growth in a Huh7 mouse xenograft model.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bhakuni, D.S., Tewari, S., and Dhar, M.M. Aporphine alkaloids of Annona squamosa. Phytochemistry 11(5), 1819-1822 (1972).

    2. Zhao, Y.-Q., Li, G.-R., Zhang, D.-Z., et alEffects of isocorydine on action potentials in isolated canine purkinje fibers and ventricular muscles. J. Mol. Cell. Cardiol. 12(4), 324-327 (1991).

    3. Jiang, Q.-S., Huang, X.-N., Sun, A.-S., et alRelation of vasodilative action of isocorydine to cyclic nucleotides. Chi. J. Pharm. Toxicol. 15(4), 251-255 (2011).

    4. Zhong, M., Liu, Y., Liu, J., et alIsocorydine derivatives and their anticancer activities. Molecules 19(8), 12099-12115 (2014).

    5. Pan, J.-X., Chen, G., Li, J.-J., et alIsocorydine suppresses doxorubicin-induced epithelial-mesenchymal transition via inhibition of ERK signaling pathways in hepatocellular carcinoma. Am. J. Cancer Res. 8(1), 154-164 (2018).