A fungal metabolite with diverse biological activities
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Bikaverin

Item No. 27467

Technical Information
Formal Name
6,11-dihydroxy-3,8-dimethoxy-1-methyl-10H-benzo[b]xanthene-7,10,12-trione
CAS Number
33390-21-5
Synonyms
  • Lycopersin
  • NSC 215139
Molecular Formula
C20H14O8
Formula Weight
Purity
≥95%
A solid
SMILES
O=C(C=C1OC)C2=C(C(O)=C(OC(C=C(OC)C=C3C)=C3C4=O)C4=C2O)C1=O
InChi Code
InChI=1S/C20H14O8/c1-7-4-8(26-2)5-10-12(7)17(23)15-18(24)13-9(21)6-11(27-3)16(22)14(13)19(25)20(15)28-10/h4-6,24-25H,1-3H3
InChi Key
ZOQMSOSJEWBMHP-UHFFFAOYSA-N
Origin
Fungus/Fusarium sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Bikaverin is a fungal metabolite originally isolated from F. oxysporum f. sp. lycopersici that has diverse biological activities.1,2,3,4 It is active against L. braziliensis when used at a concentration of 0.15 µg/ml and against B. xylophilus at a concentration of 100 µg/ml.2 It inhibits proliferation of NCI-H460, MIA PaCa-2, MCF-7, and SF-268 cells (IC50s = 0.43, 0.26, 0.42, and 0.38 µM, respectively).3 Bikaverin inhibits the growth of certain plant pathogenic fungi, including R. solani, P. capsici, P. infestans, and M. grisea (IC50s = <1.2, 10, 60, and 70 µg/ml, respectively).4 It inhibits the development and provides disease control of tomato late blight and wheat leaf rust caused by P. infestans and P. recondita, respectively, when applied at a concentration of 300 µg/ml.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Nord, F.F. Structure of some Fusarium pigments and their action. Intern. Congr. Biochem., Abstrs. of Communs. 1st Congr. Cambridge, Engl. 243-244 (1949).

    2. Limón, M.C., Rodríguez-Ortiz, R., and Avalos, J. Bikaverin production and applications. Appl. Microbiol. Biotechnol. 87(1), 21-29 (2010).

    3. Zhan, J., Burns, A.M., Liu, M.X., et alSearch for cell motility and angiogenesis inhibitors with potential anticancer activity: Beauvericin and other constituents of two endophytic strains of Fusarium oxysporum. J. Nat. Prod. 70(2), 227-232 (2007).

    4. Son, S.W., Kim, H.Y., Choi, G.J., et alBikaverin and fusaric acid from Fusarium oxysporum show antioomycete activity against Phytophthora infestans. J. Appl. Microbiol. 104(3), 692-698 (2008).