A fungal metabolite with immunosuppressive and antitrypanosomal activities
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Carviolin

Item No. 29634

Technical Information
Formal Name
1,3-dihydroxy-6-(hydroxymethyl)-8-methoxy-9,10-anthracenedione
CAS Number
478-35-3
Molecular Formula
C16H12O6
Formula Weight
Purity
≥70%
A solid
Dichloromethane: solubleDMSO: solubleEthanol: solubleMethanol: soluble
SMILES
O=C1C2=C(C=C(CO)C=C2OC)C(C3=CC(O)=CC(O)=C31)=O
InChi Code
InChI=1S/C16H12O6/c1-22-12-3-7(6-17)2-9-14(12)16(21)13-10(15(9)20)4-8(18)5-11(13)19/h2-5,17-19H,6H2,1H3
InChi Key
XNMZBRJAWRIJII-UHFFFAOYSA-N
Origin
Bacterium/Penicillium sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Carviolin is an anthraquinone fungal metabolite that has been found in Z. longicaudata with immunosuppressive and antitrypanosomal activities.1,2 It inhibits LPS- or concanavalin A-induced proliferation of mouse splenocytes (IC50s = 4 and 4.5 µg/ml, respectively).1 Carviolin is active against T. b. brucei (MIC = 41.66 µM).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Fujimoto, H., Nakamura, E., Okuyama, E., et al. Six immunosuppressive features from an ascomycete, Zopfiella longicaudata, found in a screening study monitored by immunomodulatory activity. Chem. Pharm. Bull. (Tokyo) 52(8), 1005-1008 (2004).

    2. Aly, A.H., Debbab, A., Clements, C.M., et al. NF kappa B inhibitors and antitrypanosomal metabolites from endophytic fungus Penicillium sp. isolated from Limonium tubiflorum. Bioorg. Med. Chem. 19(1), 414-421 (2011).