A diterpenoid furanolactone with diverse biological activities
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Columbin

Item No. 24105

Technical Information
Formal Name
9-(3-furanyl)-1R,4R,4aR,5,6,6aR,9S,10,10aS,10bS-decahydro-4-hydroxy-4a,10a-dimethyl-1,4-etheno-3H,7H-benzo[1,2-c:3,4-c']dipyran-3,7-dione
CAS Number
546-97-4
Molecular Formula
C20H22O6
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 0.03 mg/ml
SMILES
O=C1O[C@H](C2=COC=C2)C[C@]3(C)[C@@]1([H])CC[C@]([C@]4(O)C=C5)(C)[C@@]3([H])[C@]5([H])OC4=O
InChi Code
InChI=1S/C20H22O6/c1-18-9-14(11-5-8-24-10-11)25-16(21)12(18)3-6-19(2)15(18)13-4-7-20(19,23)17(22)26-13/h4-5,7-8,10,12-15,23H,3,6,9H2,1-2H3/t12-,13+,14-,15-,18+,19+,20-/m0/s1
InChi Key
AALLCALQGXXWNA-QJNFORGASA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Columbin is a diterpenoid furanolactone isolated from J. columba, A. albida, and T. bakis that has diverse biological activities.1,2,3,4 It inhibits the growth of T. brucei in vitro and induces complete parasite clearance in T. brucei-infected mice when administered at a dose of 25 mg/kg per day for three days.1 Columbin selectively inhibits COX-2 over COX-1 (EC50s = 53.1 and 327 μM, respectively) and reduces carrageenan-induced paw edema in rats in a dose-dependent manner.2 Dietary feeding of columbin (4, 20, and 100 ppm) reduces the number of lesions in a rat model of azoxymethane-induced colon carcinogenesis.3 Columbin (20-40 mg/kg per day) also reduces sleeping time induced by a mixture of urethane and α-choralose but prolongs sleeping time induced by hexobarbital in mice.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Nok, A.J., Sallau, B.A., Onyike, E., et alColumbin inhibits cholesterol uptake in bloodstream forms of Trypanosoma brucei-A possible trypanocidal mechanism. J. Enzyme Inhib. Med. Chem. 20(4), 365-368 (2005).

    2. Abdelwahab, S.I., Koko, W.S., Mohamed Elhassan Taha, M., et alIn vitro and in vivo anti-inflammatory activities of columbin through the inhibition of cycloxygenase-2 and nitric oxide but not the suppression of NF-κB translocation. Eur. J. Pharmacol. 678(1-3), 61-70 (2012).

    3. Kohno, H., Maeda, M., Tanino, M., et alA bitter diterpenoid furanolactone columbin from Calumbae Radix inhibits azoxymethane-induced rat colon carcinogenesis. Cancer Lett. 183(2), 131-139 (2002).

    4. Wada, K., Kurihara, T., Yagi, M., et alColumbin isolated from calumbae radix affects the sleeping time of anesthetized mice. Biol. Pharm. Bull. 18(4), 634-636 (1995).