A quassinoid with diverse biological activities
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Bruceantin

Item No. 33973

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(11β,12α,15β)-15-[[(2E)-3,4-dimethyl-1-oxo-2-penten-1-yl]oxy]-13,20-epoxy-3,11,12-trihydroxy-2,16-dioxo-picras-3-en-21-oic acid, methyl ester
CAS Number
41451-75-6
Synonyms
  • (–)-Bruceantin
  • NCI 165563
  • NSC 165563
Molecular Formula
C28H36O11
Formula Weight
548.6
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: soluble
λmax
222, 280 nm
SMILES
COC([C@]12[C@@]3([H])[C@@]4(CO2)[C@@]([C@H]([C@@H]1O)O)([H])[C@@]5([C@@](C(C)=C(C(C5)=O)O)([H])C[C@@]4([H])OC([C@@H]3OC(/C=C(C)/C(C)C)=O)=O)C)=O
InChi Code
InChI=1S/C28H36O11/c1-11(2)12(3)7-17(30)39-20-22-27-10-37-28(22,25(35)36-6)23(33)19(32)21(27)26(5)9-15(29)18(31)13(4)14(26)8-16(27)38-24(20)34/h7,11,14,16,19-23,31-33H,8-10H2,1-6H3/b12-7+/t14-,16+,19+,20+,21+,22+,23-,26-,27+,28-/m0/s1
InChi Key
IRQXZTBHNKVIRL-GOTQHHPNSA-N
Origin
Plant/Brucea antidysenterica
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $98

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    1 mg

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    5 mg

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    10 mg

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    Product Description

    Bruceantin is a quassinoid originally isolated from B. antidysenterica that has diverse biological activities.1,2,3 It inhibits protein synthesis in HeLa cells, reticulocytes, and reticulocyte lysates (IC50s = 30, 40, and 1,600 nM, respectively).1 Bruceantin is active against chloroquine-sensitive and -resistant strains of P. falciparum (IC50s = 8 and 13 nM, respectively).2 It induces apoptosis in HL-60 leukemia and RPMI-8226 multiple myeloma cells (IC50s = 12.2 and 12.8 nM, respectively).3 Bruceantin (5 mg/kg) induces tumor regression in an RPMI-8226 mouse xenograft model.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Liao, L.L., Kupchan, S.M., and Horwitz, S.B. Mode of action of the antitumor compound bruceantin, an inhibitor of protein synthesis. Mol. Pharmacol. 12(1), 167-176 (1976).

    2. Ekong, R.M., Kirby, G.C., Patel, G., et al. Comparison of the in vitro activities of quassinoids with activity against Plasmodium falciparum, anisomycin and some other inhibitors of eukaryotic protein synthesis. Biochem. Pharmacol. 40(2), 297-301 (1990).

    3. Cuendet, M., and Pezzuto, J.M. Antitumor activity of bruceantin: An old drug with new promise. J. Nat. Prod. 67(2), 269-272 (2004).