A quassinoid with diverse biological activities
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Bruceine D

Item No. 40140

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
13,20-epoxy-1β,11β,12α,14,15β-pentahydroxy-picras-3-ene-2,16-dione
CAS Number
21499-66-1
Synonyms
  • Brucein D
  • NSC 318801
Molecular Formula
C20H26O9
Formula Weight
410.4
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: SolubleMethanol: Soluble
SMILES
O[C@]12[C@@]34[C@@]([C@H]([C@@H]([C@]2(OC4)C)O)O)([H])[C@@]5([C@@](C(C)=CC([C@H]5O)=O)([H])C[C@@]3([H])OC([C@@H]1O)=O)C
InChi Code
InChI=1S/C20H26O9/c1-7-4-9(21)13(23)17(2)8(7)5-10-19-6-28-18(3,14(24)11(22)12(17)19)20(19,27)15(25)16(26)29-10/h4,8,10-15,22-25,27H,5-6H2,1-3H3/t8-,10+,11+,12+,13+,14-,15-,17-,18+,19+,20+/m0/s1
InChi Key
JBDMZGKDLMGOFR-KQSRGDCESA-N
Origin
Plant/Brucea javanica (L.) Merr.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Bruceine D is a quassinoid that has been found in B. javanica and has diverse biological activities.1,2,3,4 It is active against chloroquine-resistant P. falciparum (IC50 = 0.015 µg/ml).1 Bruceine D selectively inhibits the proliferation of PANC-1, SW 1990, and Capan-1 pancreatic cancer cells over Hs68 fibroblasts (IC50s = 2.53, 5.21, 1.35, and >30 µM, respectively).2 It also induces apoptosis in PANC-1 cells. Bruceine D (20 and 40 mg/kg) protects against MPTP-induced motor impairments and dopaminergic neurodegeneration in a mouse model of Parkinson’s disease.3 It decreases carrageenan-induced paw inflammation in rats when administered at doses of 0.25 or 1 mg/kg.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. O'Neill, M.J., Bray, D.H., Boardman, P., et al. Plants as sources of antimalarial drugs, Part 4: Activity of Brucea javanica fruits against chloroquine-resistant Plasmodium falciparum in vitro and against Plasmodium berghei in vivo. J. Nat. Prod. 50(1), 41-48 (1987).

    2. Lau, S.T., Lin, Z.-X., Liao, Y., et al. Bruceine D induces apoptosis in pancreatic adenocarcinoma cell line PANC-1 through the activation of p38-mitogen activated protein kinase. Cancer Lett. 281(1), 42-52 (2009).

    3. Yang, Y., Kong, F., Ding, Q., et al. Bruceine D elevates Nrf2 activation to restrain Parkinson’s disease in mice through suppressing oxidative stress and inflammatory response. Biochem. Biophys. Res. Commun. 526(4), 1013-1020 (2020).

    4. Hall, I.H., Lee, K.H., Imakura, Y., et al. Anti-inflammatory agents III: Structure-activity relationships of brusatol and related quassinoids. J. Pharm. Sci. 72(11), 1282-1284 (1983).