Brusatol

Brusatol is a quassinoid that has been found in B. javanica and has diverse biological activities, including antimalarial, lipolytic, antioxidative, anticancer, and anti-inflammatory properties. It is active against chloroquine-resistant isolates of P. falciparum (EC50 = 7.58 ng/ml) and induces lipolysis in 3T3-L1 adipocytes when used at a concentration of 160 nM. Brusatol (40 nM) reduces nuclear erythroid 2-related factor 2 (Nrf2) ubiquitination and degradation and Nrf2 target gene expression in A549 lung cancer cells. It enhances cytotoxicity induced by cisplatin (Cay-13119) in A549 cells when used at a concentration of 40 nM in vitro and in an A549 mouse xenograft model when administered at a dose of 2 mg/kg. Brusatol also inhibits LPS-induced production of TNF-alpha, pro-IL-1beta, prostaglandin E2 (Cay-14010), and nitric oxide (NO) in RAW 264.7 macrophages. It reduces diarrhea and the severity of histopathological injury, as well as increases colonic levels of catalase (CAT), glutathione (GSH), and superoxide dismutase (SOD), in a mouse model of ulcerative colitis when administered at doses of 0.5 and 1 mg/kg.Formal Name: 13,20-epoxy-3,11beta,12alpha-trihydroxy-15beta-[(3-methyl-1-oxo-2-buten-1-yl)oxy]-2,16-dioxo-picras-3-en-21-oic acid, methyl ester. CAS Number: 14907-98-3. Synonyms: (+)-Brusatol, NSC 172924. Molecular Formula: C26H32O11. Formula Weight: 520.5. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 1 mg/ml, DMSO: 1 mg/ml, DMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml. lambdamax: 219, 280 nm. SMILES: O=C(OC)[C@]12[C@@]3([H])[C@]([C@]4([H])[C@@H](O)[C@@H]1O)(CO2)[C@@](OC([C@@H]3OC(/C=C(C)/C)=O)=O)([H])C[C@@]([C@]4(C)C5)([H])C(C)=C(O)C5=O. InChi Code: InChI=1S/C26H32O11/c1-10(2)6-15(28)37-18-20-25-9-35-26(20,23(33)34-5)21(31)17(30)19(25)24(4)8-13(27)16(29)11(3)12(24)7-14(25)36-22(18)32/h6,12,14,17-21,29-31H,7-9H2,1-5H3/t12-,14+,17+,18+,19+,20+,21-,24-,25+,26-/m0/s1. InChi Key: ZZZYHIMVKOHVIH-VILODJCFSA-N. Origin: Plant/Brucea javanica.