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Chemical Structure| 14907-98-3 Chemical Structure| 14907-98-3

Structure of (+)-Brusatol
CAS No.: 14907-98-3

Chemical Structure| 14907-98-3

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(+)-Brusatol is a naturally derived antioxidant with high affinity for Nrf2, with an IC50 value of 0.2 μM. (+)-Brusatol exhibits antioxidant, anti-inflammatory, and antitumor activities and can be used in research on oxidative stress-related diseases and cancer.

Synonyms: NSC 172924; Brusatol

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Product Details of (+)-Brusatol

CAS No. :14907-98-3
Formula : C26H32O11
M.W : 520.53
SMILES Code : O=C([C@@]12[C@@H](O)[C@H](O)[C@@]([C@]3(C)[C@@](C(C)=C(O)C(C3)=O)([H])C[C@@]4([H])O5)([H])[C@]4(CO2)[C@@]1([H])[C@@H](OC(/C=C(C)/C)=O)C5=O)OC
Synonyms :
NSC 172924; Brusatol
MDL No. :MFCD01746220
InChI Key :ZZZYHIMVKOHVIH-VILODJCFSA-N
Pubchem ID :73432

Safety of (+)-Brusatol

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
RKO cells 0–100 nM 1 hour To investigate the effect of brusatol on HIF-1α expression in colorectal cancer cells under hypoxia, results showed that brusatol decreased HIF-1α expression in a dose-dependent manner. PMC5596433
HCT116 cells 0–100 nM 1 hour To investigate the effect of brusatol on HIF-1α expression in colorectal cancer cells under hypoxia, results showed that brusatol decreased HIF-1α expression in a dose-dependent manner. PMC5596433
HCCLM3 cells 0, 5, 10 nM 72 hours To evaluate the effect of BT on the proliferation of HCCLM3 cells, results showed that BT significantly inhibited cell proliferation at 5 and 10 nM doses. PMC7584682
HCCLM3 cells 10 nM 8 hours To evaluate the effect of BT on the invasion ability of HCCLM3 cells, results showed that BT significantly inhibited cell invasion. PMC7584682
RAW264.7 cells 100 nM 1 hour Brusatol inhibited CDDO-enhanced transcription of Gpx4, Sod2, and Gclc, bringing it back to baseline levels. PMC7718430
Gstz1-KO HepG2 cells 40 nM 12 hours To evaluate the effect of NRF2 inhibitor brusatol on the proliferation of Gstz1-KO HepG2 cells, the results showed that brusatol significantly inhibited the proliferation of Gstz1-KO HepG2 cells. PMC6822483
PC12 cells 5 nM 24 hours Brusatol, as an Nrf2 inhibitor, reversed the protective effects of ISL on PC12 cells, inhibiting ISL's promotion of mitochondrial function and anti-apoptotic effects. PMC11546133
U251 cells 19.82 nM (IDH1R132C), 21.87 nM (IDH1R132H), 38.06 nM (IDH1WT) To evaluate the cytotoxic effect of (+)-Brusatol on IDH1-mutated cells, results showed that IDH1-mutated cells were more sensitive to (+)-Brusatol with lower IC50 values. PMC6792082
TS603 cells 40 nM, 100 nM To evaluate the inhibitory effect of (+)-Brusatol on IDH1-mutated TS603 cells, results showed that (+)-Brusatol significantly inhibited the sphere formation of TS603 cells. PMC6792082

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
Nude mice A549 cell xenograft model Local injection 150 mg/kg Twice a day for 14 days To investigate the effect of Brusatol on tumor radiosensitivity, results showed that Brusatol significantly increased tumor radiosensitivity by inhibiting the NRF2 and ATR-CHK1 signaling pathway. PMC7498319
Mice CCSPCre/Cre/LSL-KrasG12D/+ mice Intraperitoneal injection 2 mg/kg Single injection, followed by radiation treatment after 24 hours Brusatol cotreatment with cisplatin significantly reduced tumor burden and improved survival. PMC4268230
Nude mice Colorectal cancer xenograft model Intraperitoneal injection Short-term and long-term treatment To evaluate the antitumor activity of brusatol in vivo, results showed that brusatol significantly suppressed tumor growth. PMC5596433
NCr nude mice HCCLM3-Luc induced hepatocellular carcinoma model Intraperitoneal injection 2 and 4 mg/kg Three times a week for 32 days To evaluate the antitumor and antimetastatic effects of BT in HCC mouse model, results showed that BT significantly reduced tumor burden and lung metastasis. PMC7584682
Mice Pristane-induced lupus model Intraperitoneal injection 40 mg/kg/day once daily for 2 weeks Brusatol increased CM and decreased NCM, and unexpectedly induced severe DAH. PMC7718430
mice Gstz1−/−mice intraperitoneal injection 2.0 mg/kg Every other day for 9 days To evaluate the effect of brusatol on the progression of liver cancer in Gstz1?/?mice, the results showed that brusatol significantly inhibited the progression of liver cancer in Gstz1?/?mice. PMC6822483
Zebrafish keap1a;keap1b double-knockout zebrafish 1 mg/kg Sal and 10 mg/kg 4E1RCat Every other day for 3-4 weeks Partially rescued the lethality of keap1a;keap1b double-knockout zebrafish PMC10031532
Mice Middle cerebral artery occlusion model Intragastric administration 2 mg/kg every 2 days, for 2 weeks Brusatol, as an Nrf2 inhibitor, reversed the protective effects of ISL on cerebral ischemia-reperfusion injury in mice, inhibiting ISL's promotion of mitochondrial function and anti-apoptotic effects. PMC11546133
Mice APP/PS1 transgenic mice Gavage 0.3 μM From 5 to 11 dpf, replaced every 2 days Brusatol (BRU) significantly reversed the activation of the Nrf2 signaling pathway mediated by MG53 and hUC-MSCs transplantation, and attenuated its improvement effects on behavior and mood in AD mice. PMC9079718
Nude mice IDH1-mutated subcutaneous xenograft model Intraperitoneal injection 5 mg/kg Administered 1 hour before NM exposure, mice were sacrificed at 24 and 72 hours after NM exposure To evaluate the antitumor effect of (+)-Brusatol on IDH1-mutated tumor xenografts, results showed that (+)-Brusatol significantly inhibited tumor growth. PMC6792082

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

1.92mL

0.38mL

0.19mL

9.61mL

1.92mL

0.96mL

19.21mL

3.84mL

1.92mL

Dissolving Methods
Please choose the appropriate dissolution scheme according to your animal administration guide.For the following dissolution schemes, clear stock solution should be prepared according to in vitro experiments, and then cosolvent should be added in turn:

in order to ensure the reliability of the experimental results, the clarified stock solution can be properly preserved according to the storage conditions; The working fluid for in vivo experiment is recommended to be prepared now and used on the same day;

The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound.
Protocol 1
Protocol 2

References

 

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