Structure of Licochalcone A
CAS No.: 58749-22-7
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
Licochalcone A, an estrogenic flavanoid, can be an inhibitor of p-glycoprotein and has anti-inflammatory actions.
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CAS No. : | 58749-22-7 |
Formula : | C21H22O4 |
M.W : | 338.40 |
SMILES Code : | O=C(C1=CC=C(O)C=C1)/C=C/C2=CC(C(C=C)(C)C)=C(O)C=C2OC |
MDL No. : | MFCD01417903 |
InChI Key : | KAZSKMJFUPEHHW-DHZHZOJOSA-N |
Pubchem ID : | 5318998 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H302-H312-H332 |
Precautionary Statements: | P280 |
In Vitro:
Cell Line
|
Concentration | Treated Time | Description | References |
SH-SY5Y cells | 1 µM | 7 days | Promoted Nrf2 nuclear translocation and upregulated Nrf2 downstream gene expression, thereby protecting cells from oxidative stress damage | PMC7433010 |
293 cells | 1-10 µM | 3 days | Reduced Tau misfolding and associated ROS, promoted neurite outgrowth, and inhibited caspase 3 activity | PMC7433010 |
ELT3 cells | 0, 10, 20, 30, 40, 50, 60 µM | 24 and 48 hours | LicoA significantly inhibited ELT3 cell growth at concentrations above 20 µM, and the LDH cytotoxicity assay showed dose-dependent toxicity to ELT3 cells. | PMC11851460 |
Uterine smooth muscle cells (UtSMCs) | 0, 10, 20, 30, 40, 50, 60 µM | 24 and 48 hours | LicoA slightly inhibited UtSMCs growth at 50 and 60 µM after 24 hours, and significantly inhibited UtSMCs growth at concentrations above 30 µM after 48 hours. | PMC11851460 |
Mouse mammary epithelial cells (mMECs) | 1.2, 1.8, 2.4, 3 µg/mL | 4 hours | To evaluate the effect of Licochalcone A on cell viability, results showed that Licochalcone A inhibited LPS-induced inflammatory responses and increased the protein levels of ZO-1, occludin, and claudin3 | PMC6398509 |
Mouse primary hepatocytes | 10 μg/mL | 24 hours | To evaluate the effect of CVC on CCL2-induced hepatocyte steatosis. CVC down-regulated the fatty acid synthesis gene Fasn and up-regulated the fatty acid oxidation genes Acox-1, Pgc1α, and Ucp-2. | PMC4416341 |
Normal osteoblast MC3T3-E1 cells | 0, 20, 40, 60, 80, 100 μM | 24 hours | High concentration of LicA (60 μM) showed slight toxicity to MC3T3-E1 cells | PMC6912226 |
Human osteosarcoma MG-63 cells | 0, 20, 40, 60, 80, 100 μM | 24 hours | LicA significantly inhibited MG-63 cell proliferation in a dose-dependent manner | PMC6912226 |
Human osteosarcoma 143B cells | 0, 20, 40, 60, 80, 100 μM | 24 hours | LicA significantly inhibited 143B cell proliferation in a dose-dependent manner | PMC6912226 |
Human osteosarcoma U2OS cells | 0, 20, 40, 60, 80, 100 μM | 24 hours | LicA significantly inhibited U2OS cell proliferation in a dose-dependent manner | PMC6912226 |
Human osteosarcoma HOS cells | 0, 20, 40, 60, 80, 100 μM | 24 hours | LicA significantly inhibited HOS cell proliferation in a dose-dependent manner | PMC6912226 |
BEAS-2B cells | 0-20 μM | 1 hour | To evaluate the effects of Licochalcone A on oxidative responses and inflammatory cytokine levels. Licochalcone A significantly inhibited reactive oxygen species, eotaxin, and proinflammatory cytokines in BEAS-2B cells. | PMC6628120 |
HepG2 hepatocytes | 1.5–12 μM | 24 hours | To evaluate the effect of Licochalcone A on lipid metabolism, results showed that Licochalcone A significantly inhibited lipid droplet accumulation and lipoperoxidation | PMC6562591 |
HepG2 cells | 10 μg/mL | 18 hours | Evaluate the effect of SR9009 on BMAL1 mRNA expression | PMC4416341 |
In Vivo:
Species
|
Animal Model
|
Administration | Dosage | Frequency | Description | References |
3×Tg-AD mice | STZ-induced hyperglycemic model | Intraperitoneal injection | 40 mg/kg | Once daily for 22 days | Ameliorated spatial learning and memory deficits, reduced Aβ and Tau levels, and increased NRF2 and pCREB expression | PMC7433010 |
BALB/c nude mice | ELT3 tumor model | Oral | 10 and 20 mg/kg | Twice a week for one month | LicoA significantly suppressed ELT3 tumor growth and weight without affecting body weight, and no toxicity was observed. | PMC11851460 |
C57BL/6 mice | LPS/GalN-induced acute liver injury model | Intraperitoneal injection | 50 or 100 mg/kg | Twice (12-hour interval) | Lico A significantly reduced LPS/GalN-induced hepatotoxicity by lessening lethality, alleviating histopathological liver changes, decreasing ALT and AST levels, attenuating the secretion of inflammatory cytokines, and regulating oxidative markers. | PMC6450927 |
C57BL6/J male mice | LPS-induced neuroinflammation model | Intraperitoneal injection | 15 mg/kg/day | 3 times per week for 2 weeks | LCA protected against LPS alterations through its anti-inflammatory effect, reducing gliosis and regulating M1/M2 markers. | PMC11812219 |
BALB/c mice | LPS-induced mastitis model | Injection | 5, 10, 15 mg/kg | Administered again 12 hours after LPS injection, lasting for 24 hours | To evaluate the protective effect of Licochalcone A on mastitis, results showed that Licochalcone A significantly reduced pathological damage and inflammatory response, and improved the integrity of the blood-milk barrier | PMC6398509 |
BALB/c nude mice | 143B xenograft model | Oral | 10 mg/kg | Twice a week for 5 weeks | LicA significantly inhibited the growth of 143B xenograft tumors | PMC6912226 |
BALB/c mice | OVA-sensitized asthmatic mouse model | Intraperitoneal injection | 5 or 10 mg/kg | Administered 1 hour before OVA challenge, continued until the end of the experiment | To evaluate the effects of Licochalcone A on oxidative stress and airway inflammation in asthmatic mice. Licochalcone A significantly decreased oxidative responses, reduced malondialdehyde levels, and increased glutathione levels in the lungs, and decreased airway hyper-responsiveness, eosinophil infiltration, and Th2 cytokine production in the BALF. | PMC6628120 |
C57BL/6 mice | High-fat diet-induced obesity and NAFLD model | Intraperitoneal injection | 5 mg/kg and 10 mg/kg | Twice a week for 12 weeks | To investigate the ameliorative effects of Licochalcone A on obesity and NAFLD, results showed that Licochalcone A significantly reduced body weight, adipose tissue weight, and hepatic lipid accumulation | PMC6562591 |
Tags: Licochalcone A | Licochalcone-A | Autophagy | UGT1A1 inhibitor | UGT1A3 inhibitor | UGT1A4 inhibitor | UGT1A6 inhibitor | UGT1A7 inhibitor | UGT1A9 inhibitor | UGT2B7 inhibitor | UGTs inhibitor | glucuronidation | UDP-glucuronosyltransferase | natural flavonoid | Glycyrrhiza inflata | 58749-22-7
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