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Chemical Structure| 546-43-0 Chemical Structure| 546-43-0

Structure of Alantolactone
CAS No.: 546-43-0

Chemical Structure| 546-43-0

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Alantolactone is a sesquiterpene lactone with potential activity against triple-negative breast cancer MDA-MB-231 cells by suppressing the signal transducer and activator of transcription 3 (STAT3) signaling pathway.

Synonyms: Alant camphor; Inula camphor; AI3-31147

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Product Citations

Product Citations

Krueger, Nadine ; Kronenberger, Thales ; Xie, Hang ; Rocha, Cheila ; Poehlmann, Stefan ; Su, Haixia , et al.

Abstract: The severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) has forced the development of direct-acting antiviral drugs due to the coronavirus disease 2019 (COVID-19) pandemic. The main protease of SARS-CoV-2 is a crucial enzyme that breaks down polyproteins synthesized from the viral RNA, making it a validated target for the development of SARS-CoV-2 therapeutics. New chem. phenotypes are frequently discovered in natural goods. In the current study, we used a fluorogenic assay to test a variety of natural products for their ability to inhibit SARS-CoV-2 Mpro. Several compounds were discovered to inhibit Mpro at low micromolar concentrations It was possible to crystallize robinetin together with SARS-CoV-2 Mpro, and the X-ray structure revealed covalent interaction with the protease's catalytic Cys145 site. Selected potent mols. also exhibited antiviral properties without cytotoxicity. Some of these powerful inhibitors might be utilized as lead compounds for future COVID-19 research.

Keywords: COVID-19 ; antivirals ; coronavirus ; covalent drugs ; dynamic light scattering ; inhibitors ; main protease ; natural products

Alternative Products

Product Details of Alantolactone

CAS No. :546-43-0
Formula : C15H20O2
M.W : 232.32
SMILES Code : O=C(O[C@@]1([H])[C@]2([H])C=C3[C@@H](C)CCC[C@]3(C)C1)C2=C
Synonyms :
Alant camphor; Inula camphor; AI3-31147
MDL No. :MFCD00046915

Safety of Alantolactone

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H317
Precautionary Statements:P261-P280

Isoform Comparison

Biological Activity

Target
  • Smad3

In Vitro:

Cell Line
Concentration Treated Time Description References
HL60 3.26 μM 72 h Inhibited HL60 cell proliferation PMC5034521
NRK-52E cells 10 μM 24 h The combined treatment had little effect on normal NRK-52E cells. PMC6643222
HEB human brain glial cells 289.8 μM (IC50) Relatively lower cytotoxicity PMC8843874
HS5 human bone marrow stromal cells 44.07 μM (IC50) Relatively lower cytotoxicity PMC8843874
LO2 human hepatocytes 128.6 μM (IC50) Relatively lower cytotoxicity PMC8843874
U2OS osteosarcoma cells 5.531 μM (IC50) 24h, 48h, 72h Inhibited cell proliferation, reduced PCNA protein level PMC8843874
MG63 osteosarcoma cells 6.963 μM (IC50) 24h, 48h, 72h Inhibited cell proliferation, reduced PCNA protein level PMC8843874
143B osteosarcoma cells 4.251 μM (IC50) 24h, 48h, 72h Inhibited cell proliferation, reduced PCNA protein level PMC8843874
HL-7702 cells 10 μM 24 h The combined treatment had little effect on normal HL-7702 cells. PMC6643222
HL60/ADR 3.28 μM 72 h Inhibited HL60/ADR cell proliferation PMC5034521
K562 2.75 μM 72 h Inhibited K562 cell proliferation PMC5034521
Normal hematopoietic cells 26.37 μM 72 h Low toxicity to normal hematopoietic cells PMC5034521
KG1a 2.75 μM 72 h Inhibited KG1a cell proliferation PMC5034521
THP-1 2.17 μM 72 h Inhibited THP-1 cell proliferation PMC5034521
K562/A02 2.73 μM 72 h Inhibited K562/A02 cell proliferation PMC5034521
SaoS2 osteosarcoma cells 0 μM, 4 μM, 6 μM, 8 μM, 10 μM 24h, 48h, 72h Inhibited cell proliferation, reduced PCNA protein level PMC8843874
SH-SY5Y cells 0, 1, 10, 25, 50 μM 48 h Evaluate the effect of ATL on cell viability, IC50 value was 24.06 ± 2.38 μM. PMC5508758
U118 cells 0, 1, 10, 25, 50 μM 48 h Evaluate the effect of ATL on cell viability, IC50 value was 29.16 ± 2.84 μM. PMC5508758
U251 cells 0, 10, 20 μM 24 h Evaluate the effect of ATL on cell cycle and apoptosis, results showed ATL significantly increased the proportion of cells in G0/G1 phase and induced apoptosis. PMC5508758
U87 cells 0, 10, 20 μM 24 h Evaluate the effect of ATL on cell cycle and apoptosis, results showed ATL significantly increased the proportion of cells in G0/G1 phase and induced apoptosis. PMC5508758
RKO cells 10 μM 24 h Enhanced oxaliplatin-induced growth inhibition and apoptosis in RKO cells through significant accumulation of intracellular reactive oxygen species (ROS) and activation of JNK and p38 MAPK signaling pathways. PMC6643222
HCT116 cells 10 μM 24 h Enhanced oxaliplatin-induced growth inhibition and apoptosis in HCT116 cells through significant accumulation of intracellular reactive oxygen species (ROS) and activation of JNK and p38 MAPK signaling pathways. PMC6643222
HUVEC cells 0.01-20 μM 48 h Assess the toxicity of A@HAP NPs on normal cells, showing no significant toxicity to HUVEC cells at equivalent concentrations. PMC11795048
CT26 cells 0.01-20 μM 48 h Evaluate the in vitro anti-tumor efficacy of A@HAP NPs, showing dose-dependent cytotoxicity against CT26 cells, with stronger effects than HA-PTX or PTX alone. PMC11795048
MCF-7 human breast cancer cells 10, 20, 30 µM 15 days To evaluate the effect of Alantolactone on colony formation in MCF-7 cells. The results showed that Alantolactone significantly inhibited colony formation in a concentration-dependent manner. PMC6108867
MCF-7 human breast cancer cells 10, 20, 30 µM 24 h To evaluate the effect of Alantolactone on the migration of MCF-7 cells. The results showed that Alantolactone significantly inhibited cell migration in a dose- and time-dependent manner. PMC6108867
MCF-7 human breast cancer cells 10, 20, 30 µM 24 h To evaluate the effect of Alantolactone on apoptosis in MCF-7 cells. The results showed that Alantolactone significantly increased the percentage of apoptotic cells in a concentration-dependent manner. PMC6108867
MCF-7 human breast cancer cells 5, 10, 20, 30, 40, 80 µM 24 and 48 h To evaluate the inhibitory effect of Alantolactone on the proliferation of MCF-7 cells. The results showed that Alantolactone significantly reduced cell viability, with IC50 values of 35.45 µM at 24 h and 24.29 µM at 48 h. PMC6108867
HK-2 cells 1, 2, 4 µM 24 h To evaluate the effect of Alantolactone on TGF-β-stimulated expression of fibrotic factors in HK-2 cells. Results showed that Alantolactone inhibited TGF-β-stimulated expression of collagen type I and PAI-1 mRNA and protein. PMC10850280
NRK-49F cells 1, 2, 4 µM 24 h To evaluate the effect of Alantolactone on TGF-β-stimulated expression of fibrotic factors in NRK-49F cells. Results showed that Alantolactone dose-dependently inhibited TGF-β-stimulated expression of collagen type I, fibronectin, PAI-1, and α-SMA mRNAs. PMC10850280
SCC9 cells 8 µM Evaluate the effect of ALT on SCC9 cell ROS production, results showed ALT significantly increased ROS levels PMC10193726
CAL27 cells 12 µM Evaluate the effect of ALT on CAL27 cell ROS production, results showed ALT significantly increased ROS levels PMC10193726
SCC9 cells 4 µM 24 h Evaluate the effect of ALT on SCC9 cell viability, results showed ALT significantly reduced cell viability PMC10193726
CAL27 cells 10 µM 24 h Evaluate the effect of ALT on CAL27 cell viability, results showed ALT significantly reduced cell viability PMC10193726

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
BALB/c nude mice KG1a xenograft model Oral 100 mg/kg Every 3 days for 30 days Suppressed tumor growth PMC5034521
Female athymic mice 143B osteosarcoma xenograft model Intra-gastric administration 5 mg/kg, 15 mg/kg, 25 mg/kg Once every 2 days, for 21 days Inhibited tumor growth and metastasis, reduced PCNA, Bcl-2, Vimentin, β-catenin and p-p38 protein levels PMC8843874
BALB/c mice IMQ-induced psoriasis model Topical application 20 μM and 30 μM Once daily for one week To evaluate the therapeutic effect of CHALT on psoriasis symptoms. Results showed that CHALT significantly ameliorated IMQ-induced psoriasis symptoms, including reduced skin thickening, erythema, and scaling, and inhibited the activation of STAT3 signaling pathway. PMC9091614
Nude mice (BALB/c nu/nu) U87 xenograft model Intraperitoneal injection 10, 20 mg/kg Once daily for 15 days Evaluate the inhibitory effect of ATL on tumor growth, results showed ATL significantly reduced tumor volume and weight. PMC5508758
BALB/c nude mice HCT116 xenograft model Intraperitoneal injection 10 mg/kg Once daily for 13 days The combined treatment significantly inhibited the growth of HCT116 xenograft tumors by increasing the phosphorylation levels of JNK and p38 and decreasing Ki-67 expression. PMC6643222
BALB/c mice CT26 tumor model Intravenous injection 2 mg/kg Every 2 days for 14 days Evaluate the in vivo anti-tumor efficacy of A@HAP NPs, showing significant tumor growth inhibition and enhanced immune cell infiltration and antigen presentation. PMC11795048
C57BL/6 mice Unilateral ureteral obstruction (UUO) model Oral gavage 5 mg/kg Once daily for 15 days (including 5 days of pretreatment) To evaluate the effect of Alantolactone on UUO-induced renal fibrosis. Results showed that Alantolactone significantly alleviated UUO-induced renal tubulointerstitial damage and fibrosis and decreased collagen type I, fibronectin, and α-SMA expression. PMC10850280

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

4.30mL

0.86mL

0.43mL

21.52mL

4.30mL

2.15mL

43.04mL

8.61mL

4.30mL

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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