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Chemical Structure| 6147-11-1 Chemical Structure| 6147-11-1

Structure of α-mangostin
CAS No.: 6147-11-1

Chemical Structure| 6147-11-1

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alpha-Mangostin is a dietary xanthone with broad biological activities, such as antioxidant, anti-allergic, antiviral, antibacterial, anti-inflammatory and anticancer effects. It is an inhibitor of mutant IDH1 (IDH1-R132H) with a Ki of 2.85 μM.

Synonyms: alpha-Mangostin; NSC 27593; NSC 30552

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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

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Product Details of α-mangostin

CAS No. :6147-11-1
Formula : C24H26O6
M.W : 410.46
SMILES Code : O=C1C2=C(OC3=C1C(C/C=C(C)\C)=C(OC)C(O)=C3)C=C(O)C(C/C=C(C)\C)=C2O
Synonyms :
alpha-Mangostin; NSC 27593; NSC 30552
MDL No. :MFCD00135200
InChI Key :GNRIZKKCNOBBMO-UHFFFAOYSA-N
Pubchem ID :5281650

Safety of α-mangostin

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H413
Precautionary Statements:P501-P273-P270-P264-P301+P312+P330

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
MGC803 cells 12.46 μM 72 hours α-MGT significantly inhibited the proliferation of MGC803 cells PMC6981176
HepG2 cells 10.94 μM 72 hours α-MGT significantly inhibited the proliferation of HepG2 cells PMC6981176
Huh-7 cells 14.49 μM 72 hours α-MGT significantly inhibited the proliferation of Huh-7 cells PMC6981176
SMMC-7721 cells 13.22 μM 72 hours α-MGT significantly inhibited the proliferation of SMMC-7721 cells PMC6981176
SK-Hep-1 cells 9.44 μM 72 hours α-MGT significantly inhibited the proliferation of SK-Hep-1 cells PMC6981176
MDA-MB-468 cells 13.06 μM 72 hours α-MGT significantly inhibited the proliferation of MDA-MB-468 cells PMC6981176
HCT116 cells 14.31 μM 72 hours α-MGT significantly inhibited the proliferation of HCT116 cells PMC6981176
Primary microglia 400 ng/mL 24 hours α-mangostin restored metabolic balance through AMPK activation, enhancing microglial phagocytosis and degradation of misfolded proteins. PMC9978858
BV-2 cells 400 ng/mL 24 hours α-mangostin reprogrammed metabolism in the disease-associated microglia through shifting glycolysis to oxidative phosphorylation, which holistically rejuvenated microglial surveillance capacity to enhance microglial phagocytosis and autophagy-mediated degradation of multiple misfolded proteins. PMC9978858
NIH3T3 cells 27.8 μM 24 hours Reverse the expression of CAFs related proteins including α-SMA, FAP and fibronectin, and decrease pSmad2/3 expression PMC6992734
U2OS cells 2.5-40 μmol/L 0.5-24 hours Induced pyroptosis, confirmed by Annexin V-PI double staining, LDH release assay, and immunoblot analysis of GSDME cleavage. PMC11786723
Vancomycin-resistant Enterococcus faecium CAU 369 2 µg/mL 18 hours Evaluate antibacterial activity, showing rapid bactericidal effects PMC8336499
MDA-MB231 cells 20 μM 24 hours To evaluate the effect of α-mangostin on cell viability, results showed significant reduction in cell viability after 24 hours PMC3121600
U87 cells 0.156 μg/ml 72 hours Inhibited cellular activity and promoted apoptosis PMC7595144
C6 cells 0.156 μg/ml 48 hours Inhibited cellular activity and promoted apoptosis PMC7595144
Gl261 cells 0.156 μg/ml 48 hours Inhibited cellular activity and promoted apoptosis PMC7595144
BJMC3879luc2 cells 12 μM 24 hours To evaluate the effect of α-mangostin on cell viability, results showed significant reduction in cell viability after 24 and 48 hours PMC3121600

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
C57BL/6 mice Alzheimer’s disease model mice (3/C2TG) and Parkinson’s disease model mice Intravenous injection 1 mg/kg Once daily for one month Nanoformulated α-mangostin efficiently delivered to microglia, relieved their reactive status and rejuvenated their capacity to clear misfolded proteins, significantly alleviating neuropathological changes in both Alzheimer’s disease and Parkinson’s disease model mice. PMC9978858
Nude mice HepG2 or SK-Hep-1 xenograft model Intraperitoneal injection 50 mg/kg Once per day for 20 days α-MGT significantly inhibited the growth of HCC tumors in terms of tumor volume and tumor weight PMC6981176
C57BL/6 mice Orthotopic KPC1199 pancreatic ductal adenocarcinoma model Intravenous injection 13.9 mg/kg Administered every other day for 1 week Nano-sapper reverses the abnormal activation of CAFs, decreases collagen deposition, normalizes intratumoral vasculatures, and stimulates the expression of lymphocyte-recruiting chemoattractants in situ, promoting CTLs infiltration, inducing intratumoral tertiary lymphoid structures, thus reshaping tumor microenvironment and potentiating checkpoint inhibitor against IET PMC6992734
Mouse Osteosarcoma xenograft model Oral 50 or 100 mg/kg Significantly inhibited tumor growth, activated antitumor immune response, upregulated CD8, CD56, and F4/80 expression. PMC11786723
BALB/c mice Skin wound infection model Topical administration 2 mg/kg Single dose, observed for 15 days Evaluate therapeutic efficacy, significantly reducing bacterial loads PMC8336499
BALB/c mice Metastatic mammary cancer model Subcutaneously implanted mini-osmotic pumps 10 and 20 mg/kg/day Daily administration for 6 weeks To evaluate the effect of α-mangostin on tumor growth and lymph node metastasis, results showed significantly higher survival rates and reduced tumor volume and lymph node metastasis in the 20 mg/kg/day group PMC3121600

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

2.44mL

0.49mL

0.24mL

12.18mL

2.44mL

1.22mL

24.36mL

4.87mL

2.44mL

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