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Fargesone A

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Fargesone A Basic information

Product Name:
Fargesone A
Synonyms:
  • Fargesone A
  • [2R-(2alpha,3beta,3abeta,7alpha,7abeta)]-2-(1,3-Benzodioxol-5-yl)-3,3a,7,7a-tetrahydro-3a,4-dimethoxy-3-methyl-7-(2-propenyl)-6(2H)-benzofuranone
  • 6(2H)-Benzofuranone, 2-(1,3-benzodioxol-5-yl)-3,3a,7,7a-tetrahydro-3a,4-dimethoxy-3-methyl-7-(2-propen-1-yl)-, (2R,3S,3aS,7S,7aR)-
  • (2S,3R,3aR,7S,7aS)-2-(1,3-benzodioxol-5-yl)-3a,4-dimethoxy-3-methyl-7-prop-2-enyl-2,3,7,7a-tetrahydro-1-benzofuran-6-one
CAS:
116424-69-2
MF:
C21H24O6
MW:
372.41
Mol File:
116424-69-2.mol
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Fargesone A Chemical Properties

Boiling point:
508.0±50.0 °C(Predicted)
Density 
1.25±0.1 g/cm3(Predicted)
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Fargesone A Usage And Synthesis

Uses

Fargesone A is a potent and selective FXR agonist. Fargesone A shows anti-inflammatory activity[1].

Definition

ChEBI: Fargesone A is a member of benzodioxoles.

in vivo

Fargesone A (3 and 30 mg/kg; i.p.; daily for 7 days) significantly ameliorates pathological features in bile duct ligation (BDL)-induced chronic liver fibrosis mouse model[1].
Pharmacokinetics parameters of Fargesone A in mice

t1/2 (h)Tmax (h)Cmax (ng/mL)AUC0-t (ng/mL*h)AUC0-inf (ng/mL*h)MRT0-inf (h)F (%)
i.v. (5 mpk)0.68±0.1-941±57469±13471±140.43±0.13-
p.o. (10 mpk)0.33±0.040.25±0.00104±16101±32102±320.58±0.0710.8±3.2
Animal Model:C57BL/6 mice, bile duct ligation (BDL)-induced chronic liver fibrosis mouse model[1]
Dosage:3 and 30 mg/kg
Administration:IP, once daily for 7 days
Result:Resulted in a lower level of inflammatory infiltrates and a smaller amount of collagen deposition compared to the vehicle group. Reversed BDL-induced sharp increase in total bilirubin level in the serum. Significantly decreased liver mRNA expression of the inflammatory biomarkers interleukin (IL)-6, IL-1β, inducible nitric oxide synthase (iNOS), and prostaglandin-endoperoxide synthase 2 (COX2).
Animal Model:C57BL6/J mice[1]
Dosage:5 or 10 mg/kg
Administration:IV or PO (Pharmacokinetics Analysis)
Result:Showed acceptable PK profiles in general.

References

[1] Guo F, et al. Biomimetic Total Synthesis and the Biological Evaluation of Natural Product (-)-Fargesone A as a Novel FXR Agonist. JACS Au. 2022 Dec 7;2(12):2830-2838. DOI:10.1021/jacsau.2c00600

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