4-Hydroxycoumarin

SKU: orb1219545

Description

4-Hydroxycoumarin, a coumarin derivative.4-Hydroxycoumarin serves as an immediate precursor of 4-hydroxycoumarin (4HC) type anticoagulants (for example, warfarin). 4-Hydroxycoumarin derivatives are employed as the anticoagulant, antibacterial, antifungal, antiviral, antitumor, antiprotozoal, insecticidal, antimycobacterial, antimutagenic, antioxidant, anti-inflammatory agents, HIV protease inhibitors and tyrosine kinase inhibitorsThe antioxidant activity of 4-Hydroxycoumarin synthetic derivatives and 4-methylumbelliferone were determined taking 4-Hydroxycoumarin as the reference compound. METHODS AND RESULTS:Six 3-aryl-4-Hydroxycoumarin derivatives were synthesized from 4-Hydroxycoumarin as precursor in order to evaluate changes in their antioxidant properties due to C3-aryl substituent nature. Free radical scavenging capacities of these compounds against two different species DPPH(·) and ABTS(·+) and the protecting ability towards the β-carotene-linoleic acid co-oxidation enzymatically induced by lipoxygenase were measured. In addition, the relationship between the activities of these molecules against DPPH radical and the bond dissociation energy of O-H (BDE) calculated using methods of computational chemistry was evaluated.

Key Properties

• CAS Number: 1076-38-6
• MW: 162.14
• Purity: >98% (HPLC)
• Formula: C₉H₆O₃
• SMILES: Oc1cc(=O)oc2ccccc12
• Target: AChR
• Solubility: DMSO:247 mg/mL (1523.37 mM; Need ultrasonic)

Bioactivity

• In Vivo:
  Animal model: Mouse melanoma model. Dosage: 10, 20 or 40 mg/kg. Administration: i. g. Result: Reduced >85% of the number of pulmonary tumors. Diminished the tumor size from day 22 and increased survival time at 10 mg/kg/day. Animal model: Rat colitis model. Dosage: 5, 10, 25, 50 mg/kg. Administration: p.o. Result: Reduced damage score and extension of the lesion at doses of 10 and 25 mg/kg. Counteracted GSH content and reduced AP activity at a dose of 5 mg/kg. Showed a good recovery of the intestinal cytoarchitecture at doses of 5 and 25 mg/kg.
• In Vitro:
  Cell Viability Assay Cell line: B16-F10, B82. Concentration: 0, 50, 160, 500 μM. Incubation time: 24 h. Result: Had no appreciable effect on cell viability. Western blot analysis. Cell line: B16-F10. Concentration: 0, 50, 160, 500 μM. Incubation time: 24 h. Result: Reduced the adhesion to ECM proteins and the tyrosine phosphorylation of several proteins in a concentration-dependent manner.

Storage & Handling

• Storage: Storage temperature: -20°C. Stability: ≥ 2 years
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Quick Database Links

Gene Symbol

AChR