| Stereochemistry | ACHIRAL |
| Molecular Formula | C16H14O4 |
| Molecular Weight | 270.28 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(C)=CCOC1=C2OC=CC2=CC3=C1OC(=O)C=C3
InChI
InChIKey=OLOOJGVNMBJLLR-UHFFFAOYSA-N
InChI=1S/C16H14O4/c1-10(2)5-7-19-16-14-12(6-8-18-14)9-11-3-4-13(17)20-15(11)16/h3-6,8-9H,7H2,1-2H3
Pentosalen (Imperatorin) is a bioactive furanocoumarin and a phytochemical that has been isolated from Urena lobata L. (Malvaceae), Angelica archangelica, etc. Pentosalen has a wide range of potent pharmacological activities, including antibacterial, antitumor, anticonvulsant, acute neurotoxic effects and abirritation. Pentosalen possesses notable anti-inflammatory activity by inhibiting the production of nitric oxide (NO) and prostaglandin E2 (PGE2), and decreasing the expression of inducible nitric oxide synthase (iNOS), cyclooxygenase (COX) 2 and microsomal prostaglandin E synthase. Pentosalen selectively targets gastric cancer cells without causing much damage to normal cells. Pentosalen was identified from a Bioactive Molecules library in a high throughput screening experiment for inhibitors of the phosphodiesterase PDE4. It displays a significant preference for PDE4Bover PDE4A.
Originator
Approval Year
PubMed
Patents
Sample Use Guides
The effect of imperatorin on cell viability was evaluated by 3-(4, 5-dimethylthiazol-2-yl)-2, 5-diphenyl tetrazolium bromide (MTT) assay. In brief, SGC-7901 gastric cancer cells and 3T3 normal cells were seeded in a 96-well plate at a density of 2x106 cells/well. The cells were incubated for 48 hrs and then treated with various concentrations (0, 10, 50, 75, 100, 125 and 175 μM) of imperatorin and incubated for 24, 48 and 72 hrs. In the control group, the cells were treated with the solvent only (DMSO) and not the drug. Following incu¬bation, the cells were washed with PBS three times and a 200 μl solution of MTT dye was added and the whole cell sample was again incubated for 40 min. After this, the absorbance was measured at 490 nm using ELISA plate reader (ELX 800; Bio-Τek Instruments, USA).
SUBSTANCE RECORD
