FSL0616
- Structure
- InChI=1S/C13H18O2/c1-9(2)8-11-4-6-12(7-5-11)10(3)13(14)15/h4-7,9-10H,8H2,1-3H3,(H,14,15)
- InChIKey=HEFNNWSXXWATRW-UHFFFAOYSA-N
- Synonyms
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- Origin
- Chemically synthesized
- Biological activities
- Inhibition of the COX-dependent formation of PGH2
- Therapeutic
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Nonsteroidal antiinflammatory
- Target
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COX-1
COX-2
- Assay information
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Inhibitor of prostanoid formation determined in the COX-1 (IC50 = 7.6 μM) and COX-2 (IC50 = 7.2 μM)
S-ibuprofen: Inhibitor of PGHS-1 (IC50 = 2.1 μM) and PGHS-2 (IC50 1.6 μM)
R-ibuprofen: Inhibitor of PGHS-1 (IC50 = 34.9 μM)
R-ibuprofen: No inhibitor activity against PGHS-2
Binding to amyloid beta fibrils: Ki = 11.3 nM
- References
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Agdeppa ED, Kepe V, Petri A, Satyamurthy N, Liu J, Huang SC, Small GW, Cole GM, Barrio JR
In vitro detection of (S)-naproxen and ibuprofen binding to plaques in the Alzheimer's brain using the positron emission tomography molecular imaging probe 2-(1-[6-[(2-[(18)F]fluoroethyl)(methyl)amino]-2-naphthyl]ethylidene)malononitrile.
Neuroscience, 117(3): 723-730 (2003) 12617976
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Warner TD, Giuliano F, Vojnovic I, Bukasa A, Mitchell JA, Vane JR
Nonsteroid drug selectivities for cyclo-oxygenase-1 rather than cyclo-oxygenase-2 are associated with human gastrointestinal toxicity: a full in vitro analysis.
Proc Natl Acad Sci U S A, 96(13): 7563-7568 (1999) 10377455
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Neupert W, Brugger R, Euchenhofer C, Brune K, Geisslinger G
Effects of ibuprofen enantiomers and its coenzyme A thioesters on human prostaglandin endoperoxide synthases.
Br J Pharmacol, 122(3): 487-492 (1997) 9351505 doi: 10.1038/sj.bjp.0701415
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Busson M
Update on ibuprofen: review article.
J Int Med Res, 14(2): 53-62 (1986) 3516751
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Adams SS, McCullough KF, Nicholson JS
The pharmacological properties of ibuprofen, an anti-inflammatory, analgesic and antipyretic agent.
Arch Int Pharmacodyn Ther, 178(1): 115-129 (1969) 5353466
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Adams SS, Cliffe EE, Lessel B, Nicholson JS
Some biological properties of 2-(4-isoburylphenyl)-propionic acid.
J Pharm Sci, 56(12): 1686 (1967) 5588731