345948-97-2Relevant academic research and scientific papers
Convenient Michael addition/β-elimination approach to the synthesis of 4-benzyl- and 4-aryl-selenyl coumarins using diselenides as selenium sources
Padilha, Gustavo,Birmann, Paloma T.,Domingues, Micaela,Kaufman, Teodoro S.,Savegnago, Lucielli,Silveira, Claudio C.
, p. 985 - 990 (2017/02/15)
A concise and efficient, two-step approach toward 4-organoselenyl coumarin derivatives from the easily available 4-hydroxycoumarins, is reported. The synthesis was based on conventional tosylation followed by a tandem selena-Michael addition/β-elimination reaction of an aryl-/benzyl-selenolate anion on the corresponding 4-tosyloxycoumarins. The selenolate anions were conveniently generated in situ by exposure of the corresponding diselenides to NaBH4. Selected compounds demonstrated to exhibit antioxidant properties in mice cortex and hippocampus.
Palladium-catalyzed Suzuki-Miyaura couplings of potassium aryl trifluoroborates with 4-tosyloxycoumarins or 4-tosyloxyquinolin-2(1H)-one
Wu, Jie,Zhang, Liang,Xia, Hong-Guang
, p. 1525 - 1528 (2007/10/03)
Pd(PPh3)4 catalyzed Suzuki-Miyaura cross-coupling reactions of 4-tosyloxycoumarins or 4-tosyloxyquinolin-2(1H)-one with various potassium aryl trifluoroborates afforded the corresponding 4-substituted coumarins or 4-substituted quino
Design, synthesis and characterization of a novel class of coumarin-based inhibitors of inducible nitric oxide synthase
Jackson, Sharon A.,Sahni, Sukhveen,Lee, Lan,Luo, Yongyi,Nieduzak, Thaddeus R.,Liang, Guyan,Chiang, Yulin,Collar, Nicola,Fink, David,He, Wei,Laoui, Abdelazize,Merrill, Jean,Boffey, Ray,Crackett, Peter,Rees, Bryan,Wong, Melanie,Guilloteau, Jean-Pierre,Mathieu, Magali,Rebello, Sam S.
, p. 2723 - 2739 (2007/10/03)
Inducible nitric oxide synthase (iNOS) has been implicated in various central and peripheral pathophysiological diseases. Our high throughput screening initially identified a weak inhibitor of iNOS, thiocoumarin 13. From this lead, a number of potent derivatives were prepared that demonstrate favorable potency, selectivity and kinetics. Compound 30 has an IC50 of 60 nM for mouse iNOS and 185-fold and 9-fold selectivity for bovine eNOS and rat nNOS, respectively. In cellular assays for iNOS, this compound has micromolar potency. Furthermore, two compounds (16 and 30) demonstrate a reasonable pharmacokinetic profile in rodents. The synthesis, SAR, and biological activity of this novel class of compounds is described.
Coumarins as iNOS inhibitors
-
Page/Page column 26, (2008/06/13)
The present invention relates to coumarins of the formula (I): that are useful as inhibitors of nitric oxide synthase. Pharmaceutical compositions and methods of using these compounds as inhibitors of nitric oxide synthase are described herein.
