2555-24-0Relevant academic research and scientific papers
3-phenylcoumarins as inhibitors of HIV-1 replication
Olmedo, Dionisio,Sancho, Rocio,Bedoya, Luis M.,Lopez-Perez, Jose L.,Del Olmo, Esther,Munoz, Eduardo,Alcami, Jose,Gupta, Mahabir P.,Feliciano, Arturo San
, p. 9245 - 9257 (2013/01/14)
We have synthesized fourteen 3-phenylcoumarin derivatives and evaluated their anti-HIV activity. Antiviral activity was assessed on MT-2 cells infected with viral clones carrying the luciferase gene as reporter. Inhibition of HIV transcription and Tat function were tested on cells stably transfected with the HIV-LTR and Tat protein. Six compounds displayed NF-κB inhibition, four resulted Tat antagonists and three of them showed both activities. Three compounds inhibited HIV replication with IC50 values 25 μM. The antiviral effect of the 4-hydroxycoumarin derivative 19 correlates with its specific inhibition of Tat functions, while compound 8, 3-(2-chlorophenyl) coumarin, seems to act through a mechanism unrelated to the molecular targets considered in this research.
Facile metal-free synthesis of 3-aryl-4-substituted coumarins from o-hydroxy carbonyl compounds
Taksande, Kiran,Borse,Lokhande, Pradeep
experimental part, p. 2284 - 2290 (2010/09/17)
The intramolecular cyclization of the esters of salicylaldehyde, O-hydroxyacetophenones, methyl salicylate, and 2'-hydroxy chalcones by potassium hydroxide in pyridine leads to a short and convenient synthesis of 3,4-disubstituted coumarins. Twenty 3-phenyl coumarins were synthesized in 80-90% yields. No other by-product, such as 2-benzylchromone or-diketones, was observed the reactions. The mild reaction condition involves the removal of more acidic benzylic proton, which leads to a relatively cheap, nontoxic, metal-free method for the synthesis of 3-aryl-4-substituted coumarins. Copyrigh
Phase transfer catalyst mediated one-pot synthesis of 4-hydroxy-3- phenylcoumarin
Sripathi, Shubashini K.,Sivakamasundari
, p. 789 - 790 (2007/10/03)
The synthesis of two new 3-aryl-4-hydroxycoumarins under phase transfer catalyst conditions is described.
Application of Aryllead(IV) Derivatives to the Preparation of 3-Aryl-4-hydroxy-1-benzopyran-2-ones
Barton, Derek H. R.,Donnelly, Dervilla M. X.,Finet, Jean-Pierre,Guiry, Patrick J.
, p. 1365 - 1376 (2007/10/02)
Aryllead triacetates are chemoselective and regioselective reagents for the preparation of 3-aryl-4-hydroxy-1-benzopyran-2-ones in good to excellent yields by C-3 arylation of the preformed 4-hydroxy-1-benzopyran-2-one ring.This approach was applied to th
Flavonoid Epoxides. Part 17. Stereospecific Synthesis and Acid-catalysed Rearrangement of Aurone Epoxides
Brady, Brian A.,Healy, Mary M.,O'Sullivan, W. Ivo
, p. 1151 - 1156 (2007/10/02)
The configurations of 6-methoxyaurone epoxides were determined by direct epoxidation of the parent aurones (1) and (2) by m-chloroperbenzoic acid. trans-6-Methoxyaurone epoxide (3) was also synthesised indirectly through the intermediacy of the reduced ke
