- Dehydrogenative Heck coupling of biologically relevant N-heteroarenes with alkenes: Discovery of fluorescent core frameworks
-
A Pd/Cu-catalyzed dehydrogenative Heck coupling is established that allows direct alkenylation of various biologically relevant N-heteroarenes with alkenes. The resulting π-extended alkenylated N-heteroarenes exhibit interesting fluorescent properties and have proven to be potentially useful fluorescent probes for bioimaging. The Royal Society of Chemistry 2012.
- Huang, Yumin,Song, Feijie,Wang, Zhen,Xi, Peihua,Wu, Ningjie,Wang, Zhigang,Lan, Jingbo,You, Jingsong
-
supporting information; experimental part
p. 2864 - 2866
(2012/04/17)
-
- Inhibition of monoamine oxidase B by analogues of the adenosine A2A receptor antagonist (E)-8-(3-chlorostyryl)caffeine (CSC)
-
The adenosine A2A receptor has emerged as a possible target for the treatment of Parkinson's disease (PD). Evidence suggests that antagonism of the A2A receptor not only improves the symptoms of the disease but may also protect again
- Vlok, Nevil,Malan, Sarel F.,Castagnoli Jr., Neal,Bergh, Jacobus J.,Petzer, Jacobus P.
-
p. 3512 - 3521
(2007/10/03)
-
- (E)-8-(3-Chlorostyryl)-1,3,7-trimethylxanthine, a caffeine derivative acting both as antagonist of adenosine A2A receptors and as inhibitor of MAO-B
-
In the crystal structure of (E)-8-(3-chlorostyryl)-1,3,7- trimethylxanthine (CSC) [systematic name: (E)-8-(3-chlorostyryl)-1,3,7-trimethyl-3,7-dihydro-1H- purine-2,6-dione], C16H15ClN4O2, the xanthine ring and the lateral styryl chain are coplanar. The crystal packing involves mainly parallel stacking of these planar molecules. The electrostatic potential calculated on the crystal structure conformation confirms the pharmacophore elements associated with MAO-B inhibition.
- Frederick, Raphael,Ooms, Frederic,Castagnoli Jr., Neal,Petzer, Jacques P.,Feng, Jiang-Fan,Schwarzschild, Michael A.,Van Der Schyf, Cornells J.,Wouters, Johan
-
p. o531-o532
(2007/10/03)
-
- Inhibition of monoamine oxidase B by selective adenosine A2A receptor antagonists
-
Adenosine receptor antagonists that are selective for the A2A receptor subtype (A2A antagonists) are under investigation as possible therapeutic agents for the symptomatic treatment of the motor deficits associated with Parkinson's disease (PD). Results of recent studies in the MPTP mouse model of PD suggest that A2A antagonists may possess neuroprotective properties. Since monoamine oxidase B (MAO-B) inhibitors also enhance motor function and reduce MPTP neurotoxicity, we have examined the MAO-B inhibiting properties of several A2A antagonists and structurally related compounds in an effort to determine if inhibition of MAO-B may contribute to the observed neuroprotection. The results of these studies have established that all of the (E)-8-styrylxanthinyl derived A2A antagonists examined display significant MAO-B inhibitory properties in vitro with Ki values in the low μM to nM range. Included in this series is (E)-1,3-diethyl-8-(3,4-dimethoxystyryl)-7-methylxanthine (KW-6002), a potent A2A antagonist and neuroprotective agent that is in clinical trials. The results of these studies suggest that MAO-B inhibition may contribute to the neuroprotective potential of A2A receptor antagonists such as KW-6002 and open the possibility of designing dual targeting drugs that may have enhanced therapeutic potential in the treatment of PD.
- Petzer, Jacobus P.,Steyn, Salome,Castagnoli, Kay P.,Chen, Jiang-Fan,Schwarzschild, Michael A.,Van Der Schyf, Cornelis J.,Castagnoli, Neal
-
p. 1299 - 1310
(2007/10/03)
-
- Structure-activity relationships of 8-styrylxanthines as A2-selective adenosine antagonists
-
A series of substituted 8-styryl derivatives of 1,3,7-alkylxanthines was synthesized as potential A2-selective adenosine receptor antagonists, and the potency at rat brain A1- and A2-receptors was studied in radioligand bi
- Jacobson,Gallo-Rodriguez,Melman,Fischer,Maillard,Van Bergen,Van Galen,Karton
-
p. 1333 - 1342
(2007/10/02)
-