2014 |
Martinez-Cifuentes, M; Clavijo-Allancan, G; Vaggio-Conejeros, Di C; Weiss-Lopez, B; Araya-Maturana, R On-Water Reactivity and Regioselectivity of Quinones in C-N Coupling with Amines: Experimental and Theoretical Study Artículo de revista Australian Journal of Chemistry, 67 (2), pp. 217-224, 2014, ISSN: 0004-9425. Resumen | Enlaces | BibTeX | Etiquetas: addition, alkaloids conjugate derivatives, electrophilicity, green nucleophilicity, potentials, protocol @article{RN214, title = {On-Water Reactivity and Regioselectivity of Quinones in C-N Coupling with Amines: Experimental and Theoretical Study}, author = { M. Martinez-Cifuentes and G. Clavijo-Allancan and C. Di Vaggio-Conejeros and B. Weiss-Lopez and R. Araya-Maturana}, url = {/brokenurl#<Go to ISI>://WOS:000335560100006}, doi = {10.1071/Ch13355}, issn = {0004-9425}, year = {2014}, date = {2014-01-01}, journal = {Australian Journal of Chemistry}, volume = {67}, number = {2}, pages = {217-224}, abstract = {A study about the oxidative coupling of some representative carbo- and heterocyclic non-symmetrical quinones with aryl- and alkylamines, was carried out comparing dichloromethane and water as reaction mediums. We found that the on-water reactions gave better or, at worst, the same results as a conventional organic medium like dichloromethane. Descriptors derived from conceptual density functional theory and approaches of electrostatic nature, such as the molecular electrostatic potential, were used to explain the observed chemical reactivity and regioselectivity. Further, the on-water conditions were used to obtain 24 new aminoquinones with potential biological activity.}, keywords = {addition, alkaloids conjugate derivatives, electrophilicity, green nucleophilicity, potentials, protocol}, pubstate = {published}, tppubtype = {article} } A study about the oxidative coupling of some representative carbo- and heterocyclic non-symmetrical quinones with aryl- and alkylamines, was carried out comparing dichloromethane and water as reaction mediums. We found that the on-water reactions gave better or, at worst, the same results as a conventional organic medium like dichloromethane. Descriptors derived from conceptual density functional theory and approaches of electrostatic nature, such as the molecular electrostatic potential, were used to explain the observed chemical reactivity and regioselectivity. Further, the on-water conditions were used to obtain 24 new aminoquinones with potential biological activity. |
2011 |
Garcia-Beltran, O; Mena, N; Perez, E G; Cassels, B K; Nunez, M; Werlinger, F; Zavala, D; Aliaga, M E; Pavez, P The Development of a Fluorescence Turn-on Sensor for Cysteine, Glutathione and Other Biothiols. A Kinetic Study Artículo de revista Tetrahedron Letters, 52 (49), pp. 6606-6609, 2011, ISSN: 0040-4039. Resumen | Enlaces | BibTeX | Etiquetas: addition, biothiols, coumarin-based derivatives, disease, fluorescence homocysteine, michael probe, probes, thiols, water @article{RN17e, title = {The Development of a Fluorescence Turn-on Sensor for Cysteine, Glutathione and Other Biothiols. A Kinetic Study}, author = { O. Garcia-Beltran and N. Mena and E.G. Perez and B.K. Cassels and M. Nunez and F. Werlinger and D. Zavala and M.E. Aliaga and P. Pavez}, url = {/brokenurl#<Go to ISI>://WOS:000297442400022}, doi = {10.1016/j.tetlet.2011.09.137}, issn = {0040-4039}, year = {2011}, date = {2011-01-01}, journal = {Tetrahedron Letters}, volume = {52}, number = {49}, pages = {6606-6609}, publisher = {2011 Elsevier Ltd.}, abstract = {Two fluorescence probes for the detection of cysteine (Cys), glutathione (GSH) and other biothiols, such as homocysteine (Hcy) and cysteinyl-glycine (Cys-Gly), were developed. These molecular probes are coumarin-based derivatives containing a chalcone-like moiety that reacts with biothiols through a Michael addition reaction, leading to strong fluorescence enhancements. The reactivity of the tested biothiols toward both probes (ChC1 and ChC2) follows the order Cys > GSH > Hcy > Cys-Gly, ChC1 being less reactive than ChC2. Possible interference with other amino acids was assessed. ChC1 and ChC2 display a highly selective fluorescence enhancement with thiols, allowing these probes to be used for fluorimetric thiol determination in SH-SY5Y cells.}, keywords = {addition, biothiols, coumarin-based derivatives, disease, fluorescence homocysteine, michael probe, probes, thiols, water}, pubstate = {published}, tppubtype = {article} } Two fluorescence probes for the detection of cysteine (Cys), glutathione (GSH) and other biothiols, such as homocysteine (Hcy) and cysteinyl-glycine (Cys-Gly), were developed. These molecular probes are coumarin-based derivatives containing a chalcone-like moiety that reacts with biothiols through a Michael addition reaction, leading to strong fluorescence enhancements. The reactivity of the tested biothiols toward both probes (ChC1 and ChC2) follows the order Cys > GSH > Hcy > Cys-Gly, ChC1 being less reactive than ChC2. Possible interference with other amino acids was assessed. ChC1 and ChC2 display a highly selective fluorescence enhancement with thiols, allowing these probes to be used for fluorimetric thiol determination in SH-SY5Y cells. |
2014 |
On-Water Reactivity and Regioselectivity of Quinones in C-N Coupling with Amines: Experimental and Theoretical Study Artículo de revista Australian Journal of Chemistry, 67 (2), pp. 217-224, 2014, ISSN: 0004-9425. |
2011 |
The Development of a Fluorescence Turn-on Sensor for Cysteine, Glutathione and Other Biothiols. A Kinetic Study Artículo de revista Tetrahedron Letters, 52 (49), pp. 6606-6609, 2011, ISSN: 0040-4039. |