Examinando por Autor "Burgos, Carolina"

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A novel pipeline of 2-(benzenesulfonamide)-N-(4-hydroxyphenyl) acetamide analgesics that lack hepatotoxicity and retain antipyresis
(Elsevier, 2020-06-17) Bazan, Hernan A.; Bhattacharjee, Surjyadipta; Burgos, Carolina; Recio, Javier; Abet, Valentina; Pahng, Amanda R.; Jun, Bokkyoo; Heap, Jessica; Ledet, Alexander J.; Gordon, William C.; Edwards, Scott; Paul, Dennis; Alvarez-Builla, Julio; Bazan, Nicolas G.
Although acetaminophen (ApAP) is one of the most commonly used medicines worldwide, hepatotoxicity is a risk with overdose or in patients with compromised liver function. ApAP overdose is the most common cause of acute fulminant hepatic failure. Oxidation of ApAP to N-acetyl-p-benzoquinone imine (NAPQI) is the mechanism for hepatotoxicity. 1 is a non-hepatotoxic, metabolically unstable lipophilic ApAP analog that is not antipyretic. The newly synthesized 3 is a non-hepatotoxic ApAP analog that is stable, lipophilic, and retains analgesia and antipyresis. Intraperitoneal or po administration of the new chemical entities (NCEs), 3b and 3r, in concentrations equal to a toxic dose of ApAP did not result in the formation of NAPQI. Unlike livers from NCE-treated mice, the livers from ApAP-treated mice demonstrated large amounts of nitrotyrosine, a marker of mitochondrial free radical formation, and loss of hepatic tight junction integrity. Given the widespread use of ApAP, hepatotoxicity risk with overuse, and the ongoing opioid epidemic, these NCEs represent a novel, non-narcotic therapeutic pipeline.
Access to 2-substituted 1-pyridin-3-yl-β-carboline derivatives by intramolecular radical cyclization-ring opening-SNAr substitution
(ROYAL SOC CHEMISTRY, 2019-08-08) Recio, Javier; Perez-Redondo, Adrian; Alvarez-Builla, Julio; Burgos, Carolina
A new method for the synthesis of 1-pyridin-3-yl-β-carboline derivatives involving an intramolecular radical reaction in the presence of tris(trimethylsilyl)silane and azobisisobutyronitrile (TTMSS/AIBN), via a sultam intermediate, which proceeds as a one-pot process by ring opening and SNAr substitution, is described.
Prodrug Approach: An Overview of Recent Cases
(ELSEVIER, 2017-02-15) Abet, Valentina; Filace, Fabiana; Javier, Recio; Alvarez-Builla, Julio; Burgos, Carolina
In this review we highlight the most modern trends in the prodrug strategy. In drug research and development, the prodrug concept has found a number of useful applications. Selected examples of this approach are provided in this paper and they are classified according to the aim of their design.
Studies on the preparation of aminobipyridines and bipyridine sultams via an intramolecular free radical pathway
(ROYAL SOC CHEMISTRY, 2020-03-04) Recio, Javier; Filace, Fabiana; Gala, Elena; Pérez-Redondo, Adrián; Álvarez-Builla, Julio; Burgos, Carolina
A variety of aminated bipyridines and bipyridine sultams are prepared by intramolecular radical [1,5]-ipso and [1,6]-ortho substitutions, using a sulfonamide as a linker to connect the pyridyl radical to the pyridine under attack. For the cases studied, different regiochemistries are observed depending on the initial position of the sulfonamide linker.