RESUMEN
Ultrasound- and microwave-assisted green synthetic strategies were applied to furnish benzofuran-oxadiazole 5a-g and benzofuran-triazole 7a-h derivatives in good to excellent yields (60-96%), in comparison with conventional methods (36-80% yield). These synthesized derivatives were screened for hemolysis, thrombolysis and anticancer therapeutic potential against an A549 lung cancer cell line using an MTT assay. Derivatives 7b (0.1%) and 5e (0.5%) showed the least toxicity against RBCs. Hybrid 7f showed excellent thrombolysis activity (61.4%) when compared against reference ABTS. The highest anticancer activity was displayed by the 5d structural hybridwith cell viability 27.49 ± 1.90 and IC50 6.3 ± 0.7 µM values, which were considerably lower than the reference drug crizotinib (IC50 8.54 ± 0.84 µM). Conformational analysis revealed the spatial arrangement of compound 5d, which demonstrated its significant potency in comparison with crizotinib; therefore, scaffold 5d would be a promising anticancer agent on the basis of cytotoxicity studies, as well as in silico modeling studies.
Asunto(s)
Antineoplásicos/farmacología , Benzofuranos/farmacología , Oxadiazoles/farmacología , Triazoles/farmacología , Células A549 , Antineoplásicos/síntesis química , Antineoplásicos/química , Benzofuranos/síntesis química , Benzofuranos/química , Supervivencia Celular/efectos de los fármacos , Técnicas de Química Sintética , Hemólisis/efectos de los fármacos , Humanos , Microondas , Simulación del Acoplamiento Molecular , Neoplasias/tratamiento farmacológico , Oxadiazoles/síntesis química , Oxadiazoles/química , Triazoles/síntesis química , Triazoles/químicaRESUMEN
Ring opening of epoxides has been an area of interest for organic chemists, owing to their reactivity toward nucleophiles. Such reactions yield important products depending on the type of nucleophiles used. This review article covers the synthetic approaches (1991-2015) used for the ring opening of epoxides via carbon nucleophiles.
Asunto(s)
Técnicas de Química Sintética , Compuestos Epoxi/química , Amidas/química , Aminoácidos/química , Carbono/química , Compuestos Epoxi/síntesis química , Ésteres/química , Cetonas/química , Compuestos Organometálicos/química , EstereoisomerismoRESUMEN
This review paper covers the major synthetic approaches attempted towards the synthesis of α-azido ketones, as well as the synthetic applications/consecutive reactions of α-azido ketones.