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Title: A novel and easy two-step, microwave-assisted method for the synthesis of halophenyl pyrrolo[2,3-b]quinoxalines via their pyrrolo precursors. Evaluation of their bioactivity
Authors: Manta, S ×
Gkaragkouni, D-N
Kaffesaki, E
Gkizis, P
Hadjipavlou-Litina, D
Pontiki, E
Balzarini, Jan
Dehaen, Wim
Komiotis, D #
Issue Date: Mar-2014
Publisher: Pergamon Press
Series Title: Tetrahedron Letters vol:55 pages:1873-1876
Abstract: A novel, two-step, facile route for the synthesis of pyrrolo[2,3-b]quinoxalines via 2,3-dioxopyrroles, enhanced by microwave irradiation, is presented. The newly synthesized 2,3-dioxo-5-halophenyl pyrrolo precursors 4a–c as well as the non-aromatized ethyl 2-(4-halophenyl)-1-methyl-2,4-dihydro-1H-pyrrolo[2,3-b]quinoxaline-3-carboxylates 6a–c and the aromatized ethyl 2-(4-halophenyl)-1-methyl-1H-pyrrolo[2,3-b]quinoxaline-3-carboxylates 7a–c were evaluated for their antioxidant, cytostatic, and antiviral properties. Most of them proved to be potent hydroxyl radical scavengers and inhibited in vitro lipid peroxidation. The compounds showed moderate antiproliferative activity, while 6a inhibited vaccinia virus at an EC50 value of 2 μM, and 4c and 6c inhibited Sindbis virus at EC50 values of 4 μM.
ISSN: 0040-4039
Publication status: published
KU Leuven publication type: IT
Appears in Collections:Laboratory of Virology and Chemotherapy (Rega Institute)
Molecular Design and Synthesis
× corresponding author
# (joint) last author

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