title: Synthesis, biological evaluation and docking analysis of a new series of methylsulfonyl and sulfamoyl acetamides and ethyl acetates as potent COX-2 inhibitors.
abstract: We report herein the synthesis, biological evaluation and docking analysis of a new series of methylsulfonyl, sulfamoyl acetamides and ethyl acetates that selectively inhibit cyclooxygenase-2 (COX-2) isoform. Among the newly synthesized compounds, some of them were endowed with a good activity against COX-2 and a good selectivity COX-2/COX-1 in vitro as well as a desirable analgesic activity in vivo, proving that replacement of the ester moiety with an amide group gave access to more stable derivatives, characterized by a good COX-inhibition.
authors.affiliation: Dipartimento di Chimica e Tecnologie del Farmaco, Università degli Studi di Roma 'La Sapienza', Piazzale Aldo Moro 5, 00185 Roma, Italy.
authors.forename: Sara
authors.initials: S
authors.lastname: Consalvi
authors.affiliation: Dipartimento di Chimica e Tecnologie del Farmaco, Università degli Studi di Roma 'La Sapienza', Piazzale Aldo Moro 5, 00185 Roma, Italy.
authors.forename: Salvatore
authors.initials: S
authors.lastname: Alfonso
authors.affiliation: Dipartimento di Biotecnologie, Chimica e Farmacia, Università degli Studi di Siena, Via A. De Gasperi, 2, 53100 Siena, Italy.
authors.forename: Angela
authors.initials: A
authors.lastname: Di Capua
authors.affiliation: Dipartimento di Chimica e Tecnologie del Farmaco, Università degli Studi di Roma 'La Sapienza', Piazzale Aldo Moro 5, 00185 Roma, Italy. Electronic address: giovanna.poce@uniroma1.it.
authors.forename: Giovanna
authors.initials: G
authors.lastname: Poce
authors.affiliation: Rome Center for Molecular Design, Dipartimento di Chimica e Tecnologie del Farmaco, Università degli Studi di Roma 'La Sapienza', Piazzale Aldo Moro 5, 00185 Roma, Italy.
authors.forename: Adele
authors.initials: A
authors.lastname: Pirolli
authors.affiliation: Rome Center for Molecular Design, Dipartimento di Chimica e Tecnologie del Farmaco, Università degli Studi di Roma 'La Sapienza', Piazzale Aldo Moro 5, 00185 Roma, Italy.
authors.forename: Manuela
authors.initials: M
authors.lastname: Sabatino
authors.affiliation: Rome Center for Molecular Design, Dipartimento di Chimica e Tecnologie del Farmaco, Università degli Studi di Roma 'La Sapienza', Piazzale Aldo Moro 5, 00185 Roma, Italy.
authors.forename: Rino
authors.initials: R
authors.lastname: Ragno
authors.affiliation: Dipartimento di Biotecnologie, Chimica e Farmacia, Università degli Studi di Siena, Via A. De Gasperi, 2, 53100 Siena, Italy.
authors.forename: Maurizio
authors.initials: M
authors.lastname: Anzini
authors.affiliation: Dipartimento di Farmacia, Università di Pisa, via Bonanno Pisano 6, 56126 Pisa, Italy.
authors.forename: Stefania
authors.initials: S
authors.lastname: Sartini
authors.affiliation: Dipartimento di Farmacia, Università di Pisa, via Bonanno Pisano 6, 56126 Pisa, Italy.
authors.forename: Concettina
authors.initials: C
authors.lastname: La Motta
authors.affiliation: Dipartimento di Neurologia, Psicologia, Area del Farmaco e Salute del Bambino, Università degli Studi di Firenze, Viale G. Pieraccini 6, I-50139 Firenze, Italy.
authors.forename: Lorenzo
authors.initials: L
authors.lastname: Di Cesare Mannelli
authors.affiliation: Dipartimento di Neurologia, Psicologia, Area del Farmaco e Salute del Bambino, Università degli Studi di Firenze, Viale G. Pieraccini 6, I-50139 Firenze, Italy.
authors.forename: Carla
authors.initials: C
authors.lastname: Ghelardini
authors.affiliation: Dipartimento di Chimica e Tecnologie del Farmaco, Università degli Studi di Roma 'La Sapienza', Piazzale Aldo Moro 5, 00185 Roma, Italy.
authors.forename: Mariangela
authors.initials: M
authors.lastname: Biava
mesh_terms: D000081:Acetamides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D000085:Acetates / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D000700:Analgesics / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D000818:Animals; D051545:Cyclooxygenase 1 / Q000378:metabolism; D051546:Cyclooxygenase 2 / Q000378:metabolism; D052246:Cyclooxygenase 2 Inhibitors / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D015195:Drug Design; D006801:Humans; D008745:Methylation; D051379:Mice; D062105:Molecular Docking Simulation; D017207:Rats, Sprague-Dawley; D017208:Rats, Wistar; D013329:Structure-Activity Relationship; D013457:Sulfur Compounds / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology
chemical_list: D000081:Acetamides; D000085:Acetates; D000700:Analgesics; D052246:Cyclooxygenase 2 Inhibitors; D013457:Sulfur Compounds; C007650:ethyl acetate; D051545:Cyclooxygenase 1; D051546:Cyclooxygenase 2
keywords: Analgesic agents; Anti-inflammatory agents; COX-2 inhibitors; Diarylpyrroles; Medicinal chemistry