title: Synthesis and anti-rhinovirus activity of novel 3-[2-(pyridinyl)vinyl]substituted -2H-chromenes and -4H-chromen-4-ones.
abstract: Human rhinoviruses (HRVs) are the most common cause of viral respiratory infections and their complications. So far, no anti-viral agent has been approved for prevention or treatment of HRV infections. Pursuing our researches on small molecules with anti-rhinovirus activity, in this paper we describe the synthesis and in vitro anti-HRV 1B and 14 properties of new [2-(2H-chromen-3-yl)vinyl]pyridines and 3-[2-(pyridinyl)vinyl]-4H-chromen-4-ones. Generally, the synthesized compounds interfered with the replication of both serotypes at the micromolar or submicromolar concentrations. Preliminary results on their mechanism of action, performed on selected (E)-2-[2-(2H-chromen-3-yl)vinyl]pyridine, indicate an interference with the early step(s) of HRV 1B and 14 replication, probably at the uncoating level.
authors.affiliation: Istituto Pasteur Fondazione Cenci Bolognetti, Dipartimento di Scienze di Sanità Pubblica, Sezione di Microbiologia, Sapienza-Università di Roma, P.le A. Moro, 5, 00185 Roma, Italy.
authors.forename: Cinzia
authors.initials: C
authors.lastname: Conti
authors.affiliation: Istituto Pasteur Fondazione Cenci Bolognetti, Dipartimento di Chimica e Tecnologie del Farmaco, Sapienza-Università di Roma, P.le A. Moro, 00185 Roma, Italy.
authors.forename: Luca
authors.initials: L
authors.lastname: Proietti Monaco
authors.affiliation: Istituto Pasteur Fondazione Cenci Bolognetti, Dipartimento di Chimica e Tecnologie del Farmaco, Sapienza-Università di Roma, P.le A. Moro, 00185 Roma, Italy. Electronic address: nicoletta.desideri@uniroma1.it.
authors.forename: Nicoletta
authors.initials: N
authors.lastname: Desideri
mesh_terms: D000998:Antiviral Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D001578:Benzopyrans / Q000737:chemistry*; D002213:Capsid / Q000187:drug effects; D060326:Chemistry Techniques, Synthetic; D004305:Dose-Response Relationship, Drug; D006367:HeLa Cells / Q000187:drug effects / Q000821:virology; D006801:Humans; D020128:Inhibitory Concentration 50; D012229:Rhinovirus / Q000187:drug effects; D013329:Structure-Activity Relationship; D014779:Virus Replication / Q000187:drug effects
chemical_list: C412074:5,7-dimethoxy-2-methyl-2H-benzopyran; D000998:Antiviral Agents; D001578:Benzopyrans
keywords: Antiviral activity; Capsid binders; Chromen-4-ones; Chromenes; Pyridine derivatives; Rhinovirus