title: Design, synthesis, and biological evaluation of novel coxsackievirus B3 inhibitors.
abstract: The synthesis and SAR study of a novel class of coxsackievirus B3 (CVB3) inhibitors are reported. These compounds could be considered as the 6-chloropurines substituted at position 9 with variously substituted bicyclic scaffolds (bicyclo[2.2.1]heptane/ene-norbornane or norbornene). The synthesis and biological evaluation of 31 target compounds are described. Several of the analogues inhibited CVB3 in the low micromolar range (0.66-2muM). Minimal or no cytotoxicity was observed.
authors.affiliation: Gilead Sciences & IOCB Research Centre, Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Prague, Czech Republic.
authors.forename: Michal
authors.initials: M
authors.lastname: Sála
authors.forename: Armando M
authors.initials: AM
authors.lastname: De Palma
authors.forename: Hubert
authors.initials: H
authors.lastname: Hrebabecký
authors.forename: Radim
authors.initials: R
authors.lastname: Nencka
authors.forename: Martin
authors.initials: M
authors.lastname: Dracínský
authors.forename: Pieter
authors.initials: P
authors.lastname: Leyssen
authors.forename: Johan
authors.initials: J
authors.lastname: Neyts
authors.forename: Antonín
authors.initials: A
authors.lastname: Holý
mesh_terms: D000818:Animals; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D001643:Bridged Bicyclo Compounds / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D002522:Chlorocebus aethiops; D015195:Drug Design; D029822:Enterovirus B, Human / Q000187:drug effects*; D006801:Humans; D011687:Purines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D013329:Structure-Activity Relationship; D014709:Vero Cells
chemical_list: D000998:Antiviral Agents; D001643:Bridged Bicyclo Compounds; D011687:Purines; C116378:bicyclo(2.2.1)heptene; C079308:6-chloropurine