title: Microwave-assisted synthesis of C-8 aryl and heteroaryl inosines and determination of their inhibitory activities against Plasmodium falciparum purine nucleoside phosphorylase.
abstract: 8-Arylinosines have been scarcely studied for therapeutic purposes, probably due to difficulties in their synthesis. The recently described direct arylation reaction at position 8 of purine nucleosides has been employed to synthesize a series of 8-aryl and 8-pyridylinosines. These compounds have been studied for hydrolytic stability and subjected to biological evaluation. Three compounds have shown a pronounced specific inhibition of Plasmodium falciparum-encoded purine nucleoside phosphorylase, an important target for antimalarial chemotherapy.
authors.affiliation: Instituto de Química Médica (IQM-CSIC), c/Juan de la Cierva 3, E-28006 Madrid, Spain.
authors.forename: Alba
authors.initials: A
authors.lastname: Gigante
authors.affiliation: Instituto de Química Médica (IQM-CSIC), c/Juan de la Cierva 3, E-28006 Madrid, Spain.
authors.forename: Eva-María
authors.initials: EM
authors.lastname: Priego
authors.affiliation: Instituto de Parasitología y Biomedicina "López-Neyra" (IPBLN-CSIC), Parque Tecnológico de Ciencias de la Salud, Avda. del Conocimiento s/n, 18016 Armilla, Granada, Spain.
authors.forename: Paula
authors.initials: P
authors.lastname: Sánchez-Carrasco
authors.affiliation: Instituto de Parasitología y Biomedicina "López-Neyra" (IPBLN-CSIC), Parque Tecnológico de Ciencias de la Salud, Avda. del Conocimiento s/n, 18016 Armilla, Granada, Spain.
authors.forename: Luis Miguel
authors.initials: LM
authors.lastname: Ruiz-Pérez
authors.affiliation: Rega Institute for Medical Research, KU Leuven, Minderbroedersstraat 10, B-3000 Leuven, Belgium.
authors.forename: Johan
authors.initials: J
authors.lastname: Vande Voorde
authors.affiliation: Instituto de Química Médica (IQM-CSIC), c/Juan de la Cierva 3, E-28006 Madrid, Spain.
authors.forename: María-José
authors.initials: MJ
authors.lastname: Camarasa
authors.affiliation: Rega Institute for Medical Research, KU Leuven, Minderbroedersstraat 10, B-3000 Leuven, Belgium.
authors.forename: Jan
authors.initials: J
authors.lastname: Balzarini
authors.affiliation: Instituto de Parasitología y Biomedicina "López-Neyra" (IPBLN-CSIC), Parque Tecnológico de Ciencias de la Salud, Avda. del Conocimiento s/n, 18016 Armilla, Granada, Spain.
authors.forename: Dolores
authors.initials: D
authors.lastname: González-Pacanowska
authors.affiliation: Instituto de Química Médica (IQM-CSIC), c/Juan de la Cierva 3, E-28006 Madrid, Spain. Electronic address: mjperez@iqm.csic.es.
authors.forename: María-Jesús
authors.initials: MJ
authors.lastname: Pérez-Pérez
mesh_terms: D000818:Animals; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000998:Antiviral Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D002522:Chlorocebus aethiops; D004267:DNA Viruses / Q000187:drug effects; D004285:Dogs; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D004926:Escherichia coli / Q000187:drug effects; D006367:HeLa Cells; D006801:Humans; D007288:Inosine / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000494:pharmacology*; D061985:Madin Darby Canine Kidney Cells; D008826:Microbial Sensitivity Tests; D008872:Microwaves; D008968:Molecular Conformation; D045790:Mycoplasma hyorhinis / Q000187:drug effects; D010963:Plasmodium falciparum / Q000201:enzymology*; D011683:Purine-Nucleoside Phosphorylase / Q000037:antagonists & inhibitors* / Q000378:metabolism; D012328:RNA Viruses / Q000187:drug effects; D014709:Vero Cells
chemical_list: D000900:Anti-Bacterial Agents; D000998:Antiviral Agents; D004791:Enzyme Inhibitors; D007288:Inosine; D011683:Purine-Nucleoside Phosphorylase
keywords: Antiviral; Direct C-arylation; Inosine; Microwave-assisted synthesis; Phosphorylase