Biocatalysed synthesis of b-O-glucosides from 9-fluorenon-2-carbohydroxyesters. Part 3: IFN-inducing and anti-HSV-2 properties (Articolo in rivista)

Type
Label
  • Biocatalysed synthesis of b-O-glucosides from 9-fluorenon-2-carbohydroxyesters. Part 3: IFN-inducing and anti-HSV-2 properties (Articolo in rivista) (literal)
Anno
  • 2005-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1016/j.bmc.2005.03.016 (literal)
Alternative label
  • S Alcaro; A Arena; R Di Bella; S Neri; R Ottanà; F Ortuso; B Pavone; A Trincone; MG Vigorita (2005)
    Biocatalysed synthesis of b-O-glucosides from 9-fluorenon-2-carbohydroxyesters. Part 3: IFN-inducing and anti-HSV-2 properties
    in Bioorganic & medicinal chemistry (Print)
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • S Alcaro; A Arena; R Di Bella; S Neri; R Ottanà; F Ortuso; B Pavone; A Trincone; MG Vigorita (literal)
Pagina inizio
  • 3371 (literal)
Pagina fine
  • 3378 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
  • 13 (literal)
Rivista
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroFascicolo
  • 10 (literal)
Note
  • ISI Web of Science (WOS) (literal)
  • Scopu (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • -Dipartimento di Scienze Farmacobiologiche, Universita` di Catanzaro 'Magna Græcia', Complesso Ninò Barbieri, 88021 Roccelletta diBorgia, CZ, Italy -Dipartimento di Discipline Chirurgiche, Unita` di Microbiologia, Facolta` di Medicina e Chirurgia, Azienda Ospedaliera Universitaria 'G. Martino', 98125 Messina, Italy -Dipartimento Farmaco-Chimico, Facolta` di Farmacia, Universita` di Messina, V.le SS. Annunziata, 98168 Messina, Italy -Istituto di Chimica Biomolecolare, Consiglio Nazionale delle Ricerche, Via Campi Flegrei 34, 80072 Pozzuoli, Napoli, Italy (literal)
Titolo
  • Biocatalysed synthesis of b-O-glucosides from 9-fluorenon-2-carbohydroxyesters. Part 3: IFN-inducing and anti-HSV-2 properties (literal)
Abstract
  • In pursuing research on the antiviral, interferon (IFN)-inducing tilorone congeners, a new series of fluoren-carboxyhydroxyesters has been prepared and biologically explored. These esters have subsequently been used as sugar acceptors in the enzymatic transglycosylation reaction using the ?retaining? b-glycosidase from the archaeon Sulfolobus solfataricus (Ssb-Gly). Both aglycones (1-6) and corresponding b-glucosides (b-glu 1-b-glu 6) have been screened for cytotoxicity, interferon-stimulating and antiviral properties against HSV-2. It was found that the addition of compounds b-glu 5, b-glu 6 and b-glu 4 to HSV-2 infected U937 cells downregulates viral replication and triggers cells to release IFN-a/b. Taken together, the results showed improved pharmacological profiles as a consequence of glycosylation. A molecular modelling study carried out on this series of compounds completed the structural characterisation of the novel compounds. (literal)
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