title: Facile biocatalytic access to 9-fluorenylmethyl polyglycosides: evaluation of antiviral activity on immunocompetent cells.
abstract: The biological activities of a series of mono- and oligosaccharides (beta-xylosides and alpha-glucosides) of 9-fluorenylmethanol were investigated together with mono-beta-galactoside and beta-glucoside of this aglycone, produced by biocatalytic routes. By using marine glycoside hydrolases and inexpensive donors such as maltose or xylan, access to mono-alpha-glucoside or mono-beta-xyloside of 9-fluorenylmethanol was obtained. Additionally, interesting polyglycoside derivatives were isolated. Biological testing indicated that in vitro treatment with these carbohydrate derivatives may influence the balance of cytokines in the environment of human peripheral blood mononuclear cells (PBMC), restricting the harmful effect of herpes simplex type 2 replication. In fact, these carbohydrate derivatives tested in WISH cells did not show any significant antiviral activity.
authors.affiliation: Istituto di Chimica Biomolecolare, Consiglio Nazionale delle Ricerche, Via Campi Flegrei 34, 80072 Pozzuoli, Naples, Italy.
authors.forename: Annabella
authors.initials: A
authors.lastname: Tramice
authors.forename: Adriana
authors.initials: A
authors.lastname: Arena
authors.forename: Ambra
authors.initials: A
authors.lastname: De Gregorio
authors.forename: Rosaria
authors.initials: R
authors.lastname: Ottanà
authors.forename: Rosanna
authors.initials: R
authors.lastname: Maccari
authors.forename: Bernadette
authors.initials: B
authors.lastname: Pavone
authors.forename: Nicoletta
authors.initials: N
authors.lastname: Arena
authors.forename: Daniela
authors.initials: D
authors.lastname: Iannello
authors.forename: Maria Gabriella
authors.initials: MG
authors.lastname: Vigorita
authors.forename: Antonio
authors.initials: A
authors.lastname: Trincone
mesh_terms: D000998:Antiviral Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D002384:Catalysis; D002460:Cell Line; D049109:Cell Proliferation / Q000187:drug effects; D002470:Cell Survival / Q000187:drug effects; D016207:Cytokines / Q000096:biosynthesis / Q000187:drug effects / Q000276:immunology; D004305:Dose-Response Relationship, Drug; D005449:Fluorenes / Q000737:chemistry*; D006027:Glycosides / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D018258:Herpesvirus 2, Human / Q000187:drug effects* / Q000276:immunology; D006801:Humans; D006867:Hydrolases / Q000737:chemistry*; D007963:Leukocytes, Mononuclear / Q000187:drug effects* / Q000276:immunology; D008320:Maltose / Q000737:chemistry; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009844:Oligosaccharides / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D018675:Toxicity Tests; D014779:Virus Replication / Q000187:drug effects / Q000276:immunology; D014990:Xylans / Q000737:chemistry
chemical_list: C533733:9-fluorenylmethanol; D000998:Antiviral Agents; D016207:Cytokines; D005449:Fluorenes; D006027:Glycosides; D009844:Oligosaccharides; D014990:Xylans; D008320:Maltose; D006867:Hydrolases