Synthesis, conformation, and bioactivity of novel analogues of the antiviral lipopeptide halovir A (Articolo in rivista)

Type
Label
  • Synthesis, conformation, and bioactivity of novel analogues of the antiviral lipopeptide halovir A (Articolo in rivista) (literal)
Anno
  • 2006-01-01T00:00:00+01:00 (literal)
Alternative label
  • Dalla Bona Andrea; Formaggio Fernando; Peggion Cristina; Kaptein Bernard; Broxterman Quirinus B; Galdiero Stefania; Galdiero Massimiliano; Vitiello Mariateresa; Benedetti Ettore; Toniolo Claudio (2006)
    Synthesis, conformation, and bioactivity of novel analogues of the antiviral lipopeptide halovir A
    in Journal of peptide science (Print)
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Dalla Bona Andrea; Formaggio Fernando; Peggion Cristina; Kaptein Bernard; Broxterman Quirinus B; Galdiero Stefania; Galdiero Massimiliano; Vitiello Mariateresa; Benedetti Ettore; Toniolo Claudio (literal)
Pagina inizio
  • 748 (literal)
Pagina fine
  • 757 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
  • 12 (literal)
Rivista
Note
  • ISI Web of Science (WOS) (literal)
Titolo
  • Synthesis, conformation, and bioactivity of novel analogues of the antiviral lipopeptide halovir A (literal)
Abstract
  • We synthesized by solution-phase methods three analogues, [L-Leu6-OMe], [L-(alpha-Me)Leu3, L-Leu6-OMe], and [L-(alpha-Me)Val4, L-Leu6-OMe] of halovir A. The [L-Leu6-OMe] analogue is known to be biologically equipotent to its naturally occurring, antiviral, lipopentapeptide amide parent compound. The preferred conformations of the L-(alpha-Me)Leu- and L-(alpha-Me)Val-containing analogues, with a potentially reinforced helicity, were compared with those of [L-Leu6-OMe] halovir A and the natural peptide itself by use of a combination of FT-IR absorption and NMR techniques. Measurements of the antiviral activities against herpes simplex virus type-1 (HSV-1) of halovir A and its three analogues were also carried out. Interestingly, the [L-(alpha-Me)Val4, L-Leu6-OMe] analogue exhibits the most significant activity in reducing HSV-1 infectivity, notably higher than that of halovir A itself. (literal)
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