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      Halovirs A–E, new antiviral agents from a marine-Derived fungus of the genus Scytalidium

      Bioorganic & Medicinal Chemistry
      Elsevier BV

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          Abstract

          Marine micro-organisms represent an under explored resource for the discovery of novel antiviral agents. Here, we describe a series of peptides designated halovirs A-E (1-5) that are produced during the saline fermentation of a marine-derived fungus of the genus Scytalidium. These lipophilic, linear peptides are potent in vitro inhibitors of the herpes simplex viruses 1 and 2. Evidence is presented that the halovirs directly inactivate herpes viruses, a mechanism of action that could be applicable in the prevention of HSV transmission. The total structures of these new compounds were established by a combination of spectral and chemical techniques. Salient structural features of the halovir hexapeptides include a nitrogen terminus acylated by myristic (C14) or lauric (C12) acid, an unusual Aib-Hyp dipeptide segment, and a carboxyl terminus reduced to a primary alcohol. A qualitative analysis of the secondary structures of these molecules using variable temperature NMR experiments and NOE analyses is also reported.

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          Author and article information

          Journal
          Bioorganic & Medicinal Chemistry
          Bioorganic & Medicinal Chemistry
          Elsevier BV
          09680896
          September 15 2003
          September 15 2003
          : 11
          : 19
          : 4263-4274
          Article
          10.1016/S0968-0896(03)00395-X
          12951157
          06d865a7-58bb-445b-9501-b6762026ca88
          © 2003

          https://www.elsevier.com/tdm/userlicense/1.0/

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