Synthesis and structure-activity relationships of the halovirs, antiviral natural products from a marine-derived fungus.
The halovirs are linear, lipophilic peptides produced by a marine-derived fungus of the genus Scytalidium. We recently reported that these molecules possess potent in vitro activity against the herpes simplex viruses 1 and 2. Here we present structure-activity relationships defining key structural elements for optimal viral inhibition. Results demonstrate that an N(alpha)-acyl chain of at least 14 carbons and an Aib-Pro dipeptide are critical for maintaining the antiviral activity.
Rowley
David C
DC
Center for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, University of California, San Diego, La Jolla, CA 92093-0204, USA. drowley@uri.edu
Kelly
Sara
S
Jensen
Paul
P
Fenical
William
W
D000818:Animals; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001688:Biological Products / Q000138:chemical synthesis* / Q000494:pharmacology; D002522:Chlorocebus aethiops; D005656:Fungal Proteins / Q000138:chemical synthesis* / Q000494:pharmacology; D018259:Herpesvirus 1, Human / Q000187:drug effects / Q000502:physiology; D009842:Oligopeptides / Q000138:chemical synthesis* / Q000494:pharmacology; D013329:Structure-Activity Relationship; D014709:Vero Cells
D000998:Antiviral Agents; D001688:Biological Products; D005656:Fungal Proteins; D009842:Oligopeptides; C485457:halovir A