✦ LIBER ✦

Abstracts of Poster Section B

Publisher: Wiley (John Wiley & Sons)
Year: 2005
Tongue: English
Weight: 505 KB
Volume: 80
Category: Article
ISSN: 0006-3525
DOI: 10.1002/bip.20324

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✦ Synopsis

Recently, the isolation, amino acid sequence, chemical synthesis, antiviral activity, and solution conformation of halovir A, a terminallyblocked pentapeptide extracted from a marine-derived fungus of the genus Scytalidium have been reported [1,2 ]. The primary structure of this amphiphilic helical lipopeptaibol is as follows:

where Myr is the fatty acyl moiety myristoyl (C 14 ) and Lol is the 1,2-aminoalcohol leucinol. In addition to the naturally occurring peptide and its equally bioactive [Leu 6 -OMe] synthetic precursor, we have synthesized by solution-phase methods two analogues [(␣Me)Leu 3 , Leu 6 -OMe] and [(␣Me)Val 4 , Leu 6 -OMe] of halovir A with a potentially reinforced helicity and a substantially unmodified amphiphilicity. The preferred conformations of the three analogues in solution, as compared to that of halovir A, have been determined by a combination of FT-IR absorption, 2D-NMR, and CD techniques. Assays on the antiviral activity are currently under way.

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