Persulfated molecular umbrellas as anti-HIV and anti-HSV agents

Bingwen Jing, Vaclav Janout, Betsy C. Herold, Mary E. Klotman, Taylor Heald, Steven L. Regen

Research output: Contribution to journalArticle

31 Scopus citations

Abstract

A series of persulfated molecular umbrellas have been synthesized from putrescine, spermidine, spermine, lysine, and cholic acid (1a, 2a, 3a, 4a, and 5a) and their anti-HIV and anti-HSV activities determined. Despite it size, the most active of these conjugates (5a) was able to cross phospholipid bilayers made from 1-palmitoyl-2-oleyol-sn-glycero-3-phosphocholine (POPC) and 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphatidylglycerol (POPG). The unique combination of anti-viral activity, an ability to cross hydrophobic barriers, a lack of cytotoxicity, and a simple three-step synthesis from biogenic starting material suggests that 5a and related conjugates may be exploitable as a novel class of anti-viral agents for systemic and topical applications.

Original languageEnglish (US)
Pages (from-to)15930-15931
Number of pages2
JournalJournal of the American Chemical Society
Volume126
Issue number49
DOIs
StatePublished - Dec 15 2004

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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