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

Publication ,  Journal Article
Jing, B; Janout, V; Herold, BC; Klotman, ME; Heald, T; Regen, SL
Published in: J Am Chem Soc
December 15, 2004

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.

Duke Scholars

Published In

J Am Chem Soc

DOI

ISSN

0002-7863

Publication Date

December 15, 2004

Volume

126

Issue

49

Start / End Page

15930 / 15931

Location

United States

Related Subject Headings

  • Sulfuric Acid Esters
  • Structure-Activity Relationship
  • Lipid Bilayers
  • Hydrophobic and Hydrophilic Interactions
  • Humans
  • Herpesvirus 2, Human
  • HIV-1
  • General Chemistry
  • Female
  • Cholic Acids
 

Citation

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Jing, B., Janout, V., Herold, B. C., Klotman, M. E., Heald, T., & Regen, S. L. (2004). Persulfated molecular umbrellas as anti-HIV and anti-HSV agents. J Am Chem Soc, 126(49), 15930–15931. https://doi.org/10.1021/ja044400o
Jing, Bingwen, Vaclav Janout, Betsy C. Herold, Mary E. Klotman, Taylor Heald, and Steven L. Regen. “Persulfated molecular umbrellas as anti-HIV and anti-HSV agents.J Am Chem Soc 126, no. 49 (December 15, 2004): 15930–31. https://doi.org/10.1021/ja044400o.
Jing B, Janout V, Herold BC, Klotman ME, Heald T, Regen SL. Persulfated molecular umbrellas as anti-HIV and anti-HSV agents. J Am Chem Soc. 2004 Dec 15;126(49):15930–1.
Jing, Bingwen, et al. “Persulfated molecular umbrellas as anti-HIV and anti-HSV agents.J Am Chem Soc, vol. 126, no. 49, Dec. 2004, pp. 15930–31. Pubmed, doi:10.1021/ja044400o.
Jing B, Janout V, Herold BC, Klotman ME, Heald T, Regen SL. Persulfated molecular umbrellas as anti-HIV and anti-HSV agents. J Am Chem Soc. 2004 Dec 15;126(49):15930–15931.
Journal cover image

Published In

J Am Chem Soc

DOI

ISSN

0002-7863

Publication Date

December 15, 2004

Volume

126

Issue

49

Start / End Page

15930 / 15931

Location

United States

Related Subject Headings

  • Sulfuric Acid Esters
  • Structure-Activity Relationship
  • Lipid Bilayers
  • Hydrophobic and Hydrophilic Interactions
  • Humans
  • Herpesvirus 2, Human
  • HIV-1
  • General Chemistry
  • Female
  • Cholic Acids