Analysis of quinolinequinone reactivity, cytotoxicity, and anti-HIV-1 properties

Ayna Alfadhli, Andrew Mack, Logan Harper, Sam Berk, Christopher Ritchie, Eric Barklis

Research output: Contribution to journalArticle

5 Scopus citations

Abstract

We have analyzed a set of quinolinequinones with respect to their reactivities, cytotoxicities, and anti-HIV-1 properties. Most of the quinolinequinones were reactive with glutathione, and several acted as sulfhydryl crosslinking agents. Quinolinequinones inhibited binding of the HIV-1 matrix protein to RNA to varying degrees, and several quinolinequinones showed the capacity to crosslink HIV-1 matrix proteins in vitro, and HIV-1 structural proteins in virus particles. Cytotoxicity assays yielded quinolinequinone CC50 values in the low micromolar range, reducing the potential therapeutic value of these compounds. However, one compound, 6,7-dichloro-5,8-quinolinequinone potently inactivated HIV-1, suggesting that quinolinequinones may prove useful in the preparation of inactivated virus vaccines or for other virucidal purposes.

Original languageEnglish (US)
Pages (from-to)5618-5625
Number of pages8
JournalBioorganic and Medicinal Chemistry
Volume24
Issue number21
DOIs
Publication statusPublished - Nov 1 2016

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Keywords

  • HIV
  • Quinolinequinone
  • Virus

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

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