Simple isoquinoline and benzylisoquinoline alkaloids as potential antimicrobial, antimalarial, cytotoxic, and anti-HIV agents

Kinuko Iwasa, Masataka Moriyasu, Yoko Tachibana, Hye Sook Kim, Yusuke Wataya, Wolfgang Wiegrebe, Kenneth F. Bastow, L. Mark Cosentino, Mutsuo Kozuka, Kuo Hsiung Lee

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Abstract

Twenty-six simple isoquinolines and 21 benzylisoquinolines were tested for antimicrobial, antimalarial, cytotoxic, and anti-HIV activities. Some simple isoquinoline alkaloids were significantly active in each assay, and may be useful as lead compounds for developing potential chemotherapeutic agents. These compounds include 13 (antimicrobial), 25, 26, and 42 (antimalarial), 13 and 25 (cytotoxic), and 28 and 29 (anti-HIV). A quaternary nitrogen atom of isoquinolium or dihydroisoquinolinium type may contribute to enhanced potency in the first three types of activities. In contrast , anti-HIV activity was found with tetrahydroisoquinoline and 6,7-dihydroxyisoquinolium salts.

Original languageEnglish
Pages (from-to)2871-2884
Number of pages14
JournalBioorganic and Medicinal Chemistry
Volume9
Issue number11
DOIs
Publication statusPublished - Oct 9 2001

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ASJC Scopus subject areas

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

Cite this

Iwasa, K., Moriyasu, M., Tachibana, Y., Kim, H. S., Wataya, Y., Wiegrebe, W., Bastow, K. F., Cosentino, L. M., Kozuka, M., & Lee, K. H. (2001). Simple isoquinoline and benzylisoquinoline alkaloids as potential antimicrobial, antimalarial, cytotoxic, and anti-HIV agents. Bioorganic and Medicinal Chemistry, 9(11), 2871-2884. https://doi.org/10.1016/S0968-0896(01)00154-7