Antineoplastic Agents. 380. Isolation and X-ray Crystal Structure Determination of Isoaaptamine from the Republic of Singapore Hymeniacidon sp. and Conversion to the Phosphate Prodrug Hystatin 1

George Pettit, Holger Hoffmann, James McNulty, Kerianne C. Higgs, Alison Murphy, David J. Molloy, Delbert L. Herald, Michael D. Williams, Robin Pettit, Dennis L. Doubek, John N A Hooper, Leslie Albright, Jean M. Schmidt, Jean Chapuis, Larry P. Tackettt

Research output: Contribution to journalArticle

36 Scopus citations

Abstract

By use of bioassay (murine P388 lymphocytic leukemia cell line) guided isolation procedures, extracts of the Republic of Singapore marine sponge Hymeniacidon sp. were found to contain demethyl-oxyaaptamine (1) and aaptamine (3) as prominent cancer cell growth inhibitory constituents accompanied by the trace, albeit more active, component isoaaptamine (4). The isolation, X-ray structure elucidation, and antineoplastic and antimicrobial activities of isoaaptamine (4) have been summarized. Because of instability, isoaaptamine (4) was converted to a stable sodium phosphate prodrug designated hystatin 1 (7).

Original languageEnglish (US)
Pages (from-to)506-509
Number of pages4
JournalJournal of Natural Products
Volume67
Issue number3
DOIs
StatePublished - Mar 2004

ASJC Scopus subject areas

  • Analytical Chemistry
  • Molecular Medicine
  • Pharmacology
  • Pharmaceutical Science
  • Drug Discovery
  • Complementary and alternative medicine
  • Organic Chemistry

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    Pettit, G., Hoffmann, H., McNulty, J., Higgs, K. C., Murphy, A., Molloy, D. J., Herald, D. L., Williams, M. D., Pettit, R., Doubek, D. L., Hooper, J. N. A., Albright, L., Schmidt, J. M., Chapuis, J., & Tackettt, L. P. (2004). Antineoplastic Agents. 380. Isolation and X-ray Crystal Structure Determination of Isoaaptamine from the Republic of Singapore Hymeniacidon sp. and Conversion to the Phosphate Prodrug Hystatin 1. Journal of Natural Products, 67(3), 506-509. https://doi.org/10.1021/np0204592