Isolation and Structure of Halistatin 1 from the Eastern Indian Ocean Marine Sponge Phakellia carteri

George Pettit, Rui Tan, Feng Gao, Michael D. Williams, Dennis L. Doubek, Michael R. Boyd, Jean M. Schmidt, Jean Chapuis, Ernest Hamel, Ruoli Bai, John N A Hooper, Larry P. Tackett

Research output: Contribution to journalArticle

111 Scopus citations

Abstract

A highly potent new polyether macrolide antimitotic agent designated halistatin 1 (5) was isolated (8.8 × 10−7% yield) from Phakellia carteri. The marine sponge was located in coastal areas of the Republic of the Comoros, and it was also found to contain halichondrin B (3) and homohalichondrin B (4). Structure elucidation of halistatin 1 (5) was achieved primarily by employing extensive high-field (400- and 500-MHz) 2D NMR techniques. Halistatin 1, like halichondrin B and homohalichondrin B, caused the accumulation of cells arrested in mitosis, inhibited tubulin polymerization, and inhibited the binding of radiolabeled vinblastine and GTP to tubulin.

Original languageEnglish (US)
Pages (from-to)2538-2543
Number of pages6
JournalJournal of Organic Chemistry
Volume58
Issue number9
DOIs
StatePublished - Jan 1 1993

ASJC Scopus subject areas

  • Organic Chemistry

Fingerprint Dive into the research topics of 'Isolation and Structure of Halistatin 1 from the Eastern Indian Ocean Marine Sponge Phakellia carteri'. Together they form a unique fingerprint.

  • Cite this

    Pettit, G., Tan, R., Gao, F., Williams, M. D., Doubek, D. L., Boyd, M. R., Schmidt, J. M., Chapuis, J., Hamel, E., Bai, R., Hooper, J. N. A., & Tackett, L. P. (1993). Isolation and Structure of Halistatin 1 from the Eastern Indian Ocean Marine Sponge Phakellia carteri. Journal of Organic Chemistry, 58(9), 2538-2543. https://doi.org/10.1021/jo00061a030