Total synthesis and chemical biology of the sarcodictyins

K. C. Nicolaou, Jeffrey Pfefferkorn, Jinyou Xu, Nicolas Winssinger, Takashi Ohshima, Sanghee Kim, Seijiro Hosokawa, Dionisios Vourloumis, Floris Van Delft, Tianhu Li

Research output: Contribution to journalReview article

54 Citations (Scopus)

Abstract

The sarcodictyins A - F and eleutherobin comprise a family of marine- derived diterpenoids with potent cytotoxicities against various tumor cell lines. Investigations have revealed that several of these compounds exert their cytotoxic effects through tubulin binding in a mechanism analogous to that of the clinical anticancer drug Taxol(TM). The biological importance, challenging molecular architecture, and relative scarcity of these natural products have prompted several groups to undertake their total chemical synthesis. In this review, we summarize the current synthetic efforts and examine the preliminary structure-activity relationships which have emerged from early combinatorial libraries.

Original languageEnglish
Pages (from-to)1199-1213
Number of pages15
JournalChemical and Pharmaceutical Bulletin
Volume47
Issue number9
DOIs
Publication statusPublished - 1999 Sep
Externally publishedYes

Keywords

  • Anticancer
  • Combinatorial library
  • Eleutherobin
  • Sarcodictyin
  • Synthesis
  • Tubulin

ASJC Scopus subject areas

  • Chemistry(all)
  • Drug Discovery

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  • Cite this

    Nicolaou, K. C., Pfefferkorn, J., Xu, J., Winssinger, N., Ohshima, T., Kim, S., Hosokawa, S., Vourloumis, D., Van Delft, F., & Li, T. (1999). Total synthesis and chemical biology of the sarcodictyins. Chemical and Pharmaceutical Bulletin, 47(9), 1199-1213. https://doi.org/10.1248/cpb.47.1199