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 - Sep 1999

Fingerprint

Diterpenes
Structure-Activity Relationship
Tubulin
Cytotoxicity
Paclitaxel
Tumor Cell Line
Biological Products
Tumors
Cells
Pharmaceutical Preparations
eleutherobin

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Drug Discovery

Cite this

Nicolaou, K. C., Pfefferkorn, J., Xu, J., Winssinger, N., Ohshima, T., Kim, S., ... 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

Total synthesis and chemical biology of the sarcodictyins. / Nicolaou, K. C.; Pfefferkorn, Jeffrey; Xu, Jinyou; Winssinger, Nicolas; Ohshima, Takashi; Kim, Sanghee; Hosokawa, Seijiro; Vourloumis, Dionisios; Van Delft, Floris; Li, Tianhu.

In: Chemical and Pharmaceutical Bulletin, Vol. 47, No. 9, 09.1999, p. 1199-1213.

Research output: Contribution to journalReview article

Nicolaou, KC, 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, vol. 47, no. 9, pp. 1199-1213. https://doi.org/10.1248/cpb.47.1199
Nicolaou, K. C. ; Pfefferkorn, Jeffrey ; Xu, Jinyou ; Winssinger, Nicolas ; Ohshima, Takashi ; Kim, Sanghee ; Hosokawa, Seijiro ; Vourloumis, Dionisios ; Van Delft, Floris ; Li, Tianhu. / Total synthesis and chemical biology of the sarcodictyins. In: Chemical and Pharmaceutical Bulletin. 1999 ; Vol. 47, No. 9. pp. 1199-1213.
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