Total synthesis as a resource in the discovery of potentially valuable antitumor agents: Cycloproparadicicol

Kana Yamamoto, Robert M. Garbaccio, Shawn J. Stachel, David B. Solit, Gabriela Chiosis, Neal Rosen, Samuel J. Danishefsky

Research output: Contribution to journalArticle

74 Citations (Scopus)

Abstract

A highly convergent synthesis was used to prepare a series of epimers and analogues of radicicol (1). Biological assessment revealed a previously unrecognized correlation between stereochemistry and antitumor potential in these compounds. Significantly, cycloproparadicicol (2) showed promising therapeutic properties based on inhibition of chaperones.

Original languageEnglish
Pages (from-to)1280-1284
Number of pages5
JournalAngewandte Chemie - International Edition
Volume42
Issue number11
DOIs
Publication statusPublished - 2003 Mar 17
Externally publishedYes

Fingerprint

Stereochemistry
Antineoplastic Agents
cycloproparadicicol
monorden

Keywords

  • Antitumor agents
  • Chaperone proteins
  • Natural products
  • Structure-activity relationships
  • Synthesis design

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

Cite this

Total synthesis as a resource in the discovery of potentially valuable antitumor agents : Cycloproparadicicol. / Yamamoto, Kana; Garbaccio, Robert M.; Stachel, Shawn J.; Solit, David B.; Chiosis, Gabriela; Rosen, Neal; Danishefsky, Samuel J.

In: Angewandte Chemie - International Edition, Vol. 42, No. 11, 17.03.2003, p. 1280-1284.

Research output: Contribution to journalArticle

Yamamoto, Kana ; Garbaccio, Robert M. ; Stachel, Shawn J. ; Solit, David B. ; Chiosis, Gabriela ; Rosen, Neal ; Danishefsky, Samuel J. / Total synthesis as a resource in the discovery of potentially valuable antitumor agents : Cycloproparadicicol. In: Angewandte Chemie - International Edition. 2003 ; Vol. 42, No. 11. pp. 1280-1284.
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