Total synthesis and cytotoxicity evaluation of an oxazole analogue of tubulysin U

P.S. Shankar, M. Sani, Matteo Zanda, Fiona Saunders, H.M. Wallace

Research output: Contribution to journalArticle

14 Citations (Scopus)

Abstract

Tubulysins are strongly cytotoxic natural tetrapeptides with potent anti-proliferative, anti-mitotic and anti-angiogenic activities which might find use in oncology. We herein report the first total synthesis of a stereoisomerically pure oxazole analogue of tubulysin U, which was found to be more cytotoxic than the thiazole-containing natural product. Additionally, we have developed an improved and scalable synthetic route towards the Tup fragment of the tubulysins.
Original languageEnglish
Pages (from-to)1673-1676
Number of pages4
JournalSynlett
Volume12
Issue number12
DOIs
Publication statusPublished - 1 Jan 2011

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Oxazoles
Thiazoles
Oncology
Cytotoxicity
Biological Products
tubulysin U

Keywords

  • tubulysin
  • oxazole
  • SAR study
  • chemotherapy
  • cytotoxicity

Cite this

Total synthesis and cytotoxicity evaluation of an oxazole analogue of tubulysin U. / Shankar, P.S.; Sani, M.; Zanda, Matteo; Saunders, Fiona; Wallace, H.M.

In: Synlett, Vol. 12, No. 12, 01.01.2011, p. 1673-1676.

Research output: Contribution to journalArticle

Shankar, P.S. ; Sani, M. ; Zanda, Matteo ; Saunders, Fiona ; Wallace, H.M. / Total synthesis and cytotoxicity evaluation of an oxazole analogue of tubulysin U. In: Synlett. 2011 ; Vol. 12, No. 12. pp. 1673-1676.
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