Total Synthesis of Tubulysins U and V

Authors

  • Monica Sani Dr.,

    1. C.N.R.—Istituto di Chimica del Riconoscimento Molecolare and Dipartimento C.M.I.C. Politecnico di Milano, Via Mancinelli 7, 20131 Milano, Italy, Fax: (+39) 02-2399-3080
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  • Giacomo Fossati,

    1. C.N.R.—Istituto di Chimica del Riconoscimento Molecolare and Dipartimento C.M.I.C. Politecnico di Milano, Via Mancinelli 7, 20131 Milano, Italy, Fax: (+39) 02-2399-3080
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  • Florent Huguenot Dr.,

    1. C.N.R.—Istituto di Chimica del Riconoscimento Molecolare and Dipartimento C.M.I.C. Politecnico di Milano, Via Mancinelli 7, 20131 Milano, Italy, Fax: (+39) 02-2399-3080
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  • Matteo Zanda Dr.

    1. C.N.R.—Istituto di Chimica del Riconoscimento Molecolare and Dipartimento C.M.I.C. Politecnico di Milano, Via Mancinelli 7, 20131 Milano, Italy, Fax: (+39) 02-2399-3080
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  • We thank the European Commission (Integrated Project “STROMA” LSHC-CT-2003-503233), Politecnico di Milano, and C.N.R. for financial support. We also thank Dr. L. Malpezzi for the X-ray analyses, and Prof. A. Mele and Dr. G. Fronza for their help with the NMR spectroscopic analysis.

Abstract

original image

Meeting the challenge: A reliable and modular reaction sequence has been developed for the synthesis of the challenging tubulysin framework. This route allows preparation of hundreds of milligrams of the stereochemically pure tetrapeptides (see picture), which are produced in small amounts by two different species of myxobacteria. Thus, full biological evaluation of the tubulysins and their analogues is now a real possibility.

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