Total synthesis and biological evaluation of tubulysin U, tubulysin V, and their analogues

Ranganathan Balasubramanian; Bhooma Raghavan; Adrian Begaye; Dan L. Sackett; Robert A. Fecik

doi:10.1021/jm8013579

Total synthesis and biological evaluation of tubulysin U, tubulysin V, and their analogues

Ranganathan Balasubramanian, Bhooma Raghavan, Adrian Begaye, Dan L. Sackett, Robert A. Fecik

Medicinal Chemistry

Research output: Contribution to journal › Article › peer-review

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Abstract

A stereoselective total synthesis of the cytotoxic natural products tubulysin U, tubulysin V, and its unnatural epimer epitubulysin V, is reported. Simplified analogues containing N,N-dimethyl- D-alanine as a replacement for the N-terminal N-Me-pipecolinic acid residue of the tubulysins are also disclosed. Biological evaluation of these natural products and analogues provided key information with regard to structural and stereochemical requirements for antiproliferative activity and tubulin polymerization inhibition.

Original language	English (US)
Pages (from-to)	238-240
Number of pages	3
Journal	Journal of medicinal chemistry
Volume	52
Issue number	2
DOIs	https://doi.org/10.1021/jm8013579
State	Published - Jan 22 2009

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AU - Fecik, Robert A.

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Total synthesis and biological evaluation of tubulysin U, tubulysin V, and their analogues

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