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Yatakemycin: Total synthesis, DNA alkylation, and biological properties

Academic Article
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Overview

related to degree

  • Tichenor, Mark, Ph.D. in Chemistry, Scripps Research 2002 - 2007

authors

  • Tichenor, Mark
  • Boger, Dale

publication date

  • 2008

journal

  • Natural Product Reports  Journal

abstract

  • DNA-binding small molecules are an important source of anticancer therapeutics that display a diverse array of mechanisms of action. Synthetic studies on the new DNA-alkylating natural product yatakemycin, detailed in this Highlight, have served to reassign its structure, assign the absolute stereochemistry, and provide access to yatakemycin and a series of structural analogues for biological evaluation. Studies on the DNA alkylation properties of (+)-and ent-(-)-yatakemycin and related analogues have demonstrated the enhanced DNA alkylation properties of this class of agents and provided insight into their interaction with DNA.

subject areas

  • Alkylation
  • Crystallography, X-Ray
  • DNA
  • Indoles
  • Molecular Conformation
  • Molecular Structure
  • Pyrroles
  • Stereoisomerism
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Identity

International Standard Serial Number (ISSN)

  • 0265-0568

Digital Object Identifier (DOI)

  • 10.1039/b705665f

PubMed ID

  • 18389136
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Additional Document Info

start page

  • 220

end page

  • 226

volume

  • 25

issue

  • 2

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