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New lactimidomycin congeners shed insight into lactimidomycin biosynthesis in streptomyces amphibiosporus

Academic Article
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Overview

authors

  • Ju, J.
  • Seo, H. W.
  • Her, Y.
  • Lim, S. K.
  • Shen, Ben

publication date

  • December 2007

journal

  • Organic Letters  Journal

abstract

  • Lactimidomycin (LTM, 1) is a macrolide antitumor antibiotic with a glutarimide side chain from Streptomyces amphibiosporus ATCC53964. To further develop LTM and related analogues as drug candidates we have (i) improved LTM production by approximately 20 fold, (ii) identified three new metabolites (2-4) possibly involved in the LTM biosynthetic pathway; (iii) found 3 to be identical with a previously identified isomigrastatin precursor, (iv) determined the absolute stereochemistry of LTM, and (v) produced new LTM rearrangement products 2a-d and 4a-d.

subject areas

  • Biological Products
  • Chromatography, High Pressure Liquid
  • Macrolides
  • Molecular Structure
  • Piperidones
  • Streptomyces
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Identity

International Standard Serial Number (ISSN)

  • 1523-7060

Digital Object Identifier (DOI)

  • 10.1021/ol702249g

PubMed ID

  • 17997563
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Additional Document Info

start page

  • 5183

end page

  • 5186

volume

  • 9

issue

  • 25

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