Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Synthesis and Biological Evaluations of N-(2-Substituted-1-carboxyl)vinylazetidinones: A Study on the Essential Structural Element for Biological Activities of ${\beta}$-Lactam Antibiotics

  • Kang, Han-Young (Chemistry Division, Korea Institute of Science and Technology) ;
  • Pae, Ae-Nim (Chemistry Division, Korea Institute of Science and Technology) ;
  • Koh, Hun-Yeong (Chemistry Division, Korea Institute of Science and Technology) ;
  • Chang, Moon-Ho (Chemistry Division, Korea Institute of Science and Technology)
  • Published : 1991.02.20
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Abstract

A series of compounds, N-(2-substituted-1-carboxy)vinylazetidinones were successfully synthesized in order to test the hypothesis that biological activities of ${\beta}$-lactam antibiotics could be attributed to the smooth flow of electrons after a nucleophilic attack at the carbonyl carbon in the ${\beta}$-lactam ring. After introduction of aminothiazolylacetamido group at 3-position of the azetidinones, their biological activities were evaluated. Their low activities led to the conclusion that the smooth electron flow in ${\beta}$-lactams in not the sufficient source for the biological activities.

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References

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  2. In Silico Design and Enantioselective Synthesis of Functionalized Monocyclic 3‐Amino‐1‐carboxymethyl‐β‐lactams as Inhibitors of Penicillin‐Binding Proteins of vol.24, pp.57, 1991, https://doi.org/10.1002/chem.201801868
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