Asymmetric synthesis of BB-3497--a potent peptide deformylase inhibitor.

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Pratt LM, Beckett RP, Davies SJ, Launchbury SB, Miller A, Spavold ZM, Todd RS, Whittaker M

Asymmetric synthesis of BB-3497--a potent peptide deformylase inhibitor.

Bioorg Med Chem Lett. 2001 Oct 8;11(19):2585-8.

PubMed ID

11551755 [ View in PubMed

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Abstract

By screening a library of metalloenzyme inhibitors, the N-formyl-hydroxylamine derivative BB-3497 was identified as a potent inhibitor of Escherichia coli peptide deformylase with antibacterial activity both in vitro and in vivo. The homochiral synthesis of BB-3497, involving a novel asymmetric Michael addition reaction is described.

DrugBank Data that Cites this Article

Binding Properties

Drug	Target	Property	Measurement	pH	Temperature (°C)
2-[(Formyl-Hydroxy-Amino)-Methyl]-Heptanoic Acid [1-(2-Hydroxymethyl-Pyrrolidine-1-Carbonyl)-2-Methyl-Propyl]-Amide	Peptide deformylase, mitochondrial	IC 50 (nM)	10	N/A	N/A	Details
Bb-3497	Peptide deformylase, mitochondrial	IC 50 (nM)	70	N/A	N/A	Details
Bb-3497	Peptide deformylase, mitochondrial	IC 50 (nM)	7	N/A	N/A	Details