PMID: 2491891Jan 1, 1989Paper

Synthesis and activity of nonhydrolyzable pseudomonic acid analogues

Journal of Medicinal Chemistry
L L KleinA G Pernet

Abstract

Several series of pseudomonic acid analogues have been prepared that incorporate modified functionalities in place of the C1-C3 alpha,beta-unsaturated ester group. The inhibition of isoleucyl-tRNA synthetase and the in vitro activity of these compounds against various Gram-positive and Gram-negative strains are described. Several derivatives showed enzyme inhibition equivalent to or better than that of methyl pseudomonate (3), while lacking the hydrolyzable ester group at C1. These analogues include the corresponding phenyl ketone and the ether 12. The long-chain ketone 24 exhibited similar in vitro activity as the parent ester.

Citations

May 14, 2003·Applied Microbiology and Biotechnology·S KimS Y Choi
Apr 28, 2007·Expert Opinion on Investigational Drugs·Urs A OchsnerNebojsa Janjic
Jan 14, 2017·The Journal of Organic Chemistry·Bernd Schmidt, Stephan Audörsch
Jul 20, 2017·Malaria Journal·Gayatri RamakrishnanNarayanaswamy Srinivasan
Oct 29, 2010·Journal of the American Chemical Society·Max von DeliusDan-Tam D Tang

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