135159-19-2

Upstream product

• 135159-18-1 [(2S,5S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-hydroxy-pyrrolidin-1-yl]-(2-nitro-phenyl)-methanone 
• 610-14-0 2-nitrobenzyl chloride 
• 135159-17-0 (S)-5-(((tert-butyldimethylsilyl)oxy)methyl)-1-(2-nitrobenzoyl)pyrrolidin-2-one 
• 106191-02-0 (S)-5-((tert-butyldimethylsilyloxy)methyl)pyrrolidin-2-one 

Downstream Products

• 135159-22-7 (S)-5-Chloromethyl-1-(2-nitro-benzoyl)-4,5-dihydro-1H-pyrrole-3-carbaldehyde 
• 135159-23-8 Formic acid (S)-4-formyl-1-(2-nitro-benzoyl)-2,3-dihydro-1H-pyrrol-2-ylmethyl ester 
• 135159-16-9 (S)-(2-(hydroxymethyl)-2,3-dihydro-1H-pyrrol-1-yl)(2-nitrophenyl)methanone 

Relevant academic research and scientific papers

Diverted Total Synthesis of Promysalin Analogs Demonstrates That an Iron-Binding Motif Is Responsible for Its Narrow-Spectrum Antibacterial Activity

Promysalin is a species-specific Pseudomonad metabolite with unique bioactivity. To better understand the mode of action of this natural product, we synthesized 16 analogs utilizing diverted total synthesis (DTS). Our analog studies revealed that the bioactivity of promysalin is sensitive to changes within its hydrogen bond network whereby alteration has drastic biological consequences. The DTS library not only yielded three analogs that retained potency but also provided insights that resulted in the identification of a previously unknown ability of promysalin to bind iron. These findings coupled with previous observations hint at a complex multifaceted role of the natural product within the rhizosphere.

NOVEL PROMYSALIN ANALOGUES AND METHODS OF USE THEREOF

The present invention includes novel analogs of promysalin useful in preventing or treating a microbial infection. The present invention also includes methods preventing or treating a microbial infection in a subject in need thereof, the method comprising administering to the subject an effective amount of a compound of the invention.