22751-16-2

Upstream product

• 52119-39-8 ethyl (2-nitrobenzoyl)acetate 
• 610-14-0 2-nitrobenzyl chloride 
• 57206-51-6 2-(2-Nitrobenzoyl)acetessigsaeureethylester 

Downstream Products

• 2503-80-2 4-hydroxy-2-heptylquinoline 
• 16662-90-1 3-(2-aminophenyl)-3-oxopropanoic acid 
• 551-93-9 2-aminoacetophenone 
• 156489-07-5 Acetic acid 2-[2,7-dichloro-5,8-dihydroxy-4-(2-nitro-phenyl)-quinolin-6-yl]-ethyl ester 
• 156489-06-4 Acetic acid 2-[2,7-dichloro-4-(2-nitro-phenyl)-5,8-dioxo-5,8-dihydro-quinolin-6-yl]-ethyl ester 
• 156488-99-2 N-(5-Methoxy-2,3-dihydro-benzofuran-6-yl)-3-(2-nitro-phenyl)-3-oxo-propionamide 
• 156489-00-8 5-Methoxy-9-(2-nitro-phenyl)-3,6-dihydro-2H-furo[2,3-f]quinolin-7-one 
• 156489-03-1 4,7-Dichloro-9-(2-nitro-phenyl)-2,3-dihydro-furo[2,3-f]quinolin-5-ol 
• 156489-04-2 2,7-Dichloro-6-(2-hydroxy-ethyl)-4-(2-nitro-phenyl)-quinoline-5,8-dione 
• 156489-01-9 7-Chloro-5-methoxy-9-(2-nitro-phenyl)-2,3-dihydro-furo[2,3-f]quinoline 
• 156489-02-0 2-Chloro-6-(2-hydroxy-ethyl)-4-(2-nitro-phenyl)-quinoline-5,8-dione 
• 482-89-3 1H,1H'-2,2'-Biindolylidene-3,3'-dione 
• 577-59-3 2-acetylnitrobenzene 
• 124-38-9 carbon dioxide 

Relevant academic research and scientific papers

Engineered Biosynthesis of Fungal 4-Quinolone Natural Products

Quinolone-containing natural products are widely found in bacteria, fungi, and plants. The fungal quinolactacins, which are N-methyl-4-quinolones, display a wide spectrum of biological activities. Here we uncovered a concise nonribosomal peptide synthetase pathway involved in quinolactacin A biosynthesis from Penicillium by using heterologous reconstitution and in vitro enzymatic synthesis. The N-desmethyl analog of quinolactacin A was accessed through the construction of a hybrid bacterial and fungi pathway in the heterologous host.

Quinolactacin Biosynthesis Involves Non-Ribosomal-Peptide-Synthetase-Catalyzed Dieckmann Condensation to Form the Quinolone-γ-lactam Hybrid

Quinolactacins are novel fungal alkaloids that feature a quinolone-γ-lactam hybrid, which is a potential pharmacophore for the treatment of cancer and Alzheimer's disease. Herein, we report the identification of the quinolactacin A2 biosynthetic gene cluster and elucidate the enzymatic basis for the formation of the quinolone-γ-lactam structure. We reveal an unusual β-keto acid (N-methyl-2-aminobenzoylacetate) precursor that is derived from the primary metabolite l-kynurenine via methylation, oxidative decarboxylation, and amide hydrolysis reactions. In vitro assays reveal two single-module non-ribosomal peptide synthetases (NRPs) that incorporate the β-keto acid and l-isoleucine, followed by Dieckmann condensation, to form the quinolone-γ-lactam. Notably, the bioconversion from l-kynurenine to the β-keto acid is a unique strategy employed by nature to decouple R*-domain-containing NRPS from the polyketide synthase (PKS) machinery, expanding the paradigm for the biosynthesis of quinolone-γ-lactam natural products via Dieckmann condensation.

NOVEL ARYL HYDROCARBON RECEPTOR LIGANDS DERIVED FROM KYNURENINE

The present invention relates to novel compounds which are aryl hydrocarbon receptor (AHR) ligands and uses thereof.

Competitive Live-Cell Profiling Strategy for Discovering Inhibitors of the Quinolone Biosynthesis of Pseudomonas aeruginosa

Quinolones of the human pathogenPseudomonas aeruginosaserve as antibacterial weapons and quorum sensing signals and coordinate the production of important virulence factors. A central enzyme for the biosynthesis of these quinolones is the synthetase PqsD.

The end of an old hypothesis: The pseudomonas signaling molecules 4-hydroxy-2-alkylquinolines derive from fatty acids, not 3-ketofatty acids

Summary Groups of pathogenic bacteria use diffusible signals to regulate their virulence in a concerted manner. Pseudomonas aeruginosa uses 4-hydroxy-2-alkylquinolines (HAQs), including 4-hydroxy-2-heptylquinoline (HHQ) and 3,4-dihydroxy-2-heptylquinoline

SYNTHESIS OF ETHYL ortho-SUBSTITUTED BENZOYLACETATES AND INVESTIGATION OF THE INFLUENCE OF ortho-SUBSTITUENTS ON KETO-ENOL TAUTOMERISM AND MS FRAGMENTATION BEHAVIOUR

A series of seven ethyl 2-acetyl-(2-substituted benzoyl)acetates II-VIII was synthesized, together with their parent compound I, from the corresponding acid chlorides.The tautomerism of these β-tricarbonyl compounds in tetrachloromethane was studied by 1H NMR spectroscopy and former results concerning this problem were critically evaluated.A further series of seven ortho-substituted ethyl benzoylacetates X-XV and XVII was obtained from the corresponding precursors II-VIII.The keto-enol tautomerism of these β-keto esters was studied by 1H NMR in different solventsand compared with ethyl benzoylacetate IX as standard.Differences caused by the ortho-substituents are discussed.Investigation of the mass spectrometric fragmentation of the β-keto esters IX-XV and XVII showed both common fragmentation pathways due to the same substance class and typical differences in relative intensities according to the nature of the ortho-substituent.