522602-18-2

Upstream product

• 244293-43-4 ethyl (E)-3-(4-(((tert-butyldimethylsilyl)oxy)phenyl)acrylate) 
• 23795-02-0 3-(4-hydroxy-phenyl)-propionic acid ethyl ester 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 183140-16-1 C₁₇H₂₆O₃Si 
• 123-08-0 4-hydroxy-benzaldehyde 
• 120743-99-9 p-[(tert-butyldimethylsilyl)oxy]benzaldehyde 

Downstream Products

• 893403-87-7 3-benzenesulfonyl-4-(3-(4-(tert-butyl(dimethyl)silyloxy)phenyl)propoxy)furoxan 
• 147974-20-7 3-[4-(tert-butyl-dimethyl-silanyloxy)phenyl]propionaldehyde 
• 1202785-08-7 C₂₈H₃₇F₃O₄Si 
• 1303501-13-4 1,9-bis(4-hydroxyphenyl)-3,7-dihydroxynonan-5-one 
• 1421598-67-5 (+)-(3S,7S)-1,9-bis(4-(tert-butyldimethylsilyloxy)phenyl)-3,7-dihydroxynonan-5-one 
• 622397-33-5 (S)-1-(4-((tert-butyldimethylsilyl)oxy)phenyl)hex-5-en-3-ol 
• 1421598-63-1 C₂₆H₃₈O₃Si 
• 1421598-64-2 C₂₆H₃₈O₄Si 
• 1421598-65-3 C₄₁H₆₂O₆Si₂ 
• 215776-67-3 3-[4-(tert-butyl-dimethyl-silanyloxy)phenyl]propan-1-ol 

Relevant academic research and scientific papers

Small Molecule Inhibitors of the BfrB-Bfd Interaction Decrease Pseudomonas aeruginosa Fitness and Potentiate Fluoroquinolone Activity

The iron storage protein bacterioferritin (BfrB) is central to bacterial iron homeostasis. The mobilization of iron from BfrB, which requires binding by a cognate ferredoxin (Bfd), is essential to the regulation of cytosolic iron levels in P. aeruginosa. This paper describes the structure-guided development of small molecule inhibitors of the BfrB-Bfd protein-protein interaction. The process was initiated by screening a fragment library and followed by obtaining the structure of a fragment hit bound to BfrB. The structural insights were used to develop a series of 4-(benzylamino)- A nd 4-((3-phenylpropyl)amino)-isoindoline-1,3-dione analogs that selectively bind BfrB at the Bfd binding site. Challenging P. aeruginosa cells with the 4-substituted isoindoline analogs revealed a dose-dependent growth phenotype. Further investigation determined that the analogs elicit a pyoverdin hyperproduction phenotype that is consistent with blockade of the BfrB-Bfd interaction and ensuing irreversible accumulation of iron in BfrB, with concomitant depletion of iron in the cytosol. The irreversible accumulation of iron in BfrB prompted by the 4-substituted isoindoline analogs was confirmed by visualization of BfrB-iron in P. aeruginosa cell lysates separated on native PAGE gels and stained for iron with Ferene S. Challenging P. aeruginosa cultures with a combination of commercial fluoroquinolone and our isoindoline analogs results in significantly lower cell survival relative to treatment with either antibiotic or analog alone. Collectively, these findings furnish proof of concept for the usefulness of small molecule probes designed to dysregulate bacterial iron homeostasis by targeting a protein-protein interaction pivotal for iron storage in the bacterial cell.

SMALL MOLECULE INHIBITORS OF THE BFRB:BFD INTERACTION

The present technology provides compounds of Formula I and related methods for treating a bacterial infection as well as methods for inhibiting interaction of a bacterioferritin and a bacterioferritin-associated ferredoxin.

Enantioselective total synthesis of (-)-ericanone

The first total synthesis of (-)-ericanone was achieved in 10 steps with a 16% overall yield from p-hydroxybenzaldehyde. Notable features of this stereocontrolled approach include a Keck allylation to install the stereocenter at C3 and a 1,5-anti aldol reaction to install the hydroxyl group at C7.

Pd-catalyzed arylation reactions with phenol diazonium salts: Application in the synthesis of diarylheptanoids

The first total synthesis of the natural product (3S,7R)-5,6-dehydro-de-O- methyl centrolobine and various analogues is reported, using a highly regio- and diastereoselective Mizoroki-Heck reaction of phenol diazonium salts and enantiopure dihydropyrans. The assigned relative configuration was confirmed by single-crystal X-ray structure analysis, but a revision of the absolute configuration is proposed based on polarimetric measurement.

Metallo-beta-lactamase inhibitors

A new metallo-β-lactamase inhibitor which acts as a medicament for inhibiting the inactivation of β-lactam antibiotics and recovering anti-bacterial activities is disclosed. The maleic acid derivatives having the general formula (I) have metallo-β-lactamase inhibiting activities. It is possible to recover the anti-bacterial activities of β-lactam antibiotics against metallo-β-lactamase producing bacteria by combining the compound of the general formula (I) with β-lactam antibiotics.

NO-donor phenols: A new class of products endowed with antioxidant and vasodilator properties

The synthesis and study of the antioxidant and vasodilator properties of a new class of phenols able to release nitric oxide are described. The products were designed through a symbiotic approach using selected phenols and selected nitrooxy and furoxan NO

Development of a new class of potential antiatherosclerosis agents: NO-donor antioxidants

A new class of NO-donor phenol derivatives is described. The products were obtained by joining appropriate phenols with either nitrooxy or 3-phenylsulfonylfuroxan-4-yloxy moieties. All the compounds proved to inhibit the ferrous salt/ascorbate induced lip