85593-76-6

Upstream product

• 2150-47-2 methyl 2,4-dihydroxybenzoate 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 

Downstream Products

• 5427-29-2 methyl 2-hydroxy-4-benzyloxybenzoate 
• 35318-15-1 2,4-dihydroxybenzohydroxamic acid 
• 65047-18-9 1-(2,4-dihydroxyphenyl)-2-(pyridin-2-yl)ethan-1-one 
• 1026882-22-3 3-(2,4-Bis-benzyloxy-benzoylamino)-propionic acid methyl ester 
• 170281-93-3 methyl N-(2,4-dibenzyloxybenzoyl)glycinate 
• 885218-46-2 2,4-Bis-benzyloxy-benzoic acid (1S,3aS,7aS)-4,4,7a-trimethyl-octahydro-inden-1-yl ester 
• 885218-47-3 2,4-Dihydroxy-benzoic acid (1S,3aS,7aS)-4,4,7a-trimethyl-octahydro-inden-1-yl ester 
• 85593-77-7 2,4-bis(benzyloxy)benzoic acid 
• 158744-60-6 5-[(Z)-1-(2,4-Bis-benzyloxy-phenyl)-propenyloxy]-6-((E)-propenyl)-benzo[1,3]dioxole 
• 85593-81-3 2-(2',4'-dibenzyloxyphenyl)-5,6-methylenedioxybenzofuran 
• 67121-26-0 2-(2’,4’-dihydroxyphenyl)-5,6-methylenedioxybenzofuran 
• 121903-71-7 2,4-bis(benzyloxy)benzoyl chloride 

Relevant academic research and scientific papers

BRARTEMICIN ANALOGUES

The invention relates to brartemicin analogues of Formula (IV) and their uses. These compounds are potent Mincle agonists and Th1-stimulating vaccine adjuvants.

NADPH OXIDASE INHIBITORS AND USES THEREOF

This disclosure relates to compounds and methods of treating or preventing a Nox related disease or condition comprising administering to a subject in need thereof a Nox inhibitor or pharmaceutical compositions comprising a Nox inhibitor disclosed herein,

Lipidated Brartemicin Analogues Are Potent Th1-Stimulating Vaccine Adjuvants

Effective Th1-stimulating vaccine adjuvants typically activate antigen presenting cells (APCs) through pattern recognition receptors (PRRs). Macrophage inducible C-type lectin (Mincle) is a PRR expressed on APCs and has been identified as a target for Th1-stimulating adjuvants. Herein, we report on the synthesis and adjuvanticity of rationally designed brartemicin analogues containing long-chain lipids and demonstrate that they are potent Mincle agonists that activate APCs to produce inflammatory cytokines in a Mincle-dependent fashion. Mincle binding, however, does not directly correlate to a functional immune response. Mutation studies indicated that the aromatic residue of lead compound 9a has an important interaction with Mincle Arg183. In vivo assessment of 9a highlighted the capability of this analogue to augment the Th1 response to a model vaccine antigen. Taken together, our results show that lipophilic brartemicin analogues are potent Mincle agonists and that 9a has superior in vivo adjuvant activity compared to TDB.

Design, synthesis, and biological evaluation of inhibitors of the NADPH oxidase, Nox4

NADPH oxidases (Nox enzymes) are critical mediators of both physiologic and pathophysiologic processes. Nox enzymes catalyze NADPH-dependent generation of reactive oxygen species (ROS), including superoxide and hydrogen peroxide. Until recently, Nox4 was proposed to be involved exclusively in normal physiologic functions. Compelling evidence, however, suggests that Nox4 plays a critical role in fibrosis, as well as a host of pathologies and diseases. These considerations led to a search for novel, small molecule inhibitors of this important enzyme. Ultimately, a series of novel tertiary sulfonylureas (23–25) was designed using pharmacophore modeling, synthesized, and evaluated for inhibition of Nox4-dependent signaling.

Benzoic hydroxamate-based iron complexes as model compounds for humic substances: Synthesis, characterization and algal growth experiments

A series of monomeric and dimeric FeIII complexes bearing benzoic hydroxamates as O,O-chelates has been prepared and characterized by elemental analysis, IR spectroscopy, UV-Vis spectroscopy, electrospray ionization mass spectrometry (ESI-MS), cyclic voltammetry, EPR spectroscopy and for some examples by X-ray diffraction analysis. The stability of the synthesized complexes in pure water and seawater was monitored over 24 h by means of UV-Vis spectrometry. The ability to release iron from the synthesized model complexes has been investigated with algae growth experiments.

Factors affecting orthogonality in the deprotection of 2,4-di-protected aromatic ethers employing solid-supported acids

Selective deprotection of aromatic ethers bearing two protecting groups on the same aromatic ring by solid-supported acids (Amberlyst-15 and PTS-Si) was systematically investigated. ortho-Directing protonation by the carbonyl group as well as carbocation stability and quenching are the important determining factors for the orthogonal deprotection process. Stablilized carbocations (e.g., those from the MOM and PMB groups) could be removed with high selectivity.

Chemical analysis of norrisolide-induced Golgi vesiculation

The chemical origin of the norrisolide-induced irreversible Golgi vesiculation was studied using a variety of norrisolide probes. This natural product was found to bind to a receptor on the Golgi membranes using the perhydroindane core fragment as the rec

Selective endothelin A receptor ligands. 1. Discovery and structure-activity of 2,4-disubstituted benzoic acid derivatives

This paper describes the discovery of a new non-peptide endothelin A (ET(A)) selective ligand, 2,4-dibenzyloxybenzoic acid 3, which inhibits the binding of [125I]ET-1 to ET(A) receptors with an IC50 of 9 μM (ET-1 = endothelin-1). Optimisation of 3 resulted in compound 52 which had an IC50 of 1 μM. One of the analogues of 3, compound 15, was examined in a functional assay and shown to antagonise ET-1-induced contraction of rat aorta. The identification of 3 was made through the application of ChemDBS-3D searching of our corporate database. The 3D query, using an aromatic ring to a carboxylic acid group separated by 10.2 ± 1.1 A, was derived from an examination of common pharmacophoric distances found in the low energy conformations of two known ET(A) antagonists, the cyclic pentapeptide BQ 123 1 and myriceron caffeoyl ester 2.

The Synthesis of Cyclic Enol Ethers via Molybdenum Alkylidene-Catalyzed Ring-Closing Metathesis

An efficient method for the construction of five- and six-membered cyclic vinyl ethers from unsaturated esters using stoichiometric titanium reagents to convert the esters to acyclic olefinic enol ethers which are then transformed to the desired products by catalytic ring-closing olefin metathesis with a molybdenum alkylidene complex is described.

Natural Benzofurans: Synthesis of the Arylbenzofuran Constituents of Sophora tomentosa

The structure, 2-(2',4-dihydrophenyl)-5,6-methylenedioxybenzofuran (1), suggested for Sophora compound I has been confirmed by a synthesis in which the benzofuran heterocycle was constructed by an intramolecular Wittig reaction of an o-bromomethylphenyl a