60855-15-4

Upstream product

• 148-53-8 3-methoxy-2-hydroxybenzaldehyde 
• 13031-53-3 3-hydroxy-2-phenyl-1H-inden-1-one 
• 934-00-9 3-methocycatechol 
• 7732-18-5 water 
• 7722-84-1 dihydrogen peroxide 
• 91-10-1 1,3-dimethoxy-2-hydroxy-benzene 

Downstream Products

• 93655-67-5 3,4,6-trihydroxy-2-methoxy-7-phenyl-benzocyclohepten-5-one 
• 30839-37-3 3,8-Dimethoxy-[1,2]naphthochinon 
• 100397-20-4 2,3-Dihydroxy-4-methoxy-diphenylsulfid 
• 100397-65-7 2,3-Dihydroxy-4-methoxy-diphenylsulfon 
• 100859-41-4 5-Chloro-1,2,3-trihydroxybenzene 
• 2876-17-7 1-methoxyphenazine 
• 1026685-66-4 C₁₄H₁₆O₇ 
• 91061-90-4 2-Acetonyl-3-methoxy-o-benzochinol 
• 4085-06-7 5-chloro-3-methoxycatechol 

Relevant academic research and scientific papers

Halogenated phenazines that potently eradicate biofilms, MRSA persister cells in non-biofilm cultures, and mycobacterium tuberculosis

Conventional antibiotics are ineffective against non-replicating bacteria (for example, bacteria within biofilms). We report a series of halogenated phenazines (HP), inspired by marine antibiotic 1, that targets persistent bacteria. HP 14 demonstrated the

Oxidative cross-coupling reaction of catechols with active methylene compounds in an aqueous medium using an AlPO4-supported Ru catalyst

A green oxidative coupling reaction of catechols with active methylene compounds was achieved using an AlPO4-supported Ru catalyst, where O2 and H2O were used as the ideal oxidant and solvent, respectively. The catalyst is

Synthesis and antichlamydial activity of novel phenazines

Background: Chlamydiae are widespread Gram-negative bacteria that cause a number of human diseases. Chlamydia trachomatis is the most prevalent sexually transmitted bacterial pathogen. Methods: Fourteen novel phenazine derivatives were efficiently synthesized via Buchwald-Hartwig cross coupling reaction and Suzuki reaction from 4-bromo-1-methoxyphenazine. All the derivatives displayed antichlamydial activity with IC50 values from 1.01-19.77 μM against Chlamydia trachomatis D and L2 for inhibiting progeny formation. Results: C-4 morpholinyl 8a and C-4 phenyl phenazine 9c exhibited stronger antichlamydial activity with no apparent cytotoxicity. Both phenazine derivatives inhibited chlamydial inclusions formation and growth in a dose-dependent manner. They inhibited Chlamydia infection by reducing elementary body infectivity and disturbing Chlamydia growth at the mid-stage of the chlamydial developmental cycle. Conclusion: Our findings suggest C-4 aryl and C-4 amino phenazine derivatives as promising lead molecules for antichlamydials development.

Accessing Polyoxygenated Dibenzofurans via the Union of Phenols and o-Benzoquinones: Rapid Syntheses of Metabolites Isolated from Ribes takare

The construction of polyoxygenated dibenzo[b,d]furan frameworks from the union of substituted phenols/naphthols and o-benzoquinones via a Michael-oxidation-oxa-Michael cascade is reported. The power of this transformation is demonstrated in the generation of a library of highly substituted dibenzofurans, featuring specifically substituted molecules containing broad ranges of functionality. The utility of this method is showcased in the total syntheses of two dibenzofurans isolated from Ribes takare, assembling the carbon scaffold of both natural products in one operation.

Haptenes and Conjugates Derived from Pyocyanin, Antibodies Thereof, and Immunichemical Method for Detecting Infections Caused by Pseudomonas Aeruginosa

The present invention relates to a compound of general formula I and to the use thereof as a hapten. An object of the present invention is also a conjugate of said compound I with a carrier protein or fragment thereof, with a detectable labelling agent, or with a polymer or support, and to the use thereof for producing antibodies. Furthermore, the present invention also relates to a method for the detection and/or quantification of 1-hydroxyphenazine and/or pyocyanin using said antibodies and conjugates for the detection of infections caused by Pseudomonas aeruginosa.

A Catalyst-Controlled Aerobic Coupling of ortho-Quinones and Phenols Applied to the Synthesis of Aryl Ethers

ortho-Quinones are underutilized six-carbon-atom building blocks. We herein describe an approach for controlling their reactivity with copper that gives rise to a catalytic aerobic cross-coupling with phenols. The resulting aryl ethers are generated in high yield across a broad substrate scope under mild conditions. This method represents a unique example where the covalent modification of an ortho-quinone is catalyzed by a transition metal, creating new opportunities for their utilization in synthesis.

Structure-Activity Relationships of a Diverse Class of Halogenated Phenazines That Targets Persistent, Antibiotic-Tolerant Bacterial Biofilms and Mycobacterium tuberculosis

Persistent bacteria, including persister cells within surface-attached biofilms and slow-growing pathogens lead to chronic infections that are tolerant to antibiotics. Here, we describe the structure-activity relationships of a series of halogenated phena

Biomolecular interaction, catecholase like activity and alkane oxidation in ionic liquids of a phenylcarbohydrazone-based monocopper(II) complex

A phenylcarbohydrazone-based Schiff base type ligand (E)-N′-(2-hydroxy-5-methylbenzylidene)benzohydrazide (HL) and its monocopper(II) complex [CuL(NO3)(H2O)]·(H2O) (CuL) are synthesized and structurally characterized including single-crystal X-ray crystallography. The DNA interacting efficacy of the synthesized CuL with CT (calf thymus) DNA has been investigated using different spectral and viscosity measurements. The DNA binding constant (Kb?=?2.1 (±1.11)?×?105?M?1) and binding site size (s?=?0.31), viscosity data together with circular dichroism studies, revealed that the CuL could interact with DNA via intercalation. The protein binding ability of CuL with BSA (Bovine Serum Albumin) was investigated by absorption, fluorescence and synchronous fluorescence methods and a static quenching mechanism was observed for their interaction with BSA. CuL acts as an efficient catalyst for the aerobic oxidation of catechols (4-methylcatechol, 3,5-ditertiarybutylcatechol, 3-methoxycatechol and 3-nitrocatechol) to the corresponding quinones, in methanol/0.02?M HEPES medium at pH?=?8.0 and at 25?°C. The highest activity is observed for the substituted catechol with the electron donor tert-butyl group, resulting in a turnover frequency (TOF) value of 1.45?×?104?h?1. CuL also mimics the action of other copper enzymes, being capable of catalyzing the peroxidative oxidation of cyclohexane, under in mild conditions and in several media. The best results were obtained in an ionic liquid, with a TOF of 1220?h?1.

Quinones synthesis via hydrogen peroxide oxidation of dihydroxy arenes catalyzed by homogeneous and macroporous-polymer-supported ruthenium catalysts

Ruthenium(II)/dimethyl phenyloxazoline (Ru(II)/dm-Pheox) complex 2a and its macroporous-polymeric-catalyst 4 were found to be very rapid and efficient catalysts in the hydrogen peroxide oxidation of 1,2- and 1,4-dihydroxy arenes. Most of the quinone products were delivered in 99% yield. The polymeric-catalyst 4 could be reused at least five times.

One-pot laccase-catalysed synthesis of 5,6-dihydroxylated benzo[b]furans and catechol derivatives, and their anticancer activity

A commercial laccase, Suberase from Novozymes, was used to catalyse the synthesis of 5,6-dihydroxylated benzo[b]furans and catechol derivatives. The yields were, in some cases, similar to or better than that obtained by other enzymatic, chemical or electr