10.1021/jm0701831
The study focuses on the synthesis and biological evaluation of a mitochondrial complex 1 (MC-I) inhibitor, 2-[4-(4-fluorobutyl)benzylsulfanyl]-3-methylchromene-4-one, as a potential cardiac positron emission tomography (PET) tracer. The researchers prepared a series of fluorinated chromone analogs with potent inhibitory activity against MC-I, which plays a crucial role in the electron transport chain and is a target for developing cardiac PET tracers. These analogs were designed to have high affinity for MC-I and were evaluated for their potential use in PET imaging to assess myocardial perfusion. The study involved the synthesis of various chromone derivatives, their radiolabeling with 18F for PET imaging, and in vitro and in vivo evaluations of their inhibitory activities and biodistribution. The chemicals used in the study included the chromone core, various functionalized benzyl alcohols and amines, and radionuclides such as 18F. These chemicals served the purpose of creating compounds with specific inhibitory properties, allowing for the assessment of regional myocardial blood flow and viability, which are critical in the management of coronary artery disease.
10.1021/ol801601q
The study presents a one-pot synthesis method for benzopyrones and tricyclic spiro ketones through the hydrative carbocyclization of oxodiyne substrates, utilizing platinum (PtCl2) and gold (PPh3AuCl/AgOTf) catalysts. These catalysts were crucial in controlling the regioselectivity of the oxo-assisted hydration of the neighboring alkyne carbons, leading to distinct carbocyclization pathways. The platinum catalyst facilitated the formation of benzopyrones, while the gold catalyst led to the formation of spiro ketones. The study also explored the chemoselectivity of these catalysts with various diynones and diynals, demonstrating the versatility and applicability of the method. The purpose of the chemicals used in the study was to synthesize complex oxygenated carbocyclic frameworks from readily available alkynes, which are important due to their presence in naturally occurring compounds.
10.1016/S0040-4020(01)96020-X
The research explores the diastereoselective conjugate addition of lithium dimethylcuprate to 3-(p-tolylsulphinyl)chromone (3a), aiming to develop a route for synthesizing 2-substituted chromones with high enantiomeric purity. The study found that the addition reaction produced a mixture of diastereoisomeric chromanones, with the major product having a 2,3-trans stereochemistry. Upon heating, these products could be converted to chromones in quantitative yield. Key chemicals included 3-(p-tolylsulphinyl)chromone as the substrate, lithium dimethylcuprate as the nucleophile, and m-chloroperoxybenzoic acid (m-CPBA) for oxidation steps. The researchers concluded that the conjugate addition followed by thermolysis is a viable route to 2-substituted chromones, with the potential for high enantiomeric excess due to the chelation effect of the carbonyl and sulphoxide oxygens during the addition step. This method offers a stereoselective pathway to chiral non-racemic 2-substituted chroman-4-ones, which are valuable intermediates in the synthesis of biologically active compounds.
