13427-53-7Relevant articles and documents
Conjugate Addition of Acylate-Nickel Complexes to Quinone Monoketals: Formal Synthesis of the Naphthoquinone Antibiotics Nanaomycin A and Deoxyfrenolicin
Semmelhack, M. F.,Keller, L.,Sato, T.,Spiess, E. J.,Wulff, W.
, p. 5566 - 5574 (1985)
A direct approach to the synthesis of isochromanone antibiotics such as nanaomycin A (2) and deoxyfrenolicin (3) is the conjugate addition of a carbonyl anion equivalent to the appropriate naphthoquinone monoketal followed by trapping with an allylic hali
The toluene o-xylene monooxygenase enzymatic activity for the biosynthesis of aromatic antioxidants
Donadio, Giuliana,Sarcinelli, Carmen,Pizzo, Elio,Notomista, Eugenio,Pezzella, Alessandro,Di Cristo, Carlo,De Lise, Federica,Di Donato, Alberto,Izzo, Viviana
, (2015)
Monocyclic phenols and catechols are important antioxidant compounds for the food and pharmaceutic industries; their production through biotransformation of low-added value starting compounds is of major biotechnological interest. The toluene o-xylene monooxygenase (ToMO) from Pseudomonas sp. OX1 is a bacterial multicomponent monooxygenase (BMM) that is able to hydroxylate a wide array of aromatic compounds and has already proven to be a versatile biochemical tool to produce mono- and dihydroxylated derivatives of aromatic compounds. The molecular determinants of its regioselectivity and substrate specificity have been thoroughly investigated, and a computational strategy has been developed which allows designing mutants able to hydroxylate non-natural substrates of this enzyme to obtain high-added value compounds of commercial interest. In this work, we have investigated the use of recombinant ToMO, expressed in cells of Escherichia coli strain JM109, for the biotransformation of non-natural substrates of this enzyme such as 2-phenoxyethanol, phthalan and 2-indanol to produce six hydroxylated derivatives. The hydroxylated products obtained were identified, isolated and their antioxidant potential was assessed both in vitro, using the DPPH assay, and on the rat cardiomyoblast cell line H9c2. Incubation of H9c2 cells with the hydroxylated compounds obtained from ToMO-catalyzed biotransformation induced a differential protective effect towards a mild oxidative stress induced by the presence of sodium arsenite. The results obtained confirm once again the versatility of the ToMO system for oxyfunctionalization reactions of biotechnological importance. Moreover, the hydroxylated derivatives obtained possess an interesting antioxidant potential that encourages the use of the enzyme for further functionalization reactions and their possible use as scaffolds to design novel bioactive molecules.
PHENYL BENZYL ETHER DERIVATIVE AND PREPARATION METHOD AND APPLICATION THEREOF
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, (2017/06/12)
Parts of compounds, after being labeled by radionuclide, of the phenyl benzyl ether derivative, are used as Aβ plaque imaging agent. The structural formula of the phenyl benzyl ether derivative is shown by formula (I). The present invention develops a kin
Deslongchamps annulations with benzoquinone monoketals
Petrovic, Denis,Brueckner, Reinhard
supporting information; experimental part, p. 6524 - 6527 (2012/02/01)
The so-called Deslongchamps annulation of deprotonated γ, δ-unsaturated β-ketoesters 15 to 2-(alkoxycarbonyl)cyclohex-2-en-1- ones or similarly activated cyclohex-2-en-1-ones offers a versatile access to various kinds of decalindiones. The scope of Deslon
Synthesis of N,N'-Bis(thioacetoxyalkoxy)piperazine and its self-assembled monolayer (SAM) formation on gold electrode
Xi, Haitao,Ju, Shenglan,Chen, Zhidong,Sun, Xiaoqiang
experimental part, p. 415 - 417 (2010/07/10)
A novel terminal thioacetate-substitued alkoxy piperazine was successfully synthesized from 4-(benzyloxy)phenol after six-step reaction and employed as the surface-active material in fabrication of self-assembled monolayers (SAMs). Cyclic voltammetric (CV) results showed that the SAM-modified gold electrode had special capacity in recognition for Fe3+.
gem-difluorovinyl derivatives as insecticides and acaricides
Pitterna, Thomas,Boeger, Manfred,Maienfisch, Peter
, p. 108 - 116 (2007/10/03)
The insecticidal lead 1,1-difluorododec-1-ene was optimised. This compound has attractive insecticidal activity against tobacco budworm (Heliothis virescens), banded cucumber beetle (Diabrotica balteata), pea aphid (Aphis cracciovora), brown planthopper (
Selective formylation of alcohols in the presence of phenols with chloral
Ram, Ram N,Meher, Nabin Kumar
, p. 2997 - 3001 (2007/10/03)
Primary and secondary alcohols were formylated selectively in the presence of phenols by stirring with chloral in acetone over anhydrous K2CO3 at ambient temperatures in high yields.
Synthesis of novel chromeno[3,4-b]pyridinones
Caprio, Vittorio,Mann, John
, p. 3151 - 3155 (2007/10/03)
A concise synthesis of two novel chromeno[3,4-b]pyridin-9-ones (as their ethylene ketals) has been achieved using, as a key step, the reaction between a mixed cuprate derived from 6-methoxy-2-methyl-3-lithiopyridine and 4-tert-butyldimethylsiloxycyclohex-2-enone.
DERIVATIVES OF 3-AMINOPROPANE-1,2-DIOL
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, (2008/06/13)
Derivatives of 3-aminopropane-1,2-diol of the formula STR1 in which Ar represents optionally substituted aryl,n represents the number 0 or 1, andalk represents alkylene having 2 to 5 carbon atoms, the nitrogen atom and the oxygen atom, or, if n is zero, the phenyl radical, being separated from one another by at least two carbon atoms, andR 1 and R. sub.2, independently of one another, each represents hydrogen or lower alkyl, or together they represent lower alkylene, oxa-lower alkylene, thia-lower alkylene, aza-lower alkylene or N-lower alkyl-aza-lower alkylene,and salts of such compounds, processes for their manufacture, medicaments containing the new compounds and their use for the treatment of Angina pectoris and cardiac arrhythmia, and as blood pressure-reducing agents, as well as for the treatment of reactive or endogenic states of depression.
Synthesis of 4'-O-Methyl- and 4',6-Di-O-Methyl-chalaurenol
Crombie, Leslie,Ryan, Anne P.,Whiting, Donald A.,Yeboah, Samuel O.
, p. 2783 - 2786 (2007/10/02)
Syntheses are described, of the 4'-O- and 4',6-di-O-methyl esters of chalaurenol (1), a novel quinol enol ether obtained from peroxidase enzyme oxidation of the important rotenoid and flavonoid precursor, 2',4,4'-trihydroxychalcone.Aryl orthoformate (12) was condensed with the enol ethers (6) and (7), with trimethylsilyl trifluoromethanesulphonate as catalyst, to yield the acetals (13) and (14), which when heated in pyridine gave the desired ethers (15) and (16).Hoesch conditions using the aryloxy oxo nitrile (24) were unsuccessful, leading to attack at the carbonyl carbon.