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Discovery of cytotoxic and pro-apoptotic compounds against leukemia cells: Tert-butyl-4-[(3-nitrophenoxy) methyl]-2,2-dimethyloxazolidine-3-carboxylate

Aims: We evaluated biological activity in leukemia cells lines of R and S enantiomers of tert-butyl 4-[(3-nitrophenoxy)-methyl]-2,2-dimethyloxazolidine-3- carboxylate (BNDC). Main methods: Cytotoxic activity was assessed by MTT assay. Flow cytometry assays were used to determined DNA fragmentation (Propidium Iodide-PI staining) and phosphatidylserine exposure (Annexin-V and PI staining). DNA condensation was evaluated by fluorescence microscopy using double-staining in leukemia cells (Hoechst and PI). Caspase activities were measured using Z-VAD-FMK, a non-selective caspase inhibitor, by flow cytometry and Z-DEVD-AMC, a selective caspase-3 substrate, by fluorescence spectrometry. Key findings: Both enantiomers displayed cytotoxic activity against leukemia cell lines (HL60, HL60.Bcl-2, HL60.Bcl-XL and Jurkat) with low toxicity against human peripheral blood mononuclear cell – PBMC based on IC50 values. In HL60 cell lines, compounds induce exposure of phosphatidylserine and DNA fragmentation, which could be blocked by pretreatment of cells with Z-VAD-FMK. Confirming this observation, both enantiomers induced caspase-3 activation. Additional analysis revealed an increased percentage of apoptotic cells (defined as those with fragmented nuclei and condensed chromatin) after treatment with compounds. Significance: Taken together, the results indicate that BNDC compounds exhibited cytotoxic and pro-apoptotic activities and have a potential for developing a new class of anticancer drugs.

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Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H2549NO – PubChem

 

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Design, synthesis and in vitro evaluation on glucosamine-6P synthase of aromatic analogs of 2-aminohexitols-6P

The aminosugars are very important structural components of bacterial and fungi cell walls. Glucosamine-6-phosphate synthase (GlmS), which catalyses the first step of the aminosugar biosynthetic pathway i.e. the formation of D-glucosamine-6-phosphate from D-fructose-6- phosphate, is therefore an interesting target in the fight against microorganisms. In this work is described the synthesis of aromatic analogs of 2-amino-2-deoxy-D-glucitol-6- phosphate (ADGP) and its epimer 2-amino-2-deoxy-D-manitol-6-phosphate (ADMP), two important inhibitors of GlmS. The aromatic analogs displayed modest inhibitory activity against GlmS, with IC50 in the mmol L-1 range. 2010 Sociedade Brasileira de Quimica.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H2505NO – PubChem

 

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Reference of 95715-86-9, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.95715-86-9, Name is Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate, molecular formula is C12H21NO5. In a Patent£¬once mentioned of 95715-86-9

COMBINATIONS OF HEPATITIS C VIRUS INHIBITORS

The present disclosure is generally directed to antiviral compounds, and more specifically directed to combinations of compounds which can inhibit the function of the NS5A protein encoded by Hepatitis C virus (HCV), compositions comprising such combinations, and methods for inhibiting the function of the NS5A protein.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H2471NO – PubChem

 

Extracurricular laboratory:new discovery of Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate

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Design and optimization of new phosphine oxazoline ligands via high- throughput catalyst screening

This paper uses the phosphine oxazoline ligands 1 and an allylation transformation (reaction 1) to illustrate the value of divergent ligand syntheses and high-throughput screening in catalyst discovery and optimization. Thus, a diverse set of ligands 1 (Table 1) was prepared via a divergent synthesis involving the pivotal intermediate, phosphine-substituted amino alcohol 7 (Scheme 1). Single-crystal X-my crystallographic data was obtained for a nickel complex 8 (Figure 3) of the phenyl-substituted ligand 1i. This analysis illustrated some structural features of the ligand systems 1 that may be conducive to asymmetric catalysis. High-throughput screens were then used to correlate the ligand 1 R-substituents with asymmetric induction in the allylation reaction 1, and it emerged that the pseudo-spherical adamantyl substituent was superior to other R-substituents. Other parameters in the catalyst systems were also varied, sometimes in ‘two-dimensional’ screens. No pronounced solvent effects were identified. Abstraction of chloride was shown to be detrimental, whereas addition of chloride provided no advantages. One of the most critical of all the variables probed was, rather surprisingly, the effect of ligand-to-metal ratio; enantioselectivities dropped sharply and eventually reversed when this ratio was increased above 1:1. These observations were rationalized in terms of a chelated complex A and a nonchelated one B (Scheme 3). The implications of these results for high-throughput screening of catalyst systems in general, and for ligands 1 in particular, are discussed.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H2551NO – PubChem

 

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We¡¯ll also look at important developments in the pharmaceutical industry because understanding organic chemistry is important in understanding health, medicine, the role of 95715-86-9, and how the biochemistry of the body works.Computed Properties of C12H21NO5

In homogeneous catalysis, the catalyst is in the same phase as the reactant. The number of collisions between reactants and catalyst is at a maximum.In a patent, 95715-86-9, name is Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate, introducing its new discovery. Computed Properties of C12H21NO5

Synthesis of N-(tert-butoxycarbonyl)-N,O-isopropylidene serinal from serine methyl ester by a reduction-oxidation sequence

The title aldehyde is prepared by LiAlH4 reduction of the corresponding serine derived methyl ester to the alcohol and Swern oxidation of the latter. The aldehyde is obtained in 94 % yield and 96-98 % enantiomeric purity. This method avoids some problems encountered in the synthesis of the same aldehyde by direct controlled DIBAL reduction of the ester.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H2508NO – PubChem

 

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METHODS FOR THE SYNTHESIS OF SPHINGOMYELINS AND DIHYDROSPHINGOMYELINS

The present invention includes methods for the synthesis of sphingomyelins and dihydrosphingomyelins. The present invention also includes methods for the synthesis of sphingosines and dihydrosphingosines. The present invention further includes methods for the synthesis of ceramides and dihydroceramides.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H2477NO – PubChem

 

Simple exploration of Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate

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beta-isocupreidine-catalyzed Baylis-Hillman reaction of chiral N-Boc-alpha-amino aldehydes

beta-Isocupreidine (beta-ICD)-catalyzed Baylis-Hillman reaction of chiral N-Boc-alpha-amino aldehydes and 1,1,1,3,3,3-hexafluoroisopropyl acrylate (HFIPA) takes place without racemization and exhibits the match-mismatch relationship between the substrate and the catalyst. In the case of acyclic amino aldehydes, alpha,-substrates show excellent syn selectivity and high reactivity in contrast to L-substrates. On the other hand, in the case of cyclic amino aldehydes, D-substrates rather than L-substrates show excellent anti selectivity and high reactivity.

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Oxazolidine – Wikipedia,
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PIPERAZINE DERIVATIVE RENIN INHIBITORS

Disclosed are piperazine derivatives, their manufacture and use as inhibitors of renin. Formula (I):

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Oxazolidine – Wikipedia,
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LONG CHAIN BASE SPHINGOSINE KINASE INHIBITORS

The invention relates to inhibitors of sphingosine kinase enzymatic activity, compounds and pharmaceutical compositions that inhibit sphingosine kinase 1 and sphingosine kinase 2 (SphK1 & SphK2) enzymes and further relates to methods of treating diseases and disorders mediated by sphingosine 1 phosphate activity, comprising administering an effective amount of sphingosine kinase inhibitors.

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Oxazolidine – Wikipedia,
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One of the oldest and most widely used commercial enzyme inhibitors is aspirin, Application In Synthesis of Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate, which selectively inhibits one of the enzymes involved in the synthesis of molecules that trigger inflammation. you can also check out more blogs about 95715-86-9

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Convenient synthesis of a 2,3,6-tristhiazolyl-substituted pyridine skeleton [fragment A-C] of a macrocyclic antibiotic, GE 2270 A

Convenient synthesis of the 2,3,6-tristhiazolylsubstituted pyridine skeleton [Fragment A-C] of a macrocyclic antibiotic, GE 2270 A, was first achieved from a chiral 2-(2-{2-[(1R,2S)-(1-amino-2-hydroxy-2-phenyl)ethyl]- thiazol-4-yl}thiazol-4-yl)pyridine derivative [Fragment A] and H-L-Ser-L- Pro-NH2 as the precursor of Fragment C.

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Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H2546NO – PubChem