Some scientific research about Oxazolidin-2-one

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In vitro antitumor evaluation of some new tetra substituted 1,2,4-triazines

A new series of tetra substituted 1,2,4-triazines (4, 5, 7 and 8) was synthesized via the reaction of 3,1-oxazolinone (1) with thiosemicarbazide to give 6-hydroxy-5-(p-hydroxybenzylidene)-3-phenyl-2-(amino) thioxo-1,2,4-triazine (3). Treatment of 1,2,4-triazine derivative 3 with carbon disulphide and p-chlorophenacyl bromide yielded the corresponding 1,2,4-triazine derivatives 4 and 7. Acetylation of tetra-substituted 1,2,4-tri-azines 4 and 7 with acetic anhydride gave tri acetyl and di acetyl derivatives 5 and 8. Compounds structure was confirmed by IR,1H,13C-NMR, MS, and elemental analysis. The cytotoxic activities of some synthesized, 1,2,4-triazines were evaluated on human hepatocellular carcinoma cells (HepG-2) and human colon carcinoma cells (HCT-116) using the MTT method. We found that, compounds 5 (IC50 = 3.60 mug/mL) and 8 (IC50 = 4.40 mug/mL) have better activity against HCT-116 cell line than the reference doxorubcin (IC50 = 5.30 mug/mL), while compound 7 has best activity against HepG-2 cell line.

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Oxazolidine | C3H286NO – PubChem

 

Brief introduction of (S)-4-Phenyl-3-propionyloxazolidin-2-one

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Isolation, biological activity evaluation, structure elucidation, and total synthesis of eliamid: A novel complex i inhibitor

Eliamid is a secondary metabolite isolated from two bacterial strains. This molecule features a linear polyketide backbone terminated by a tetramic acid amide moiety. Among other biological activities, eliamid shows a high and specific cytostatic action on human lymphoma and cervix carcinoma cell lines. The 2,4-anti relative configuration of the C-2,C-4-dimethyl substituted amide fragment was assigned by means of Breit’s rule. The absolute configuration of all stereocenters was determined by a combination of degradation methods, structural similarity analysis and total synthesis. The stereogenic centers were introduced by vinylogous Mukaiyama aldol reaction and two consecutive Myers alkylations. The use of pentafluorophenyl ester as acylation agent allowed the efficient formation of tetramic acid amide. The longest linear sequence in the synthesis consist of 13 steps and proceeds with 12 % overall yield. Differential spectroscopy experiments with beef heart submitochondrial particles established that eliamid is a potent inhibitor of the NADH-ubiquinone oxidoreductase complex. Additionally, biosynthesis of eliamid was investigated by feeding experiments with 13C-labeled precursors. How valuable is Breit’s rule? Isolation, biological activity profiling, structure elucidation and total synthesis of polyketide natural product eliamid are reported. This molecule is characterized by a tetramic acid amide fragment, which is rather rare among secondary metabolites isolated from myxobacteria. Copyright

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Final Thoughts on Chemistry for (S)-tert-Butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate

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A stereodivergent route to four stereoisomeric 3?- acetoxycyclopentenylglycine derivatives

A short and efficient synthetic route to four stereoisomeric 3-acetoxycyclopentenylglycine derivatives from l-serine has been developed. The method features a stereoselective conjugate addition and ring-closing metathesis as key steps. Georg Thieme Verlag Stuttgart ¡¤ New York.

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Brief introduction of (R)-4-Benzyl-3-(3-methylbutanoyl)oxazolidin-2-one

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ASYMMETRIC HALOGENATION OF CHIRAL IMIDE ENOLATES. A GENERAL APPROACH TO THE SYNTHESIS OF ENANTIOMERICALLY PURE alpha-AMINO ACIDS.

The chiral N-acyl oxazolidones 2, as the derived dibutyl boron enolates, have been demonstrated to undergo diastereoselective bromination and subsequent azide displacement to give the alpha-azido carboximides 4a (5 cases).These adducts may be hydrolyzed under mild conditions to the enantiomerically pure alpha-azido carboxylic acids 5a.

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The Absolute Best Science Experiment for 189028-93-1

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PROCESSES FOR PRODUCTION OF PHENOLIC 4-BIPHENYLYLAZETIDIN-2-ONES

The present invention relates to processes for the production of phenolic 4-biphenylylazetidin-2-one derivatives Formula (1)

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Extended knowledge of (R)-4-Benzyl-2-oxazolidinone

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Synthesis of two dipeptide isosteres containing di- and trisubstituted E-configured double bonds

The stereoselective syntheses of a Tyr-Tyr and a Pro-Pro E-alkene isostere are described. While the Tyr-Tyr isostere was synthesized following a convergent olefination strategy, the trisubstituted E-configured double bond of the Pro-Pro isostere was generated by an Ireland-Claisen rearrangement. The configuration of all key intermediates containing new stereocenters was determined by X-ray crystallography. Georg Thieme Verlag Stuttgart.

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Extended knowledge of Oxazolidin-2-one

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Phosphazene/triisobutylaluminum-promoted anionic ring-opening polymerization of 1,2-epoxybutane initiated by secondary carbamates

Attempts to use a carbamate-phosphazene base as the initiating system for the polymerization of 1,2-epoxybutane was unsuccessful. As a matter of fact, carbamate deprotonation by phosphazene bases led to their fast decomposition generating alkoxide anions which initiate the polymerization rather than carbamate anions. Conversely, in the presence of triisobutylaluminum-a Lewis acid-the in situ generation of an anionic initiator X- obtained by the deprotonation of the tBuP4 phosphazene base was tested as a possible way to initiate the polymerization of 1,2-epoxybutane. Particular attention was given to the detection of eventual transfer or side-reactions according to the carbamate:triisobutylaluminum:phosphazene base ratio, to the solvent dielectric constant and to the number of PN- units in the phosphazene base. The reaction was performed with a stoichiometric ratio (1::1:1) of carbamate:triisobutylaluminum:tBuP2, which gave the best results. Under these conditions, the initiation of the polymerization by the carbamate anion was quantitative; no transfer reactions have been observed and the polymerization proceeded in a controlled manner to afford amide end-capped poly(butylene oxide) with a narrow molar mass distribution and expected molar masses.

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Synthesis of Nitrogen-Containing Goniothalamin Analogues with Higher Cytotoxic Activity and Selectivity against Cancer Cells

Two series of racemic goniothalamin analogues displaying nitrogen-containing groups were designed and synthesized. A total of 19 novel analogues were evaluated against a panel of four different cancer cell lines, along with the normal prostate cell line PNT2 to determine their selectivity. Among them, goniothalamin chloroacrylamide 13 e displayed the lowest IC50 values for both MCF-7 (0.5 mum) and PC3 (0.3 mum) cells, about 26-fold more potent than goniothalamin (1). Besides its higher potency, compound 13 e also displayed much higher selectivity than goniothalamin. In contrast, goniothalamin isobutyramide 13 c was the most potent analogue against Caco-2 cells (IC50=0.8 mum), about 10-fold more potent and 17-fold more selective than 1. These results reveal the potential of compounds 13 c and 13 e for further in vivo studies, representing the first goniothalamin analogues with IC50 values in the low micromolar range and high selectivity against MCF-7, Caco-2, and PC3 cancer cell lines.

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TERAHYDROBENZAZEPINES AS ANTAGONISTS AND/OR REVERSE AGONISTS OF THE HISTAMINE H3 RECEPTOR

The present invention relates to novel benzazepine derivatives having pharmacological activity, processes for their preparation, to compositions containing them and to their use in the treatment of neurological and psychiatric disorders.

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Palladium-catalyzed hydroacyloxylation of ynamides

In the presence of substoichiometric Pd(OAc)2, carboxylic acids undergo highly regio- and stereoselective additions to ynamides to provide alpha-acyloxyenamides.

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