Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Improving catalyst activity in secondary amine catalysed transformations

3 November, 2014 - 11:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01916D, PaperJohn B. Brazier, Timothy J. K. Gibbs, Julian H. Rowley, Leopold Samulis, Sze Chak Yau, Alan R. Kennedy, James A. Platts, Nicholas C. O. Tomkinson
Improved catalytic efficiency has been observed in the Diels-Alder cycloaddition by modification of the imidazolidinone architecture.
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Biosynthesis of 8-hydroxyquinoline-2-carboxylic acid, an iron chelator from the gut of the lepidopteran Spodoptera littoralis

3 November, 2014 - 11:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01857E, PaperJelena Pesek, Jiri Svoboda, Martina Sattler, Stefan Bartram, Wilhelm Boland
8-HQA is generated in the gut of Noctuid larvae from tryptophan as an iron chelator to control the gut microbiome.
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Design and synthesis of potent hydroxamate inhibitors with increased selectivity within the gelatinase family

3 November, 2014 - 11:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01516A, PaperJose Maria Zapico, Anna Puckowska, Kamila Filipiak, Claire Coderch, Beatriz de Pascual-Teresa, Ana Ramos
Triazole-based inhibitors with high potency and selectivity for MMP-2 were obtained through a click chemistry approach.
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Naphthalene Diimides as Red Fluorescent pH Sensors for Functional Cells Imaging

1 November, 2014 - 11:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02054E, PaperFilippo Doria, Marco Folini, Vincenzo Grande, Graziella Cimino-Reale, Nadia Zaffaroni, Mauro Freccero
A small library of hydrosoluble naphthalene diimides (NDIs) was designed and synthesized, as cell permeable pH "turned-on" fluorescent sensors, for cellular applications. The NDIs exhibit a non-emitting twisted intramolecular charge...
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Synthesis and evaluation of protein arginine N-methyltransferase inhibitors designed to simultaneously occupy both substrate binding sites

1 November, 2014 - 11:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01734J, PaperMatthijs van Haren, Linda Quarles van Ufford, Ed E. Moret, Nathaniel I. Martin
The protein arginine N-methyltransferases (PRMTs) are a family of enzymes that function by specifically transferring a methyl group from the cofactor S-adenosyl-L-methionine (AdoMet) to the guanidine group of arginine residues...
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1,1-Alkenylboration of diarylphosphino-enynes: convenient synthetic entry to vicinal P/B Lewis pairs at extended conjugated [small pi]-frameworks

1 November, 2014 - 11:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02134G, PaperGerald Kehr, G Erker, Constantin Gabriel Daniliuc, Guo-Qiang Chen
Alkenylboranes R-CH=CH-B(C6F5)2 undergo carbon-carbon coupling by means of 1,1-alkenylboration with diarylphosphino-enynes to give substituted conjugated hexatriene derivatives that bear a vicinal pair of B(C6F5)2 Lewis acid and PAr2 Lewis base...
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Development of a novel fluorescence probe capable of assessing the cytoplasmic entry of siderophore-based conjugates

30 October, 2014 - 10:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01810A, CommunicationHyeon Seok Kim, Woon Young Song, Hak Joong Kim
A novel fluorescence probe capable of assessing the cytoplasmic entry of siderophore-based conjugates was synthesized and evaluated by photochemical characterization and cell-based assays. The specific responsiveness to the cytoplasmic entry...
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Amino acid-linked porphyrin-nitroimidazole antibiotics targeting Porphyromonas gingivalis

30 October, 2014 - 10:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01841A, PaperSimon A. Dingsdag, Benjamin C-M. Yap, Neil Hunter, Maxwell J. Crossley
Amino acid-linked porphyrin-nitroimidazole adducts, as potent as metronidazole, are highly selective for Porphyromonas gingivalis.
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Late-Stage Diversification of Biologically Active Pyridazinones via Direct C-H Functionalization Strategy

30 October, 2014 - 10:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02061H, PaperWei Li, Zhoulong Fan, Kaijun Geng, Youjun Xu, Ao Zhang
Divergent C-H functionalization reactions (arylation, carboxylation, olefination, thiolation, acetoxylation, halogenation, naphthylation) using a pyridazinone moiety as an internal directing group were successfully established. This approach offers a late-stage, ortho-selective diversification...
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Sc(OTf)3-mediated 1,3-dipolar cycloaddition-ring cleavage-rearrangement: a highly stereoselective access to Z-[small beta]-enaminonitriles

30 October, 2014 - 10:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01801J, PaperYing-chun Wang, Yu-Yang Xie, Xian-chun Tan, Hengshan Wang, Ying-ming Pan
A novel and highly stereoselective synthesis of Z-[small beta]-enaminonitriles from azides and [small alpha],[small beta]-unsaturated nitriles is reported. The reaction proceeds via a 1,3-dipolar cycloaddition-ring cleavage-rearrangement cascade mediated by catalytic amount of Sc(OTf)3....
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The synthesis of 3-hydroxy-2,4,8-trimethyldec-8-enolides and an approach to 3,4-dihydroxy-2,4,6,8-tetramethyldec-8-enolide

30 October, 2014 - 10:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01792G, PaperRosario Hern�ndez- Gal�n, Jose Manuel Botubol, Maria Jesus Duran-Pena, Antonio Jose Macias-Sanchez, I. G. Collado, James R Hanson
The synthesis of several derivatives of 3-hydroxy-2,4,8-trimethyldec-8-enolide and attempts at the synthesis of 3,4-dihydroxy-2,4,6,8-tetramethyldec-8-enolide (1), a structure which has been assigned to a metabolite of the phytopathogenic fungus, Botrytis cinerea,...
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Ametantrone-based compounds as potential regulators of Tau pre-mRNA alternative splicing

30 October, 2014 - 10:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01925C, PaperGerard Artigas, Paula Lopez-Senin, Carlos Gonzalez, Nuria Escaja, Vicente Marchan
Tau pre-mRNA contains a stem-loop structure involved in the regulation of the alternative splicing of tau protein. We describe here a new family of Tau RNA ligands selected by a...
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Novel Synthesis of 5-methyl-5,10-dihydroindolo[3,2-b]indoles by Pd-catalyzed C-C and two-fold C-N coupling reactions

30 October, 2014 - 10:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01723D, PaperTran Quang Hung, Soren Hancker, Alexander Villinger, Stefan Lochbrunner, Tuan T Dang, Aleksey Friedrich, Wolfgang Breitsprecher, Peter Langer
A series of 5,10-dihydroindolo[3,2-b]indoles was successfully prepared by an efficient two-step strategy based on site-selective Pd-catalyzed cross-coupling reaction with N-methyl-2,3-dibromoindole and subsequent cyclization by two-fold Pd-catalyzed C-N coupling with amines....
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Asymmetric synthesis of axially chiral anilides by Pd-catalyzed allylic substitutions with P/olefin ligands

30 October, 2014 - 10:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01087F, PaperYilin Liu, Xiangqing Feng, Haifeng Du
Palladium-catalyzed allylic substitutions of ortho-substituted anilides using P/olefin ligands were achieved to afford chiral anilides with up to 84% ee.
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Synthesis of fully functionalized aglycone of lycoperdinoside A and B

30 October, 2014 - 10:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01716A, PaperBalla Chandrasekhar, Sudhakar Athe, P. Purushotham Reddy, Subhash Ghosh
Synthesis of fully functionalized aglycone of lycoperdinoside A and B is achieved via Pd-catalyzed Stille-Migita cross coupling and Evans syn- and anti aldol reactions as key steps.
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Pd-catalyzed oxidative C-H alkenylation for synthesizing arylvinyltriazole nucleosides

30 October, 2014 - 10:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01836B, PaperJingjie Tang, Mei Cong, Yi Xia, Gilles Quelever, Yuting Fan, Fanqi Qu, Ling Peng
Pd-catalyzed oxidative C-H alkenylation: an effective method for synthesizing arylvinyltriazole nucleosides in good yields and with large functional group tolerance.
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Indium-Catalyzed Intramolecular Hydroarylation of Aryl Propargyl Ethers

28 October, 2014 - 10:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02033B, PaperLorena Alonso-Maranon, M. Montserrat Martinez, Luis Sarandeses, Jose Perez Sestelo
Indium(III) halides catalyze efficiently the intramolecular hydroarylation (IMHA) of aryl propargyl ethers. The reaction proceeds regioselectively with a variety of electron-rich and electron-deficient benzenes and with terminal and internal alkynes...
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Preparation of Cycloheptane Ring by Nucleophilic Cyclopropanation of 1,2-Diketones with Bis(iodozincio)methane

28 October, 2014 - 10:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01474J, PaperSeijiro Matsubara, Ryosuke Haraguchi, Yoshiaki Takada
We used a microflow system to study the nucleophilic cyclopropanation of hexa-1,5-diene-3,4-diones with bis(iodozincio)methane. This reaction afforded the zinc alkoxides of cis-dialkenylcylopropane-1,2-diols stereoselectively. The subsequent oxy-Cope rearrangement of cis-dialkenylcylopropane-1,2-diols afforded...
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Targeting DNA with small molecules: a comparative study of a library of azonia aromatic chromophores

28 October, 2014 - 10:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01465K, PaperJuan J. Vaquero, Rosa Suarez, Pedro Bosch, Dr. David Sucunza, Ana M. Cuadro, Alberto Domingo, Francisco Mendicuti
A library of azonia aromatic cations has been studied in order to gain an insight into the role of the size, shape and charge distribution on the fluorescence, DNA interactions...
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Irriversible Covalent Modification of Type I Dehydroquinase by a Stable Schiff Base

28 October, 2014 - 10:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01782J, PaperLorena Tizon, Maria Maneiro, Antonio Peon, Jose Otero, Emilio Lence, Sergio Poza, Mark J. van Raaij, Paul Thompson, Alastair R. Hawkins, Concepcion Gonzalez-Bello
The irreversible inhibition of type I dehydroquinase (DHQ1), the third enzyme of the shikimic acid pathway, has been investigated by structural, biochemical and computational studies. Two epoxides, which are mimetics...
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