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Evaluation of a Focused Virtual Library of Heterobifunctional Ligands for Clostridium difficile Toxins

Org. and Biomol. Chem. - 24 October, 2014 - 10:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01838A, PaperDavid R Bundle, Carlos A Sanhueza, Jonathan Cartmell, Amr El-Hawiet, Adam Szpacenko, Elena Kitova, Rambod Daneshfar, John Klassen, Luiz Eugenio, Kenneth Ng, Pavel I Kitov, Dean E Lang
A focused library of virtual heterobifunctional ligands was generated in silico and a set of ligands with recombined fragments was synthesized and evaluated for binding to Clostridium difficile toxins. The...
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Preparation of Cycloheptane Ring by Nucleophilic Cyclopropanation of 1,2-Diketones with Bis(iodozincio)methane

Org. and Biomol. Chem. - 24 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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Copper-catalysed intramolecular O-arylation: a simple and efficient method for benzoxazoles synthesis

Org. and Biomol. Chem. - 24 October, 2014 - 10:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02068E, PaperFengtian Wu, Jie Zhang, Qianbing Wei, Ping Liu, Jianwei Xie, Haojie Jiang, Bin Dai
A wide range of 2-substituted benzoxazoles could be efficiently synthesized from the N-(2-iodo-/bromo-phenyl)benzamides, even less reactive N-(2-chlorophenyl)benzamides via Cu-catalysed intramolecular coupling cyclization using methyl 2-methoxybenzoate as the ligand under mild...
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Synthesis of Maculalactone A and Derivatives for Environmental Fate Tracking Studies

Org. and Biomol. Chem. - 24 October, 2014 - 10:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02042A, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence.Samuel Bader, Michael Luscher, Karl Gademann
Maculalactone A (1) constitutes a promising antifouling agent inhibiting the formation of biofilms in marine and freshwater systems. In this study, we developed a new route based on a late-stage...
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Targeting DNA with small molecules: a comparative study of a library of azonia aromatic chromophores

Org. and Biomol. Chem. - 24 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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Copper-catalyzed regioselective synthesis of furan via tandem cycloaddition of ketone with unsaturated carboxylic acid under air

Org. and Biomol. Chem. - 24 October, 2014 - 10:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01320D, PaperAlakananda Hajra, Monoranjan Ghosh, Subhajit Mishra, Kamarul Monir
A catalytic decarboxylative annulation has been developed for the regioselective synthesis of trisubstituted furans by the cycloaddition of ketones with [small alpha],[small beta]-unsaturated carboxylic acids under ambient air. A library of furan...
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Bronsted acid promoted addition-cyclization and C-C bond cleavage: a convenient synthesis of 2-amino-5-aroylmethylthiazoles derivatives

Org. and Biomol. Chem. - 24 October, 2014 - 10:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01519C, PaperFan Ni, Yan Yang, Wen-Ming Shu, Jun-Rui Ma, An-Xin Wu
A Bronsted acid promoted synthesis of 2-amino-5-aroylmethylthiazoles has been developed via C-C bond cleavage reaction. The products can be easily transformed into PLTP and CETP inhibitor, and are useful precursors to access novel biheterocycles.
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Sulfinate Derivatives: Dual and Versatile Partners in Organic Synthesis

Org. and Biomol. Chem. - 24 October, 2014 - 10:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01727G, Review Articlejessy aziz, SAMIR MESSAOUDI, Mouad Alami, abdallah hamze
Sulfinic acids and their salts have recently emerged as versatile coupling partners to efficiently access a wide variety of hetero- and carbocyclic compounds, under relatively mild conditions. Their growing importance...
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Irriversible Covalent Modification of Type I Dehydroquinase by a Stable Schiff Base

Org. and Biomol. Chem. - 24 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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Improved synthesis of the super antioxidant, ergothioneine and its biosynthetic pathway intermediates.

Org. and Biomol. Chem. - 24 October, 2014 - 10:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02023E, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Anwar Jardine, Peguy Lutete Khonde
Ergothioneine along with mycothiol, are low molecular mass redox protective thiols present in Actinomycetes, in particular mycobacteria. We report the improved chemical synthesis of ergothioneine (ESH) and biosynthetic pathway intermediates...
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Synthesis and Antifungal Activity of 1,2,3-Triazole Phenylhydrazone Derivatives

Org. and Biomol. Chem. - 24 October, 2014 - 10:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01758G, PaperZhicheng Dai, Yongfei Chen, Mao Zhang, Shengkun Li, Tingting Yang, Li Shen, Jianxin Wang, Shao-Song Qian, Hai-Liang Zhu, Yonghao Ye
A series of 1,2,3-triazole phenylhydrazone were designed and synthesized as antifungal agents. Their structures were determined based on 1H-NMR spectroscopy, MS, elemental analysis and X-ray single-crystal diffraction. The antifungal activities...
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Stereoselective Synthesis of 1,2-Diamine Containing Indolines by a Conjugate Addition Nitro-Mannich Reaction

Org. and Biomol. Chem. - 24 October, 2014 - 10:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01793E, PaperJ C Anderson, Ian B Campbell, Sebastien Campos, Jonathan Shannon, D A Tocher
A conjugate addition nitro-Mannich reaction followed by nitro reduction and intramolecular N-arylation gives diastereomerically pure substituted 1,2-diamine containing indolines. Placing the N-arylation cyclisation handle on the imine precursor derived from...
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Strained Olefin Enables Triflic Anhydride Mediated Direct Dehydrative Glycosylation

Org. and Biomol. Chem. - 24 October, 2014 - 10:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01807A, CommunicationGuohua Chen, Qiang Yin, jian yin, Xiangying Gu, Xiao Liu, Qidong You, Yue-Lei Chen, Bing Xiong, Jingkang Shen
For the first time, we demonstrated that the Tf2O mediated direct dehydrative glycosylation was possible simply with strained olefins, and other typical bases were inhibitors of this reaction. We optimized...
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Total Synthesis and Biological Evaluation of the Natural Product (-)-Cyclonerodiol, a New Inhibitor of IL-4 Signaling

Org. and Biomol. Chem. - 24 October, 2014 - 10:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02021A, PaperJens Gerald Langhanki, Kristina Rudolph, Gerhard Erkel, Till Opatz
In a screening program of natural compounds from fungi, the known cyclopentanoid sesquiterpene (-)-cyclonerodiol was identified as a specific inhibitor of the IL-4 induced STAT6 signaling pathway (IC50 = 9.7...
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Chiral recognition with a benzofuran receptor which mimics an oxyanion hole

Org. and Biomol. Chem. - 24 October, 2014 - 10:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01954G, PaperAngel L. Fuentes de Arriba, Angel Gomez Herrero, Omayra Hernandez Rubio, Laura Marcos Monleon, Luis Simon, Victoria Alcazar, Francisca Sanz, Joaquin Rodriguez Moran
A new chiral benzofuran receptor has been synthesized and its properties in the association of amino acid derivatives have been studied. X-ray structures were obtained and these corroborate the presence...
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Mixed non-covalent assemblies of ethynyl nile red and ethynyl pyrene along oligonucleotide templates

Org. and Biomol. Chem. - 24 October, 2014 - 10:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01860E, PaperPhilipp Ensslen, Yannic Fritz, Hans-Achim Wagenknecht
Ethynyl pyrene and ethynyl nile red as modifications at the 5-position of 2'-deoxuridines self-assemble non-covalently and specifically along oligo-2'-deoxyadenosines as templates. Oligo-2'-deoxyadenosines of the lengths (dA)10 - (dA)20 are able...
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Aryl-Palladium-NHC complex: Efficient Phosphine-free Catalyst Precursors for the Carbonylation of Aryl Iodides with Amines or Alkynes

Org. and Biomol. Chem. - 24 October, 2014 - 10:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01878H, PaperChunyan Zhang, Jianhua Liu, Chungu Xia
A series of aryl-palladium-NHC compounds were prepared according to the reported methods and their catalytic activity in the carbonylation of aryl iodides to synthesize [small alpha]-keto amides and alkynones were examined....
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Efficient Merging of Copper and Photoredox Catalysis for the Asymmetric Cross-Dehydrogenative-Coupling of Alkynes and Tetrahydroisoquinolines

Org. and Biomol. Chem. - 24 October, 2014 - 10:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02138J, PaperInna Perepichka, Soumen Kundu, Zoe Hearne, Chao-Jun Li
A highly efficient catalytic asymmetric alkynylation of prochiral CH2 groups in tetrahydroisoquinoline was developed using copper catalyzed cross-dehydrogenative-coupling of sp3 and sp C-H bonds with the assistance of a photocatalyst...
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The Stability of Nitrogen-Centered Radicals

Org. and Biomol. Chem. - 24 October, 2014 - 10:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01656D, PaperHendrik Zipse, Johnny Hioe, Valerije Vrcek, Davor Sakic
Radical stabilization energies (RSEs) for a wide variety of nitrogen-centered radicals and their protonated counterparts have been calculated at G3(MP2)-RAD and G3B3 level. The calculated RSE values can be rationalized...
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An efficient reagent for covalent introduction of alkyne into proteins

Org. and Biomol. Chem. - 24 October, 2014 - 10:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01873G, CommunicationJie Zhang, Dejun Ma, Dawei Du, Zhen Xi, Long Yi
A cheap and bench-stable reagent was synthesized for direct and covalent introduction of alkynes into tyrosine of target proteins, which can be further modified based on click reaction to achieve...
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