Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Bleomycin-induced trans lipid formation in cell membranes and in liposome models

19 November, 2014 - 15:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01924E, PaperAysegul Cort, Tomris Ozben, Anna Sansone, Sebastian Barata-Vallejo, Chryssostomos Chatgilialoglu, C Ferreri
Cell cultures of NTera-2 cells incubated with bleomycin and liposomes as biomimetic models of cell membranes were used for examining novel aspects of drug-metal induced reactivity with unsaturated lipids under...
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Determination of the Absolute Configuration of Phosphinic Analogues of Glutamate

19 November, 2014 - 15:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01960A, PaperBruno Commare, Delphine Rigault, Isabelle Lemasson, Patrick Deschamps, Alain Tomas, Pascal ROUSSEL, Isabelle Brabet, Cyril Goudet, Jean Phillippe Pin, Frederic R. Leroux, Francoise COLOBERT, Francine Acher
A series of phosphinic glutamate derivatives (e.g. LSP1-2111) have proved to be potent agonists of metabotropic glutamate (mGlu) receptors and shown promising in vivo activity. However, so far all were...
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Allylic and Benzylic sp3 C-H Oxidation in Water

19 November, 2014 - 15:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02017K, PaperWei-Jie Ang, Yulin Lam
A copper-catalyzed method for the oxidation of allylic and benzylic sp3 C-H by aqueous tert-butyl hydroperoxide (TBHP) in water using a recyclable fluorous ligand has been developed. The reaction procedure...
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Self-organizing behaviour of glycosteroidal bolaphiles: insights into lipidic microsegregation

19 November, 2014 - 15:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB02191F, PaperR. Xu, F. Ali-Rachedi, N. M. Xavier, S. Chambert, F. Ferkous, Y. Queneau, S. J. Cowling, E. J. Davis, J. W. Goodby
The synthesis of glycosteroidal bolaphile biomimics are described along with the liquid-crystalline behaviours as a function of increasing aliphatic composition.
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Palladium(0)-catalyzed synthesis of cyclic glucosides

19 November, 2014 - 15:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01975J, PaperXin Huang, Chunling Fu, Shengming Ma
A highly regio- and stereo-selective synthesis of cyclic [small beta]-D-glucosides 3 via Pd(0)-catalyzed coupling cyclization of allenyl [small beta]-D-glucoside 1 and organic iodides in 20-38% yields is reported.
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Post-synthesis DNA Modifications Using a trans-Cyclooctene Click Handle

17 November, 2014 - 15:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02031F, PaperKe Wang, Danzhu Wang, Kaili Ji, Weixuan Chen, Yueqin Zheng, Chaofeng Dai, Binghe Wang
Post-synthesis DNA modification is a very useful method for DNA functionalization. This is achieved by using a modified NTP, which has a handle for further modifications, replacing the corresponding natural...
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Virtual screening and biological evaluation of novel small molecular inhibitors against protein arginine methyltransferase 1 (PRMT1)

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9665-9673
DOI: 10.1039/C4OB01591F, PaperYiqian Xie, Ran Zhou, Fulin Lian, Yan Liu, Limin Chen, Zhe Shi, Naixia Zhang, Mingyue Zheng, Bairong Shen, Hualiang Jiang, Zhongjie Liang, Cheng Luo
Two novel inhibitors against PRMT1 were identified through virtual screening and biochemical assays. Their binding with PRMT1 was validated and they also displayed an anti-proliferation effect in three cancer cell lines.
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Copper-catalysed intramolecular O-arylation: a simple and efficient method for benzoxazole synthesis

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9696-9701
DOI: 10.1039/C4OB02068E, PaperFengtian Wu, Jie Zhang, Qianbing Wei, Ping Liu, Jianwei Xie, Haojie Jiang, Bin Dai
An efficient protocol has been developed for the copper-catalysed intramolecular cyclization of N-(2-iodo-/bromo-/chloro-phenyl)benzamides for the synthesis of 2-substituted benzoxazoles.
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Total synthesis and biological evaluation of the natural product (-)-cyclonerodiol, a new inhibitor of IL-4 signaling

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9707-9715
DOI: 10.1039/C4OB02021A, PaperJens Langhanki, Kristina Rudolph, Gerhard Erkel, Till Opatz
The sesquiterpene (-)-cyclonerodiol is a specific inhibitor of IL-4 induced STAT6 signaling and is readily available from (-)-linalool.
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Aryl-palladium-NHC complex: efficient phosphine-free catalyst precursors for the carbonylation of aryl iodides with amines or alkynes

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9702-9706
DOI: 10.1039/C4OB01878H, PaperChunyan Zhang, Jianhua Liu, Chungu Xia
A series of aryl-palladium-NHC compounds was prepared according to the reported methods and their catalytic activity in the carbonylation of aryl iodides to synthesize [small alpha]-keto amides and alkynones was examined.
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An efficient reagent for covalent introduction of alkynes into proteins

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9528-9531
DOI: 10.1039/C4OB01873G, CommunicationJie Zhang, Dejun Ma, Dawei Du, Zhen Xi, Long Yi
This work reports an efficient reagent for covalent introduction of alkynes into the surface of proteins and viruses under mild conditions.
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Silver(I)-catalyzed annulation for the regioselective synthesis of N-imino-[gamma]-carbolinium ylides from hydrazones of indole-3-carbonyl derivatives and propargylic alcohols

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9514-9518
DOI: 10.1039/C4OB02020K, CommunicationYu Zhu, Xin-Rui Shen, Hai-Tao Tang, Min Lin, Zhuang-Ping Zhan
A regioselective efficient synthetic approach to N-imino-[gamma]-carbolinium ylides via AgOTf-catalyzed iminoannulation from indole derivatives and propargylic alcohols has been developed.
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Silver-mediated oxidative vinylic C-H bond sulfenylation of enamides with disulfides

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9519-9523
DOI: 10.1039/C4OB01970A, CommunicationLuo Yang, Qing Wen, Fuhong Xiao, Guo-Jun Deng
A silver-mediated oxidative vinylic C-H bond sulfenylation of enamides was developed. This method is compatible with diaryl and dialkyl disulfides to deliver the biologically precious chalcogenated olefins efficiently. A plausible non-chain radical mechanism was proposed for understanding this novel sulfenylation based on the mechanistic studies.
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Synthesis and biological evaluation of (-)-kainic acid analogues as phospholipase D-coupled metabotropic glutamate receptor ligands

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9638-9643
DOI: 10.1039/C4OB02002B, PaperChiara Zanato, Sonia Watson, Guy S. Bewick, William T. A. Harrison, Matteo Zanda
A "click" 4-(1,2,3-triazolyl)-kainate derivative and its biotinylated version potently increase stretch-induced afferent firing in muscle spindles, probably acting through a hitherto uncloned phospholipase D (PLD)-coupled mGlu receptor.
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An efficient continuous flow approach to furnish furan-based biaryls

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9562-9571
DOI: 10.1039/C4OB01641F, PaperTrieu N. Trinh, Lacey Hizartzidis, Andrew J. S. Lin, David G. Harman, Adam McCluskey, Christopher P. Gordon
Suzuki cross-couplings of 5-formyl-2-furanylboronic acid with activated or neutral aryl bromides were performed under continuous flow conditions in the presence of (Bu)4N+F- and the immobilised t-butyl based palladium catalyst CatCart[trade mark sign] FC1032[trade mark sign].
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Intramolecular redox reaction for the synthesis of N-aryl pyrroles catalyzed by Lewis acids

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9716-9719
DOI: 10.1039/C4OB02009J, PaperHong-Jin Du, Le Zhen, Xiaoan Wen, Qing-Long Xu, Hongbin Sun
An efficient approach to synthesize N-aryl pyrroles via Lewis acid-mediated 1,5-hydride shift and isomerization of 2-(3-pyrroline-1-yl)arylaldehydes has been achieved in up to 89% yield.
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An AIE active Y-shaped diimidazolylbenzene: aggregation and disaggregation for Cd2+ and Fe3+ sensing in aqueous solution

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9524-9527
DOI: 10.1039/C4OB01635A, CommunicationChengming Li, Chao Gao, Jingbo Lan, Jingsong You, Ge Gao
A simple Y-shaped dimb with AIE properties exhibited fluorescence turn-on by Cd2+ induced aggregation and fluorescence turn-off by Fe3+ induced disaggregation.
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A Simple and Robust Preparation of N-Acetylindoxyls: Precursors for Indigogenic Substrates

17 November, 2014 - 15:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02248C, PaperMichael N Gandy, Lindsay Byrne, Keith A Stubbs
A generalised, simple and efficient synthesis of N-acetyl-5-bromo-4-chloroindoxyl and related analogues required for the synthesis of indigogenic substrates to probe for biological activities is reported. The method is both synthetically...
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1,4 Addition of Unprotected-Pyrrole onto Chiral Acrylamides: Toward Synthesis of new Polypeptidic Architectures

17 November, 2014 - 15:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01920B, PaperBouzbouz Samir, Alexandre Gratais, Xavier Pannecoucke
A diversity of new functionalized acyclic chiral pyrroloamide compounds were synthesized by a simple and robust process involving the creation of a C-C bond between unprotected pyrroles and acyclic chiral...
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Computational study on the intramolecular self-organization of the macrorings of some 'giant' cyclodextrins (CDn, n = 40, 70, 85, 100)

17 November, 2014 - 15:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02218A, PaperPetko Ivanov, Emanouil Jordanov Atanassov, Carlos Jaime
The conformations of some 'giant' cyclodextrins (CDn, n = 40, 70, 85, 100) were examined by molecular dynamic simulations using the Glycam06 force field. CD14 and CD26, the largest cyclodextrins...
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