Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Silver-Mediated Oxidative Vinylic C-H Bond Sulfenylation of Enamides with Disulfides

22 October, 2014 - 08:54
Org. Biomol. Chem., 2014, Accepted Manuscript
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 biological precious chalcogenated olefins efficiently. A plausible non-chain...
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QSAR Study on the Inhibition Mechanism of Matrix Metalloproteinase-12 by Arylsulfone Analogues Based on Molecular Orbital Calculations

22 October, 2014 - 08:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01843E, PaperSeiji Hitaoka, Hiroshi Chuman, Kazunari Yoshizawa
A binding mechanism between human matrix metalloproteinase-12 (MMP-12) and eight arylsulfone analogs having two types of carboxylic and hydroxamic acids as the most representative zinc binding group is investigated by...
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Importance of D-glycopyranoside structure to the bioactivity and target affinity of jasmonic acid glucoside

22 October, 2014 - 08:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02106A, CommunicationMinoru Ueda, Gangqiang Yang, Yuuki Nukadzuka, Yasuhiro Ishimaru , Satoru Tamura, Yoshiyuki Manabe
12-O-[small beta]-D-Glucopyranosyljasmonic acid (JAG) induces nyctinastic leaf-folding of Samanea saman. The SAR studies of 1 revealed the unique role of its glycone moiety. Biological activity and target affinity of JAG were...
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Design strategies for bioorthogonal smart probes

22 October, 2014 - 08:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01632G, Review ArticlePeyton Shieh, Carolyn R. Bertozzi
This review covers approaches used to develop probes activated by bioorthogonal ligation reactions.
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Remote conformational control of a molecular switch via methylation and deprotonation

22 October, 2014 - 08:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01991A, PaperPeter C. Knipe, Ian M. Jones, Sam Thompson, Andrew D. Hamilton
Methylation and deprotonation at remote sites of a diphenylacetylene-based molecular switch exert global conformational changes through subtle tuning of a hydrogen-bonding network.
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Magnetic resonance and optical imaging probes for NMDA receptors on the cell surface of neurons: synthesis and evaluation in cellulo

22 October, 2014 - 08:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01848F, PaperNeil Sim, Robert Pal, David Parker, Joern Engelmann, Anurag Mishra, Sven Gottschalk
A second generation of N-methyl-D-aspartate (NMDA) receptor-targeted MRI contrast agents has been synthesised, based on bicyclic NMDA receptor antagonists and show selective and reversible cell-surface binding.
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Synthesis of nitriles via palladium-catalyzed water shuffling from amides to acetonitrile

22 October, 2014 - 08:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01825G, CommunicationWandi Zhang, Christopher W. Haskins, Yang Yang, Mingji Dai
Palladium-catalyzed synthesis of nitriles from amides has been described.
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Unusual (Z)-selective palladium(II)-catalysed addition of aryl boronic acids to vinylaziridines

22 October, 2014 - 08:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01786B, CommunicationJieXiang Yin, Theresa Mekelburg, Christopher Hyland
The palladium(II)-catalysed addition of arylboronic acids to vinylaziridines has been developed. This reaction proceeds via an insertion/ring-opening process to provide (E)-allylsulfonamides. This stereoselectivity is complimentary to existing methods that typically proceed via an SN2[prime or minute] mechanism to yield (Z)-allylic systems.
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Pyridoxine-derived bicyclic amido-, ureido-, and carbamato-pyridinols: synthesis and antiangiogenic activities

22 October, 2014 - 08:54

Org. Biomol. Chem., 2014, 12,8702-8710
DOI: 10.1039/C4OB01221F, PaperHyunji Lee, Dong-Guk Kim, Suhrid Banskota, You Kyoung Lee, Tae-gyu Nam, Jung-Ae Kim, Byeong-Seon Jeong
Preparation of a series of five- and six-membered cyclic amide-, urea-, and carbamate-fused bicyclic pyridinols and their inhibitory capacities against VEGF-induced angiogenesis are described.
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Profiling substrate specificity of two series of phenethylamine analogs at monoamine oxidase A and B

22 October, 2014 - 08:54

Org. Biomol. Chem., 2014, 12,8689-8695
DOI: 10.1039/C4OB01377H, PaperEgon Heuson, Morten Storgaard, Tri H. V. Huynh, Franck Charmantray, Thierry Gefflaut, Lennart Bunch
The membrane bound enzyme monoamine oxidase exists in two splice variants designated A and B (MAO-A and MAO-B) and are key players in the oxidative metabolism of monoamines in mammalians.
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Effects of (5[prime or minute]S)-5[prime or minute],8-cyclo-2[prime or minute]-deoxyadenosine on the base excision repair of oxidatively generated clustered DNA damage. A biochemical and theoretical study

22 October, 2014 - 08:54

Org. Biomol. Chem., 2014, 12,8671-8682
DOI: 10.1039/C4OB01089B, PaperBoleslaw T. Karwowski, Sophie Bellon, Peter O'Neill, Martine E. Lomax, Jean Cadet
Rejoining of an AP-site in ds-DNA containing the (5[prime or minute]S)-cdA in the complementary strand. Distance betwene AP-site and (5[prime or minute]S)-cdA, lanes: (1-6) -8 bases; (7-12) no (5[prime or minute]S)-cdA (control); (13-18) +8 bases.
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Rapid assembly of heterocycle grafted macrocycles via tandem one-pot double 1,3-dipolar cycloaddition reaction

22 October, 2014 - 08:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01778A, PaperR. Prasanna, S. Purushothaman, R. Raghunathan
Synthesis of triazole linked macrocycles grafted with glycospiroheterocycle was accomplished by stereo- and regioselective tandem double 1,3-dipolar cycloaddition (1,3-DC) reaction.
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Carbohydrates as a reagent in multicomponent reactions: one-pot access to a new library of hydrophilic substituted pyrimidine-fused heterocycles

22 October, 2014 - 08:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01791A, PaperMaryam Nourisefat, Farhad Panahi, Ali Khalafi-Nezhad
A new multicomponent reaction containing carbohydrates is developed for one-pot synthesis of a new class of hydrophilic substituted pyrimidine-fused heterocycles.
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Regioselective ruthenium catalysed H-D exchange using D2O as the deuterium source

22 October, 2014 - 08:54

Org. Biomol. Chem., 2014, 12,8683-8688
DOI: 10.1039/C4OB01798F, PaperLorenzo Piola, Jose A. Fernandez-Salas, Simone Manzini, Steven P. Nolan
An efficient and convenient ruthenium catalysed method for a regiospecific H/D exchange using D2O is described.
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Organocatalysts of oxidative protein folding inspired by protein disulfide isomerase

22 October, 2014 - 08:54

Org. Biomol. Chem., 2014, 12,8598-8602
DOI: 10.1039/C4OB01738B, CommunicationJohn C. Lukesh III, Kristen A. Andersen, Kelly K. Wallin, Ronald T. Raines
Organocatalysts derived from ethylenetriamine and containing a hydrophobic moiety effect the isomerization of non-native protein disulfide bonds to native ones.
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Relative stability of benziporphyrin and naphthiporphyrin tautomers and the emergence of macrocyclic diatropicity

22 October, 2014 - 08:54

Org. Biomol. Chem., 2014, 12,8719-8736
DOI: 10.1039/C4OB01659A, PaperDeyaa I. AbuSalim, Timothy D. Lash
The conformations and relative stabilities of a series of benziporphyrin and naphthiporphyrin tautomers were calculated and the diatropic properties of each of these species were assessed. The results were in good agreement with experimental observations and allow favorable delocalization pathways to be identified.
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Selective chromo-fluorogenic detection of DFP (a Sarin and Soman mimic) and DCNP (a Tabun mimic) with a unique probe based on a boron dipyrromethene (BODIPY) dye

22 October, 2014 - 08:54

Org. Biomol. Chem., 2014, 12,8745-8751
DOI: 10.1039/C4OB01299B, PaperAndrea Barba-Bon, Ana M. Costero, Salvador Gil, Ramon Martinez-Manez, Felix Sancenon
A new naked eye colorimetric BODIPY probe able to discriminate DCNP and DFP nerve agent mimics with good LODs.
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Robust asymmetric synthesis of unnatural alkenyl amino acids for conformationally constrained [small alpha]-helix peptides

22 October, 2014 - 08:54

Org. Biomol. Chem., 2014, 12,8775-8782
DOI: 10.1039/C4OB01832J, PaperBoris Aillard, Naomi S. Robertson, Adam R. Baldwin, Siobhan Robins, Andrew G. Jamieson
The efficient asymmetric synthesis of unnatural alkenyl amino acids required for peptide 'stapling' has been achieved using alkylation of a fluorine-modified NiII Schiff base complex as the key step.
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Rhodium-catalyzed ortho-cyanation of symmetrical azobenzenes with N-cyano-N-phenyl-p-toluenesulfonamide

22 October, 2014 - 08:54

Org. Biomol. Chem., 2014, 12,8603-8606
DOI: 10.1039/C4OB01736F, CommunicationJie Han, Changduo Pan, Xuefeng Jia, Chengjian Zhu
A rhodium(III)-catalyzed ortho-cyanation of symmetrical azobenzenes with NCTS via azo-group-directed C(sp2)-H bond activation is described.
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Enantioselective synthesis of 3-substituted 1,2-oxazinanes via organocatalytic intramolecular aza-Michael addition

22 October, 2014 - 08:54

Org. Biomol. Chem., 2014, 12,8607-8610
DOI: 10.1039/C4OB01646G, CommunicationShuanghua Cheng, Shouyun Yu
A highly enantioselective intramolecular 6-exo-trig aza-Michael addition was developed to afford chiral 3-substituted 1,2-oxazinanes in high yields (up to 99% yield) and good enantioselectivities (up to 98/2 er).
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