Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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HIV-1 drug discovery: targeting folded RNA structures with branched peptides

28 May, 2015 - 15:17

Org. Biomol. Chem., 2015, 13,5848-5858
DOI: 10.1039/C5OB00589B, Review ArticleJessica E. Wynn, Webster L. Santos
Branched peptides utilize multivalent binding to selectively recognize HIV RNA.
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Synthesis of nisin AB dicarba analogs using ring-closing metathesis: influence of sp3versus sp2 hybridization of the [small alpha]-carbon atom of residues dehydrobutyrine-2 and dehydroalanine-5 on the lipid II binding affinity

28 May, 2015 - 15:17

Org. Biomol. Chem., 2015, 13,5997-6009
DOI: 10.1039/C5OB00336A, PaperJack C. Slootweg, Eric. F. van Herwerden, Mark. F. M. van Doremalen, Eefjan Breukink, Rob M. J. Liskamp, Dirk T. S. Rijkers
An alkane-bridged bicyclic nisin mimic with [small alpha],[small beta]-dehydroamino acids in the backbone was synthesized.
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Facile synthesis of 4- and 7-azaindoles from the corresponding imines by palladium-catalyzed cascade C-C and C-N coupling

28 May, 2015 - 15:17

Org. Biomol. Chem., 2015, 13,6047-6058
DOI: 10.1039/C5OB00720H, PaperNgo Nghia Pham, Thanh Tuan Dang, Ngoc Thang Ngo, Alexander Villinger, Peter Ehlers, Peter Langer
The cyclization of 2,3-dihalopyridines with readily available imines provides a convenient and regioselective approach to 4- and 7-azaindoles.
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Diastereoselective desymmetrization of diarylphosphinous acid-borane amides under Birch reduction

26 May, 2015 - 14:54

Org. Biomol. Chem., 2015, 13,6082-6102
DOI: 10.1039/C4OB02440K, PaperMarek Stankevic
Birch reduction of symmetrical diarylphosphinous acid-borane amides possessing a chiral amido group, proceeds with diastereoselectivity up to 72%.
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Locked Nucleic Acid (LNA) induced effect on hybridization and fluorescence properties of oligodeoxyribonucleotides modified with nucleobase-functionalized DNA monomers

26 May, 2015 - 14:54
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00860C, PaperMamta Kaura, Patrick Jerzy Hrdlicka
LNA and nucleobase-modified DNA monomers are two families of building blocks, which are used extensively in oligonucleotide chemistry. However, there are only very few reports in which these two monomer...
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Rapid and Scalable Synthesis of Innovative Unnatural [small alpha], [small beta] or [gamma]-Amino Acids Functionalized with Tertiary Amines on their Side-chain

26 May, 2015 - 14:54
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00828J, PaperSeverine Schneider, Hussein Ftouni, Songlin Niu, Martine Schmitt, Frederic Simonin, Frederic Bihel
We report a selective ruthenium catalyzed reduction of tertiary amides on the side chain of Fmoc-Gln-OtBu derivatives, leading to innovative unnatural [small alpha], [small beta] or [gamma]-amino acids functionalized with tertiary amines....
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RNA Nucleosides as Chiral Sensing Agents in NMR Spectroscopy

26 May, 2015 - 14:54
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00513B, PaperLokesh Lokesh, Sachin S L, Narendra L V, Arun Krishnamurthy, Suryaprakash Nagaraja Rao
The study reports chiral sensing property of RNA nucleosides. Adenosine, guanosine, uracil and cytosine are used as chiral derivatizing agents to differentiate chiral 10-amines. A three component protocol has been...
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Organocatalytic asymmetric Michael addition of 1-acetylcyclohexene and 1-acetylcyclopentene to nitroolefins

26 May, 2015 - 14:54
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00878F, PaperSubhas Chandra Pan, Utpal Nath, Ankush Banerjee, Bidhan Ghosh
Enantioselective organocatalytic Michael addition reactions of 1-acetylcyclohexene, 1-acetylcyclopentene and 1-acetylcyclobutene to nitroolefins have been developed. This is the first report where an [small alpha]-branched enone has been activated by amine catalyst...
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Synthesis and in Vitro Cytotoxicity of Cross-Conjugated Prostaglandin A and J Series and Their Hydroxy Derivatives

26 May, 2015 - 14:54
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00550G, PaperRemigiusz Zurawinski, Marian Mikolajczyk, Marcin Cieslak, Karolina Krolewska, Julia Kazmierczak-Baranska
The synthesis of two cross-conjugated prostaglandin analogues of a known neurotrophic activity and their new hydroxy derivatives was accomplished starting from the diastereoisomeric (+)-camphor protected 3-[(dimethoxyphosphoryl)methyl]-4,5-dihydroxycyclopent-2-enones. The cytotoxicity of these...
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Surface-promoted aggregation of amphiphilic quadruplex ligands drives their selectivity for alternative DNA structures

26 May, 2015 - 14:54
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00692A, PaperAurelien Laguerre, Yi Chang, Marc Pirrotta, Nicolas Desbois, Claude P Gros, eric Lesniewska, David Monchaud
Scientists are currently truly committed to enhancing the specificity of chemotherapeutics that target DNA. To this end, sequence-specific drugs have progressively left room for structure-specific therapeutics. However, while numerous strategies...
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Unexpected furanose/pyranose equilibration of N-glycosyl sulfonamides, sulfamides and sulfamates

26 May, 2015 - 14:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00851D, PaperKajitha Suthagar, Matthew I. J. Polson, Antony J. Fairbanks
Arabino N-glycosyl sulfamides, sulfonamides and sulfamates convert from the furanose to the thermodynamically preferred pyranose form in aqueous solution.
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New fluorinated fructose analogs as selective probes of the hexose transporter protein GLUT5

26 May, 2015 - 14:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00314H, PaperOlivier-Mohamad Soueidan, Brendan J. Trayner, Tina N. Grant, Jeff R. Henderson, Frank Wuest, F. G. West, Chris I. Cheeseman
Two fluorinated fructose analogs are taken up by tumor cells in culture. Their high affinity for the transporter protein GLUT5 provides information on the structural demands of its binding site, and suggests approaches towards new molecular imaging probes.
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Cell-targeted platinum nanoparticles and nanoparticle clusters

26 May, 2015 - 14:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00822K, PaperStefanie Papst, Margaret A. Brimble, Clive W. Evans, Daniel J. Verdon, Vaughan Feisst, P. Rod Dunbar, Richard D. Tilley, David E. Williams
The facile preparation of cell-targeted platinum nanoparticles (PtNPs) is described, using designed peptides that as a single molecule control PtNP cluster growth, stabilise clusters in aqueous suspension and enable attachment of a versatile range of cell-targeting ligands.
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Dendrimers incorporating benzenesulfonamide moieties strongly inhibit carbonic anhydrase isoforms I-XIV

26 May, 2015 - 14:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00715A, CommunicationFabrizio Carta, Sameh M. Osman, Daniela Vullo, Zeid AlOthman, Claudiu T. Supuran
As extension of our previous study herein we report a comprehensive investigation of poly(amidoamine) (PAMAM) dendrimers as modulators of the human carbonic anhydrase (hCA, EC 4.2.1.1) isoforms I-XIV.
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Mechanisms and stereoselectivities of the Rh(I)-catalyzed carbenoid carbon insertion reaction of benzocyclobutenol with diazoester

26 May, 2015 - 14:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00608B, PaperYanyan Wang, Yang Wang, Wenjing Zhang, Yanyan Zhu, Donghui Wei, Mingsheng Tang
Mechanisms and stereoselectivities of a Rh(I)-catalyzed carbenoid carbon insertion reaction of benzocyclobutenol with diazoester have been investigated using the DFT method.
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Mechanistic insights into the synergistic catalysis by Au(I), Ga(III), and counterions in the Nakamura reaction

26 May, 2015 - 14:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00626K, PaperRameswar Bhattacharjee, A. Nijamudheen, Ayan Datta
DFT calculations explain the origin of Au/Ga dual catalyzed regioselectivity of Nakamura reactions. The role of the counterions and the triazole ligand is shown to be significant.
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Uncatalysed diaryldiazo cyclopropanations on bicyclic lactams: access to annulated prolines

26 May, 2015 - 14:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00648A, PaperLawrence Harris, Martin Gilpin, Amber L. Thompson, Andrew R. Cowley, Mark G. Moloney
The uncatalysed cycloaddition of substituted diaryldiazo compounds onto bicyclic unsaturated lactams derived from pyroglutamic acid efficiently leads to highly functionalised azatricyclononanes.
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Design and synthesis of new fluconazole analogues

26 May, 2015 - 14:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00590F, PaperVandana S. Pore, Sandip G. Agalave, Pratiksha Singh, Praveen K. Shukla, Vikash Kumar, Mohammad I. Siddiqi
The synthesis of new fluconazole analogues containing two different 1,2,3-triazole units and an amide group is described. All the compounds showed very high antifungal activity and no toxicity.
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Facile synthesis of acridines via Pd(0)-diphosphine complex-catalyzed tandem coupling/cyclization protocol

26 May, 2015 - 14:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00755K, PaperTing-Jun Wang, Wen-Wen Chen, Yi Li, Ming-Hua Xu
A facile and efficient approach for the synthesis of a variety of acridines via the tandem coupling/cyclization of substituted 2-bromobenzaldehydes and anilines is described.
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Ring size in cyclic endomorphin-2 analogs modulates receptor binding affinity and selectivity

26 May, 2015 - 14:54

Org. Biomol. Chem., 2015, 13,6039-6046
DOI: 10.1039/C5OB00565E, PaperJustyna Piekielna, Alicja Kluczyk, Luca Gentilucci, Maria Camilla Cerlesi, Girolamo Calo', Csaba Tomboly, Krzysztof Lapinski, Tomasz Janecki, Anna Janecka
A series of endomorphin-2 cyclic analogs with 17- to 14-membered rings was synthesized and evaluated in terms of opioid affinity and selectivity. Conformational studies enabled us to rationalize biological results.
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