Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Biosynthesis of 8-hydroxyquinoline-2-carboxylic acid, an iron chelator from the gut of the lepidopteran Spodoptera littoralis

7 December, 2014 - 20:17

Org. Biomol. Chem., 2015, 13,178-184
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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Stereoselective synthesis of 1,2-diamine containing indolines by a conjugate addition nitro-mannich reaction

7 December, 2014 - 20:17

Org. Biomol. Chem., 2015, 13,170-177
DOI: 10.1039/C4OB01793E, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.James C. Anderson, Ian B. Campbell, Sebastien Campos, Jonathan Shannon, Derek A. Tocher
The sequential use of the conjugate addition nitro-Mannich reaction, nitro reduction and then Pd-catalyzed intramolecular cyclisation allows the concise, stereodivergent synthesis of complex indolines.
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The stability of nitrogen-centered radicals

7 December, 2014 - 20:17

Org. Biomol. Chem., 2015, 13,157-169
DOI: 10.1039/C4OB01656D, PaperJohnny Hioe, Davor Sakic, Valerije Vrcek, Hendrik Zipse
Radical stabilization energies (RSEs) for a large variety of aminyl and protonated amine radical cations have been calculated using high-level composite procedures.
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Functional importance of the sugar moiety of jasmonic acid glucoside for bioactivity and target affinity

7 December, 2014 - 20:17

Org. Biomol. Chem., 2015, 13,55-58
DOI: 10.1039/C4OB02106A, CommunicationMinoru Ueda, Gangqiang Yang, Yuuki Nukadzuka, Yasuhiro Ishimaru, Satoru Tamura, Yoshiyuki Manabe
Importance of the D-glycopyranoside structure for the bioactivity and target affinity of jasmonic acid glucoside.
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Design and synthesis of potent hydroxamate inhibitors with increased selectivity within the gelatinase family

7 December, 2014 - 20:17

Org. Biomol. Chem., 2015, 13,142-156
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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Studies on the diastereoselective oxidation of 1-thio-[small beta]-D-glucopyranosides: Synthesis of the usually less favoured RS sulfoxide as a single diastereoisomer .

3 December, 2014 - 19:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02030H, PaperNoureddine Khiar, Juan Francisco Moya-Lopez, Eleonora Elhalem, Rocio Recio, Eleuterio Alvarez, Fernandez Inmaculada
Abstract: A detailed study on the diastereoselective oxidation of 1-thio--D-glucopyranosides is reported. It has been shown that the sense and the degree of stereochemical outcome of the oxidation is highly...
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A Chiral Borane Catalyzed Asymmetric Hydrosilylation of Imines

3 December, 2014 - 19:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02419B, CommunicationXiaxia Zhu, HAIFENG DU
An enantioselective hydrosilylation of imines was successfully achieved using a chiral borane catalyst generated by the in situ hydroboration of a binaphthyl-based chiral diene with Piers' borane HB(C6F5)2 to furnish...
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N-Heterocyclic Carbene-Catalyzed Cyclocondensation of 2-Aryl Carboxylic Acid and Enones: Highly Enantioselective Synthesis of [small delta]-Lactones

3 December, 2014 - 19:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02330G, CommunicationJin-Tang Cheng, Xiang-Yu Chen, Song Ye
The enantioselective N-heterocyclic carbene-catalyzed [4 + 2] cyclocondensation of 2-aryl carboxylic acids and enones was developed, affording the corresponding chiral [small delta]-lactones in good yields with good diastereo- and high enantioselectivities.
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Stereodivergent Synthesis of the LFA-1 Antagonist BIRT 377 by Porcine Liver Esterase Desymmetrization and Curtius Rearrangement

3 December, 2014 - 19:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02303J, PaperThomas G Back, Aaron Johnson, Matthew J. Saunders
The LFA-1 inhibitor and leukocyte adhesion suppressor BIRT-377 was prepared in high enantiomeric excess by desymmetrization of dimethyl 2-p-bromobenzyl-2-methylmalonate, followed by condensation of the resulting carboxylic acid with 3,5-dichloroaniline, saponification...
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Synthesis, and QSAR analysis of anti-oncological active spiro-alkaloids

3 December, 2014 - 19:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02149E, PaperAS Girgis, Siva S Panda, I. S. Ahmed Farag, A. M. El-Shabiny, A. M. Moustafa, nasser saad ismail, Girinath G. Pillai, Chandramukhi S. Panda, Charles Dennis Hall, Alan R Katritzky
QSAR study describes the anti-neoplastic spiro-alkaloids with relevant molecular descriptors using CODESSA III software. The dispiro[3H-indole-3,2'-pyrrolidine-3',3''-piperidines] 24-48 were synthesized via [3+2]-cycloaddition reaction of azomethine ylides, (generated in situ via decarboxylative...
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Synthesis of N-Glycolyl Muramyl Dipeptide

3 December, 2014 - 19:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02147A, PaperShuo Xing, James L Gleason
A novel synthetic route leading to N-glycolyl muramyl dipeptide (MDP), a bacterial glycopeptide of particular interest in studies of nucleotide-binding oligomerization domain-containing protein 2 (NOD2), is described. The synthetic strategy...
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Consecutive three-component synthesis of (hetero)arylated propargyl amides by chemoenzymatic aminolysis-Sonogashira coupling sequence

3 December, 2014 - 19:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02386B, PaperSidra Hassan, Anja Ullrich, Thomas J.J. Mueller
A novel chemoenzymatic three-component synthesis of (hetero)arylated propargyl amides in good yields based upon Novozyme[registered sign] 435 (Candida antarctica lipase B (CAL-B)) catalyzed aminolysis of methyl carboxylates followed by Sonogashira coupling...
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Sugar-Derived Amine Catalyzed Intramolecular Diels-Alder Reactions

3 December, 2014 - 19:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02219J, PaperTony K. M. SHING, Kwun W. Wu, Ho T Wu, Qicai Xiao
Six chiral hydroxylated pyrrolidine catalysts were synthesized from commercially available D-arabinose in seven steps. Various aromatic substituents [small alpha] to the amine can be introduced readily by a Grignard reaction, which...
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Preparation of Luminescent Chemosensors by Post-Functionalization of Vesicle Surfaces

1 December, 2014 - 18:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02327G, PaperBurkhard Koenig, Andreas Mueller
Surface-reactive luminescent vesicles were prepared by self-assembly of phospholipids, amphiphilic maleimides and fluorophors in aqueous solution. Those preformed liposomes were functionalized with various thiolated receptor units using a thiol-click reaction....
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Aryl-bis-(scorpiand)-aza receptors differentiate between nucleotide monophosphates by combination of aromatic, hydrogen bond and electrostatic interactions

1 December, 2014 - 18:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02084G, PaperJorge Gonzalez, Sanja Tomic, Alberto Lopera, Lluis Guijarro, Ivo Piantanida, Enrique Garcia-Espana
Bis-polyaza pyridinophane scorpiands bind nucleotides in aqueous medium by 10-100 micromolar affinity, dominantly by electrostatic interactions between nucleotide phosphates and protonated aliphatic amines and assisted by aromatic stacking interactions. By...
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Pd-catalyzed Heck-conjoined amidation and concomitant chemoselective Michael-addition: An efficient tandem approach to highly functionalized tetrahydroquinazolines from o-haloanilines

1 December, 2014 - 18:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02286F, PaperAkhilesh K. Verma, Rakesh K Saunthwal, monika patel, abhinandan K. Danodia
An efficient palladium-catalyzed tandem approach for the synthesis of highly functionalized tetrahydroquinazolines 4a-q, and 5a-f by the reaction of o-haloanilines 1a-g with acrylates 2a-d and isothiocyanates 3aa-3ah/isocyanates 3ba-3bf via heck-conjoined...
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Tris(triazole) tripodal receptors as selective probes for citrate anion recognition and multichannel transition and heavy metal cations sensing

1 December, 2014 - 18:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02135E, PaperPedro Molina, Alberto Tarraga, Francisco Oton, Arturo Espinosa, Maria del Carmen Gonzalez
The three-armed pyrenyl-triazole receptor 1 behaves as highly selective fluorescent molecular sensor for citrate anion over similar carboxylates such as malate or tartrate. In addition, this receptor senses Cu2+ cations...
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Highly selective and sensitive detection of GSH using mesoporous silica nanoparticles capped with disulfide-containing oligo(ethylene glycol) chains

1 December, 2014 - 18:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02083A, CommunicationSameh Elsayed, Cristina Gimenez, Elena Aznar, Ramon Martinez-Manez, Felix Sancenon, Maurizio Licchelli
Mesoporous silica nanoparticles loaded with safranin O and capped with disulfide-containing oligo(ethylene glycol) chains were used for the selective and sensitive fluorimetric detection of GSH
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Synthesis and antimalarial evaluation of amide and urea derivatives based on the thiaplakortone A natural product scaffold

1 December, 2014 - 18:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01849D, PaperBrett Schwartz, Tina Skinner-Adams, Katherine T Andrews, Mark Coster, Michael Edstein, Donna MacKenzie, Susan Charman, Maria Koltun, Scott Blundell, Anna Campbell, Rebecca Pouwer, Ron Quinn, Karren Beattie, Peter C Healy, Rohan A Davis
A series of amide (8-32, 40-45) and urea (33, 34, 36-39) analogues based on the thiaplakortone A natural product scaffold were synthesised and screened for in vitro antimalarial activity against...
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Linear dialdehydes as promising substrates for aminocatalyzed transformations

1 December, 2014 - 18:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01805B, Review ArticleIndresh Kumar, Panduga Ramaraju, Nisar A. Mir, Anoop Singh
Organocatalytic domino reactions involving amine activation of carbonyl compounds have become the latest chemical technology towards the designing and development of useful synthetic methods. In this direction, linear dialdehydes such...
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