Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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The synthesis of head-to-tail cyclic sulfono-[gamma]-AApeptides

1 January, 2015 - 03:17

Org. Biomol. Chem., 2015, 13,672-676
DOI: 10.1039/C4OB02232G, CommunicationHaifan Wu, Fengyu She, Wenyang Gao, Austin Prince, Yaqiong Li, Lulu Wei, Allison Mercer, Lukasz Wojtas, Shengqian Ma, Jianfeng Cai
Head-to-tail cyclic sulfono-[gamma]-AApeptides.
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Direct oxidative coupling of thiols and benzylic ethers via C(sp3)-H activation and C-O cleavage to lead thioesters

1 January, 2015 - 03:17

Org. Biomol. Chem., 2015, 13,677-681
DOI: 10.1039/C4OB02250E, CommunicationJ. Feng, M.-F. Lv, G.-P. Lu, C. Cai
An unprecedented protocol for the synthesis of thioesters via C-H thioesterification and C-O cleavage was developed. This CDC protocol was found convenient and easy-to-handle involving the use of DTBP as the only green oxidant.
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Mechanisms of imine exchange reactions in organic solvents

1 January, 2015 - 03:17

Org. Biomol. Chem., 2015, 13,646-654
DOI: 10.1039/C4OB02110J, Review ArticleMaria Ciaccia, Stefano Di Stefano
Updated mechanisms operating in imine chemistry in organic solvents are reviewed and critically discussed.
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Interactions of arene ruthenium metallaprisms with human proteins

1 January, 2015 - 03:17

Org. Biomol. Chem., 2015, 13,946-953
DOI: 10.1039/C4OB02194K, PaperLydia E. H. Paul, Bruno Therrien, Julien Furrer
Interactions between three hexacationic arene ruthenium metallaprisms and human proteins have been studied using NMR spectroscopy, mass spectrometry and circular dichroism spectroscopy, showing that proteins are potential biological targets for these metallaprisms.
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Hydroformylation of olefins and reductive carbonylation of aryl halides with syngas formed ex situ from dehydrogenative decarbonylation of hexane-1,6-diol

1 January, 2015 - 03:17

Org. Biomol. Chem., 2015, 13,938-945
DOI: 10.1039/C4OB01958J, PaperStig Holden Christensen, Esben P. K. Olsen, Jascha Rosenbaum, Robert Madsen
Carbon monoxide and molecular hydrogen are liberated from hexane-1,6-diol in a two-chamber reactor and employed for either a hydroformylation of olefins or a reductive carbonylation of aryl halides.
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Indole-based novel small molecules for the modulation of bacterial signalling pathways

1 January, 2015 - 03:17

Org. Biomol. Chem., 2015, 13,925-937
DOI: 10.1039/C4OB02096K, PaperNripendra Nath Biswas, Samuel K. Kutty, Nicolas Barraud, George M. Iskander, Renate Griffith, Scott A. Rice, Mark Willcox, David StC. Black, Naresh Kumar
Indole based N-acylated L-homoserine lactone (AHL) mimics were developed as quorum sensing (QS) inhibitors for Gram-negative bacteria Pseudomonas aeruginosa and can be used as novel antimicrobial agents.
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Hydrolytic inhibition of [small alpha]-chymotrypsin by 2,8,14,20-tetrakis(D-leucyl-D-valinamido)resorc[4]arenecarboxylic acid: a spectroscopic NMR and computational combined approach

1 January, 2015 - 03:17

Org. Biomol. Chem., 2015, 13,916-924
DOI: 10.1039/C4OB01936A, PaperGloria Uccello-Barretta, Federica Balzano, Federica Aiello, Letizia Vanni, Mattia Mori, Sergio Menta, Andrea Calcaterra, Bruno Botta
A rationale for the inhibition of hydrolytic efficiency of [small alpha]-chymotrypsin by a resorcin[4]arene derivative was obtained by NMR spectroscopy and molecular modeling.
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Self-organizing behaviour of glycosteroidal bolaphiles: insights into lipidic microsegregation

1 January, 2015 - 03:17

Org. Biomol. Chem., 2015, 13,783-792
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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Expanding the scope of fused pyrimidines as kinase inhibitor scaffolds: synthesis and modification of pyrido[3,4-d]pyrimidines

1 January, 2015 - 03:17

Org. Biomol. Chem., 2015, 13,893-904
DOI: 10.1039/C4OB02238F, PaperPaolo Innocenti, Hannah Woodward, Lisa O'Fee, Swen Hoelder
A versatile and efficient entry into 2-amino-pyrido[3,4-d]pyrimidines was developed. Our strategy hinges on the concise preparation and derivatisation of 8-chloro-2-(methylthio)pyrido[3,4-d]pyrimidine intermediates to yield putative kinase inhibitors.
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Post-synthesis DNA modifications using a trans-cyclooctene click handle

1 January, 2015 - 03:17

Org. Biomol. Chem., 2015, 13,909-915
DOI: 10.1039/C4OB02031F, PaperKe Wang, Danzhu Wang, Kaili Ji, Weixuan Chen, Yueqin Zheng, Chaofeng Dai, Binghe Wang
Efficient enzymatic DNA incorporation of trans-cyclooctene thymidine triphosphate (TCO-TTP) is reported. The general handle of trans-cyclooctene can undergo a rapid bioorthogonal cycloaddition with tetrazine, which is suitable for further DNA labeling work.
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A simple and robust preparation of N-acetylindoxyls: precursors for indigogenic substrates

1 January, 2015 - 03:17

Org. Biomol. Chem., 2015, 13,905-908
DOI: 10.1039/C4OB02248C, PaperMichael N. Gandy, Lindsay T. 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.
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New synthesis and biological evaluation of uniflorine A derivatives: towards specific insect trehalase inhibitors

1 January, 2015 - 03:17

Org. Biomol. Chem., 2015, 13,886-892
DOI: 10.1039/C4OB02016B, PaperGiampiero D'Adamio, Antonella Sgambato, Matilde Forcella, Silvia Caccia, Camilla Parmeggiani, Morena Casartelli, Paolo Parenti, Davide Bini, Laura Cipolla, Paola Fusi, Francesca Cardona
(-)-Uniflorine A and 7-deoxy-uniflorine A are selective inhibitors of insect trehalases from C. riparius and S. littoralis.
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Transfer of antioxidants at the interfaces of model food emulsions: distributions and thermodynamic parameters

1 January, 2015 - 03:17

Org. Biomol. Chem., 2015, 13,876-885
DOI: 10.1039/C4OB02058H, PaperSonia Losada-Barreiro, Veronica Sanchez-Paz, Carlos Bravo-Diaz
Caffeic acid and [small alpha]-tocopherol (vitamin E) incorporate spontaneously into the interfacial regions of emulsions and their transfer processes are entropy driven.
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Kinetic evaluation of glucose 1-phosphate analogues with a thymidylyltransferase using a continuous coupled enzyme assay

1 January, 2015 - 03:17

Org. Biomol. Chem., 2015, 13,866-875
DOI: 10.1039/C4OB02057J, PaperS. M. Forget, A. Jee, D. A. Smithen, R. Jagdhane, S. Anjum, S. A. Beaton, D. R. J. Palmer, R. T. Syvitski, D. L. Jakeman
We have developed a continuous spectrophotometric kinetic assay for the detection of PPi and have applied the assay to evaluate Cps2L, a nucleotidylyltransferase, kinetics with five synthetic substrate analogues (2-6).
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A unified lead-oriented synthesis of over fifty molecular scaffolds

1 January, 2015 - 03:17

Org. Biomol. Chem., 2015, 13,859-865
DOI: 10.1039/C4OB02287D, PaperRichard G. Doveston, Paolo Tosatti, Mark Dow, Daniel J. Foley, Ho Yin Li, Amanda J. Campbell, David House, Ian Churcher, Stephen P. Marsden, Adam Nelson
Sourcing large numbers of lead-like compounds is a major challenge; a unified synthetic approach enabled the efficient synthesis of 52 diverse lead-like molecular scaffolds from just 13 precursors.
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Synthesis of new unnatural N[small alpha]-Fmoc pyrimidin-4-one amino acids: use of the p-benzyloxybenzyloxy group as a pyrimidinone masking group

1 January, 2015 - 03:17

Org. Biomol. Chem., 2015, 13,851-858
DOI: 10.1039/C4OB02235A, PaperAbdellatif ElMarrouni, Montserrat Heras
The p-benzyloxybenzyloxy group is used to mask the oxo function of the 4(3H)-pyrimidinone ring in the synthesis of new unnatural amino acids.
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A thermodynamic insight into the recognition of hydrophilic and hydrophobic amino acids in pure water by aza-scorpiand type receptors

1 January, 2015 - 03:17

Org. Biomol. Chem., 2015, 13,843-850
DOI: 10.1039/C4OB02092H, PaperSalvador Blasco, Begona Verdejo, Carla Bazzicalupi, Antonio Bianchi, Claudia Giorgi, Concepcion Soriano, Enrique Garcia-Espana
Thermodynamic studies about the interaction of scorpiand aza-macrocycles with amino acids in water show entropy driven stabilisations often associated with solvation/desolvation processes.
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Sulfate recognition by a hexaaza cryptand receptor

1 January, 2015 - 03:17

Org. Biomol. Chem., 2015, 13,834-842
DOI: 10.1039/C4OB02027H, PaperPedro Mateus, Rita Delgado, Vania Andre, M. Teresa Duarte
A polypyrrolic polyammonium macrobicycle encapsulates sulfate with very high association constants and selectivity in the presence of other anions.
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Synthesis of (phosphonomethyl)phosphinate pyrophosphate analogues via the phospha-Claisen condensation

1 January, 2015 - 03:17

Org. Biomol. Chem., 2015, 13,825-833
DOI: 10.1039/C4OB02007C, PaperFabien Gelat, Claire Lacomme, Olivier Berger, Laurent Gavara, J.-L. Montchamp
Pyrophosphate analogues are of great importance especially for the design of biologically active molecules.
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Rapid synthesis of isoquinolinones by intramolecular coupling of amides and ketones

1 January, 2015 - 03:17

Org. Biomol. Chem., 2015, 13,817-824
DOI: 10.1039/C4OB01948B, PaperWen-Tao Wei, Yu Liu, Lin-Miao Ye, Rong-Hui Lei, Xue-Jing Zhang, Ming Yan
Isoquinolinones were prepared in good yields via the intramolecular coupling of amides and ketones in the presence of KOt-Bu/DMF.
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