Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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The protecting-group directed diastereoselective Nozaki-Hiyama-Kishi (NHK) reaction: total synthesis and biological evaluation of zeaenol, 7-epi-zeaenol and its analogues

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9683-9695
DOI: 10.1039/C4OB01811G, PaperDebendra K. Mohapatra, D. Sai Reddy, N. Arjunreddy Mallampudi, Janardhan Gaddam, Sowjanya Polepalli, Nishant Jain, J. S. Yadav
A convergent and concise total synthesis of zeaenol, 7-epi-zeaenol, and its analogues is achieved using protecting group-directed NHK reaction.
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Metal-free, one-pot conversion of proline derivatives into 2-aryl-3-iodo pyrrolidines by a sequential scission-iodination-arylation process

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9547-9556
DOI: 10.1039/C4OB01372G, PaperVenkateswara Rao Batchu, Ivan Romero-Estudillo, Alicia Boto, Javier Miguelez
A sequential radical decarboxylation-oxidation-iodination-arylation process allows the metal-free, direct conversion of proline derivatives into 2-aryl-3-iodopyrrolidines, which are valuable precursors of a variety of heterocycles.
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The impact of LR-HSQMBC very long-range heteronuclear correlation data on computer-assisted structure elucidation

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9505-9509
DOI: 10.1039/C4OB01418A, CommunicationK. A. Blinov, A. V. Buevich, R. T. Williamson, G. E. Martin
The impact of LR-HSQMBC very long-range nJCH heteronuclear shift correlation data as a supplement to HMBC data as input for the computer-assisted structure elucidation program, Structure Elucidator[registered sign], is assessed for the first time.
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Chiroptical molecular propellers based on hexakis(phenylethynyl)benzene through the complexation-induced intramolecular transmission of local point chirality

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9532-9538
DOI: 10.1039/C4OB01601G, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Ryo Katoono, Keiichi Kusaka, Shunsuke Kawai, Yuki Tanaka, Keisuke Hanada, Tatsuo Nehira, Kenshu Fujiwara, Takanori Suzuki
We designed hexakis(phenylethynyl)benzene derivatives with a tertiary amide group on each blade to achieve a helically biased propeller arrangement.
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Alkylene-bridged viologen dendrimers: versatile cell delivery tools with biosensing properties

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9583-9591
DOI: 10.1039/C4OB00560K, PaperDirk Bongard, Wilhelm Bohr, Marta Swierczek, Tesfaye Hailu Degefa, Lorenz Walder, Roland Brandt
Two types of tailored viologen dendrimers with different spacer lengths between the viologen (4,4[prime or minute]-bipyridinium) units have been prepared. The condensation of dsDNA induced by the dendrimers was monitored with a new electrochemical technique. This allowed us to optimize the transfection media for high dendriplex concentration.
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Synthesis of new unnatural N[small alpha]-Fmoc pyrimidin-4-one amino acids: use of p-benzyloxybenzyloxy group as a pyrimidinone masking group

13 November, 2014 - 14:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02235A, PaperMontserrat Heras, Abdellatif ElMarrouni
p-Benzyloxybenzyloxy group is used to mask the oxo function of the 4(3H)-pyrimidinone ring in the synthesis of new unnatural amino acids. The synthetic approach is based on an aromatic nucleophilic...
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Mild Ti-mediated transformation of t-butyl thio-ethers into thioacetates

13 November, 2014 - 14:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02120G, PaperThomas C Pijper, Jort Robertus, Wesley Browne, Ben L Feringa
We report a straightforward method for the rapid conversion of thio-ethers to thio-acetates using TiCl4, in good to excellent yields. The reaction conditions tolerate a variety of functional groups, including...
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Mechanisms of Imine Exchange Reactions in Organic Solvents

13 November, 2014 - 14:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02110J, Review ArticleStefano Di Stefano, Maria Ciaccia
The state of the art in the mechanisms operating in imine chemistry in organic solvents is critically discussed in the present review. In particular, the reaction pathways involved in imine...
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Niosomes based on synthetic cationic lipids for gene delivery: The influence of polar head-groups on the transfection efficiency in HEK-293, ARPE-19 and MSC-D1 cells.

13 November, 2014 - 14:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02087A, PaperEdilberto Ojeda, Gustavo Puras, Mireia Agirre, Jon Zarate, Santiago Grijalvo, Ramon Pons, Ramon Eritja, Gemma Martinez-Navarrete, Cristina Soto, EDUARDO FERNANDEZ, Jose Luiz Pedras
We designed niosomes based on three lipids that differed only on the polar-head group to analyze the influence on the transfection efficiency. These lipids were characterized in terms of small-angle...
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Anionic glycolipids related to glucuronosyldiacylglycerol inhibit protein kinase Akt

13 November, 2014 - 14:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01602E, PaperMaria Vetro, Barabara Costa, Giulia Donvito, Noemi Arrighetti, Laura Cipolla, Paola Perego, Federica Compostella, Fiamma Ronchetti, Diego Colombo
New glucuronosyldiacylglycerol (GlcADG) analogues based on a 2-O-[small beta]-D-glucopyranosyl-sn-glycerol scaffold and carrying one or two acyl chains of different lengths have been synthesized as phosphatidylinositol 3-phosphate (PI3P) mimics targeting the protein...
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Biomineralization-inspired synthesis of functional organic/inorganic hybrid materials: organic molecular control of self-organization of hybrids

13 November, 2014 - 14:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB01796J, Review ArticleAtsushi Arakaki, Katsuhiko Shimizu, Mayumi Oda, Takeshi Sakamoto, Tatsuya Nishimura, Takashi Kato
Biomineralization-inspired synthesis of functional organic/inorganic hybrid materials. Molecularly controlled mechanisms of biomineralization and application of the processes towards future material synthesis are introduced.
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Trifluoromethanesulfonyloxy-group-directed regioselective (3 + 2) cycloadditions of benzynes for the synthesis of functionalized benzo-fused heterocycles

13 November, 2014 - 14:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01627K, PaperTakashi Ikawa, Hideki Kaneko, Shigeaki Masuda, Erika Ishitsubo, Hiroaki Tokiwa, Shuji Akai
Highly regioselective (3 + 2) cycloadditions of 3- and 4-TfO-benzynes with 1,3-dipoles followed by cross-coupling reactions provided multisubstituted benzo-fused heterocycles.
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Synthesis of (Phosphonomethyl)Phosphinate Pyrophosphate Analogues via the Phospha-Claisen Condensation

11 November, 2014 - 13:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02007C, PaperJean-Luc Montchamp, Fabien Gelat, Claire Lacomme, Olivier Berger, Laurent Gavara
Pyrophosphate analogues are of great importance especially for the design of biologically active molecules. The phospha-Claisen condensation allows for the rapid synthesis of (phosphonomethyl)phosphinate pyrophosphate analogues and building blocks that...
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Multivalent Helix Mimetics for PPI-Inhibition

11 November, 2014 - 13:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02066A, PaperAnna Barnard, Jennifer A Miles, George Burslem, Amy M Barker, Andrew Wilson
The exploitation of multivalent ligands for the inhibition of protein-protein interactions has not yet been explored as a supramolecular design strategy. This is despite the fact that protein-protein interactions typically...
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Cyclen-based cationic lipids containing a pH-sensitive moiety as gene delivery vectors

11 November, 2014 - 13:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01856G, PaperZheng Huang, Yan-Hong Liu, Yi-Mei Zhang, Ji Zhang, Qiang Liu, Xiao-Qi Yu
Imidazole-functionalized cationic lipids with a cyclen headgroup were synthesized, and the structure-activity relationship in gene delivery mediated by these lipids was discussed.
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Microwave-assisted preparation of 4-amino-3-cyano-5-methoxycarbonyl-N-arylpyrazoles as building blocks for the diversity-oriented synthesis of pyrazole-based polycyclic scaffolds

11 November, 2014 - 13:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01951B, PaperLaurent Le Corre, Lotfi Tak-Tak, Arthur Guillard, Guillaume Prestat, Christine Gravier-Pelletier, Patricia Busca
The obtention of 4-amino-3-cyano-N-arylpyrazoles via a [small mu ]W mediated cyclization allowed the diversity oriented syntheses of various heteroyclic scaffolds.
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Formation of steroidal C-25 chiral center via asymmetric alkylation methodology

11 November, 2014 - 13:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02123A, PaperYuri V. Ermolovich, Vladimir Nikolaevich Zhabinskii, Vladimir Aleksandrovich Khripach
A novel approach for the preparation of steroids containing a chiral center at C-25 is reported. The key stereochemistry inducing step was asymmetric alkylation of pseudoephenamine amides of steroidal C-26...
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Cucurbituril-based supramolecularly engineered nanostructured materials

11 November, 2014 - 13:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02065K, Review ArticleDonus Tuncel, SINEM GURBUZ, MUAZZAM IDRIS
Cucurbituril (CB) is a unique macrocycle with a rigid symmetrical structure which is composed of two identical hydrophilic portals decorated with partially negatively charged carbonyl groups and a hydrophobic cavity....
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New synthetic and biological evaluation of uniflorine A derivatives: towards specific insect trehalase inhibitors

11 November, 2014 - 13:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02016B, PaperFrancesca Cardona, Giampiero D'Adamio, Antonella Sgambato, Matilde Forcella, Silvia Caccia, Camilla Parmeggiani, Morena Casartelli, Paolo Parenti, Davide Bini, Laura Cipolla, Paola Fusi
7-Deoxy-uniflorine A (6), synthesized ex novo with a straightforward and simple strategy, and analogues 4, 5 and 7 were evaluated as potential inhibitors of insect trehalase from Chironomus riparius and...
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Sulfate recognition by a hexaaza cryptand receptor

11 November, 2014 - 13:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02027H, PaperPedro Mateus, Rita Delgado, Vania Andre, Maria Teresa Duarte
A hexamine macrobicycle with pyrrolyl spacers was evaluated as anion receptor in its protonated forms. The protonation constants of the receptor, as well as its association constants with Cl-, NO3-,...
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