Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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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

15 December, 2014 - 22:17

Org. Biomol. Chem., 2015, 13,409-423
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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PEGylation enhances the tumor selectivity of melanoma-targeted conjugates

15 December, 2014 - 22:17

Org. Biomol. Chem., 2015, 13,388-397
DOI: 10.1039/C4OB01751J, PaperMathieu Andre, Sophie Besse, Jean-Michel Chezal, Emmanuelle Mounetou
Three preselected conjugates of 5-iodo-2[prime or minute]-deoxyuridine (IUdR) to the ICF01012 melanoma-carrier, PEGylated and non-PEGylated, were radiolabelled with iodine-125, and their in vivo distribution profile was evaluated for potential intratumoural selective delivery.
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pH response and molecular recognition in a low molecular weight peptide hydrogel

15 December, 2014 - 22:17

Org. Biomol. Chem., 2015, 13,561-569
DOI: 10.1039/C4OB02069C, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Stefanie C. Lange, Jan Unsleber, Patrick Drucker, Hans-Joachim Galla, Mark P. Waller, Bart Jan Ravoo
The preparation and characterization of a tripeptide based hydrogel, which possesses characteristic rheological properties, is pH responsive and can be functionalized at its thiol function is reported.
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Cyclen-based cationic lipids containing a pH-sensitive moiety as gene delivery vectors

15 December, 2014 - 22:17

Org. Biomol. Chem., 2015, 13,620-630
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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Trifluoromethanesulfonyloxy-group-directed regioselective (3 + 2) cycloadditions of benzynes for the synthesis of functionalized benzo-fused heterocycles

15 December, 2014 - 22:17

Org. Biomol. Chem., 2015, 13,520-526
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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Construction of dispirocyclohexanes via amine-catalyzed [2 + 2 + 2] annulations of Morita-Baylis-Hillman acetates with exocyclic alkenes

15 December, 2014 - 22:17

Org. Biomol. Chem., 2015, 13,398-408
DOI: 10.1039/C4OB01927J, PaperRongshun Chen, Silong Xu, Xia Fan, Hanyuan Li, Yuhai Tang, Zhengjie He
Divergent amine-catalyzed [2 + 2 + 2] annulations of Morita-Baylis-Hillman acetates with exocyclic alkenes were developed for the convergent construction of multistereogenic dispirocyclohexanes.
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Facile and High-yield Formation of Dipyrrin-Boronic Acid Dyads and Triads: Light-Harvesting System in the Visible Region Based on Efficient Energy Transfer

15 December, 2014 - 22:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02351J, PaperMasaki Yamamura, Shinya Yazaki, Motofumi Seki, Yasunori Matsui, Hiroshi Ikeda, Tatsuya Nabeshima
Artificial light-harvesting systems, Ar,O-BODIPY dyads and triads conjugated with a light harvester, were synthesized in high yield by the reaction of an N2O2-type dipyrrin with boronic acids. Dyad 2 having...
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New Dimeric Lipids Derived from [small alpha]-Tocopherol as Efficient Gene Transfection Agents. Mechanistic Insights into Lipoplex Internalization and Therapeutic Induction of Apoptotic Activity

15 December, 2014 - 22:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02063D, PaperKrishan Kumar, Bappa Maiti, Paturu Kondaiah, Santanu Bhattacharya
In this report, we present cationic dimeric (gemini) lipids for significant plasmid DNA (pDNA) delivery to different cell lines without any marked toxicity in the presence of serum. Six gemini...
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Uncovering new structural insights for antimalarial activity from cost-effective aculeatin-like derivatives

15 December, 2014 - 22:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02459A, PaperMatthias Winkler, Marjorie Maynadier, sharon wein, marie-ange lespinasse, giovanna boumis, Adriana Miele, henri vial, yung-sing wong
A series of new aculeatin-like analogues were synthesized in two steps by combining two sets of building blocks. Many compounds showed inhibitory activities in vitro against Plasmodium falciparum and have...
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Copper(II)-catalyzed coupling reaction: an efficient and regioselective approach to N',N'-diaryl acylhydrazines

15 December, 2014 - 22:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02343A, PaperJi-Quan Zhang, Gong-Bin Huang, Jiang Weng, Gui Lu, Albert S. C. Chan
Using N'-aryl acylhydrazines as aryl donors, a novel copper(II)-catalyzed homo-coupling reaction of N'-aryl acylhydrazines has been developed for the synthesis of N',N'-diaryl acylhydrazines. We also provided a complementary procedure for...
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Synthesis of enantiopure glycidol derivatives via a one-pot two-step enzymatic cascade

15 December, 2014 - 22:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02186J, PaperZhong-Liu Wu, Yu-Chang Liu, Yan Liu
Styrene monooxygenase (SMO) can catalyze the kinetic resolution of secondary allylic alcohols to provide enantiopure glycidol derivatives. To overcome the low theoretical yield of kinetic resolution, we designed a one-pot...
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Chemoenzymatic flow cascade for the synthesis of protected mandelonitrile derivatives

15 December, 2014 - 22:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02128B, CommunicationMarielle Delville, Kaspar Koch, Jan C M van Hest, Floris PJT Rutjes
A chemoenzymatic two-step cascade process, with both steps having incompatible reaction conditions, was successfully performed in continuous flow. The chemoenzymatic aqueous formation of cyanohydrins was combined with a subsequent organic...
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A Microwave-Assisted Multicomponent Synthesis of Substituted 3,4-Dihydroquinazolinones

15 December, 2014 - 22:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02417F, PaperMarc Y Stevens, Krzysztof Wieckowski, Peng Wu, Rajiv T Sawant, Luke R Odell
A microwave-assisted, multicomponent protocol for the synthesis of substituted 3,4-dihydroquinazolinones via a novel cascade imine/cyclization/aza-Henry reaction sequence is reported. Starting from o-carbamoyl aldehydes, a series of structurally diverse 3,4-dihydroquinazolinones was...
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Understanding the Domino Reaction between 3-Chloroindoles and Methyl Coumalate yielding Carbazoles. A DFT Study.

15 December, 2014 - 22:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02340D, PaperLuis R. Domingo, Jose Antonio Saez, Saeed R. Emamian
The molecular mechanism of the reaction between N-methyl-3-chloroindole and methyl coumalate yielding carbazole has been studied using DFT methods at the MPWB1K/6-311G(d,p) level in toluene. This reaction is a domino...
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Coumarin based Gold(I)-Alkynyl Complex: A new class of Supramolecular Hydrogelator

15 December, 2014 - 22:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02077D, PaperArtur J Moro, Bertrand Rome, Elisabet Aguilo, Julia Arcau, Rakesh Puttreddy, Kari Rissanen, Joao Carlos Lima, Laura Rodriquez
A phosphine-gold(I)-alkynyl-coumarin complex, [Au{7-(prop-2-ine-1-yloxy)-1-benzopyran-2-one}(DAPTA)] (1), was synthesized and the formation of long luminescent fibers in solution was characterized via Fluorescence Microscopy and Dynamic Light Scattering. The fibers presented strong blue...
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Rapid detection of hydrazine in naphthol-fused chromenyl loop and its effectiveness in human lung cancer cells: tuning remarkable selectivity via reaction altered pathway supported by theoretical studies

15 December, 2014 - 22:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01842G, PaperShyamaprosad Goswami, Avijit Kumar Das, Urmila Saha, Sibaprasad Maity, Kalyani Khanra, Nandan Bhattacharyya
Our designed and synthesized chemosensor naphthalene based chromenyl derivative (NAC) [1-(3-hydroxy-3 methyl-3H-benzo[f]chromen-2-yl) ethanone] has been used for fast ( < 30 Sec, DL = 0.14 ppb) and selective detection of...
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Bioorthogonal labelling of 3-nitrotyrosine in peptides and proteins through diazotisation mediated azidation

15 December, 2014 - 22:17

Org. Biomol. Chem., 2015, 13,374-378
DOI: 10.1039/C4OB02133A, CommunicationJohn Y. Ng, Jason W. H. Wong
A bioorthogonal method of transforming 3-nitrotyrosine to 3-azidotyrosine is described, providing new opportunities to study 3-nitrotyrosine in biological samples.
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Anion binding by biotin[6]uril in water

15 December, 2014 - 22:17

Org. Biomol. Chem., 2015, 13,369-373
DOI: 10.1039/C4OB02211D, CommunicationMicke Lisbjerg, Bjarne E. Nielsen, Birgitte O. Milhoj, Stephan P. A. Sauer, Michael Pittelkow
We show that the newly discovered 6 + 6 biotin-formaldehyde macrocycle Biotin[6]uril binds a variety of anionic guest molecules in water. We discuss how and why the anions are bound based on data obtained using NMR spectroscopy, mass spectrometry, isothermal titrations calorimetry (ITC), computational calculations and single crystal X-ray crystallography.
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Cucurbituril-based supramolecular engineered nanostructured materials

15 December, 2014 - 22:17

Org. Biomol. Chem., 2015, 13,330-347
DOI: 10.1039/C4OB02065K, Review ArticleSinem Gurbuz, Muazzam Idris, Donus Tuncel
Nanostructured materials, including nanoparticles, nanocomposites, vesicles, and rods, have been prepared by taking advantage of the interesting features of cucurbituril homologues.
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The direct electrophilic cyanation of [small beta]-keto esters and amides with cyano benziodoxole

15 December, 2014 - 22:17

Org. Biomol. Chem., 2015, 13,365-368
DOI: 10.1039/C4OB02032D, CommunicationYao-Feng Wang, Jiashen Qiu, Dejie Kong, Yongtao Gao, Feipeng Lu, Pran Gopal Karmaker, Fu-Xue Chen
Electrophilic cyanating agent C1 accomplishes the direct cyanation of [small beta]-keto esters and amides without any catalyst and base.
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