Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Dynamic self-inclusion behavior of pillar[5]arene-based pseudo[1]rotaxanes

1 February, 2014 - 17:17

Org. Biomol. Chem., 2014, 12,1079-1089
DOI: 10.1039/C3OB42044B, PaperYangfan Guan, Pingying Liu, Chao Deng, Mengfei Ni, Shuhan Xiong, Chen Lin, Xiao-Yu Hu, Jing Ma, Leyong Wang
Three isomers of a pillar[5]arene (P5)-based pseudo[1]rotaxane were investigated for their conformations and transformations. The multiple interactions including H-bonding, C-H[small pi] interactions, and the steric effect of the N-Boc moiety greatly enhance the stability of the threaded form in polar solvent.
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Selective synthesis of indazoles and indoles via triazene-alkyne cyclization switched by different metals

1 February, 2014 - 17:17

Org. Biomol. Chem., 2014, 12,1061-1071
DOI: 10.1039/C3OB42088D, PaperYan Fang, Chengming Wang, Shengqin Su, Haizhu Yu, Yong Huang
The Cu or Ag mediated orthogonal synthesis of two distinct cyclized products (i.e. indoles or isoindazoles) has been reported.
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A highly selective chemodosimeter for fast detection and intracellular imaging of Hg2+ ions based on a dithiocarbamate-isothiocyanate conversion in aqueous ethanol

1 February, 2014 - 17:17

Org. Biomol. Chem., 2014, 12,1072-1078
DOI: 10.1039/C3OB42108B, PaperSuman Pal, Joydev Hatai, Mousumi Samanta, Alok Shaurya, Subhajit Bandyopadhyay
A novel naphthalene diimide based fluorescence chemodosimeter detects Hg2+ ions in vitro and in cells.
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Methods to enable the design of bioactive small molecules targeting RNA

1 February, 2014 - 17:17

Org. Biomol. Chem., 2014, 12,1029-1039
DOI: 10.1039/C3OB42023J, Review ArticleMatthew D. Disney, Ilyas Yildirim, Jessica L. Childs-Disney
Herein, we describe methods that enable the design of small molecules that target RNA, an increasingly important drug target.
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New fluorescent bis-dithienylethene (DTE)-based bipyridines as reverse interrupters: single vs. double photochromism

28 January, 2014 - 16:17

Org. Biomol. Chem., 2014, 12,979-992
DOI: 10.1039/C3OB42119H, PaperLucie Ordronneau, Julien Boixel, Vincent Aubert, Matias S. Vidal, Sergio Moya, Pedro Aguirre, Loic Toupet, J. A. Gareth Williams, Hubert Le Bozec, Veronique Guerchais
The photochromic behaviour of a series of fluorescent bis-DTE-based bipyridines and their metal complexes is reported, incorporating donor and acceptor groups in the same thiophene ring.
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Phenazine antibiotic inspired discovery of potent bromophenazine antibacterial agents against Staphylococcus aureus and Staphylococcus epidermidis

28 January, 2014 - 16:17

Org. Biomol. Chem., 2014, 12,881-886
DOI: 10.1039/C3OB42416B, CommunicationNicholas V. Borrero, Fang Bai, Cristian Perez, Benjamin Q. Duong, James R. Rocca, Shouguang Jin, Robert W. Huigens III
We have discovered a novel class of bromophenazines with potent antibacterial activity against Staphylococcus aureus and Staphylococcus epidermidis.
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Copper(II)-catalyzed enantioselective hydrosilylation of halo-substituted alkyl aryl and heteroaryl ketones: asymmetric synthesis of (R)-fluoxetine and (S)-duloxetine

28 January, 2014 - 16:17

Org. Biomol. Chem., 2014, 12,1009-1017
DOI: 10.1039/C3OB42214C, PaperJi-Ning Zhou, Qiang Fang, Yi-Hu Hu, Li-Yao Yang, Fei-Fei Wu, Lin-Jie Xie, Jing Wu, Shijun Li
The developed copper-catalyzed enantioselective hydrosilylation procedure has been applied to the asymmetric synthesis of antidepressant drugs (R)-fluoxetine and (S)-duloxetine.
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Synthesis, and antibacterial activity of novel 4,5-dihydro-1H-pyrazole derivatives as DNA gyrase inhibitors

28 January, 2014 - 16:17

Org. Biomol. Chem., 2014, 12,998-1008
DOI: 10.1039/C3OB41953C, PaperJia-Jia Liu, Juan Sun, Yun-Bin Fang, Yong-An Yang, Rui-Hua Jiao, Hai-Liang Zhu
4,5-dihydropyrazole derivatives containing dinitrobenzotrifluoride moiety as potential DNA gyrase inhibitors were designed and evaluated for their antibacterial and DNA gyrase inhibitory activities. Compound 4t was the most active antibacterial compound.
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RES-TOCSY: a simple approach to resolve overlapped 1H NMR spectra of enantiomers

28 January, 2014 - 16:17

Org. Biomol. Chem., 2014, 12,993-997
DOI: 10.1039/C3OB42087F, Paper Lokesh, Sachin Rama Chaudhari, N. Suryaprakash
New NMR experiment for unravelling of overlapped NMR spectra.
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A simple "add and measure" FRET-based telomeric tandem repeat sequence detection and telomerase assay method

28 January, 2014 - 16:17

Org. Biomol. Chem., 2014, 12,936-941
DOI: 10.1039/C3OB42092B, PaperKoji Kawamura, Hidenobu Yaku, Daisuke Miyoshi, Takashi Murashima
A simple and sensitive method for measuring telomeric tandem repeat DNA and telomerase activity based on fluorescence resonance energy transfer (FRET) with a FAM-modified 12-mer ODN probe as a donor and ethidium bromide (EB) as an acceptor is proposed.
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Design, synthesis and binding properties of a fluorescent [small alpha]9[small beta]1/[small alpha]4[small beta]1 integrin antagonist and its application as an in vivo probe for bone marrow haemopoietic stem cells

28 January, 2014 - 16:17

Org. Biomol. Chem., 2014, 12,965-978
DOI: 10.1039/C3OB42332H, PaperBenjamin Cao, Oliver E. Hutt, Zhen Zhang, Songhui Li, Shen Y. Heazlewood, Brenda Williams, Jessica A. Smith, David N. Haylock, G. Paul Savage, Susan K. Nilsson
A fluorescent [small alpha]9[small beta]1 integrin antagonist with nanomolar binding affinities has been demonstrated to bind bone marrow haemopoietic stem and progenitor cells in vivo.
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Synthesis and characterisation of novel o-xylene-based P,E ligands

28 January, 2014 - 16:17

Org. Biomol. Chem., 2014, 12,956-964
DOI: 10.1039/C3OB42244E, PaperKathryn M. Allan, John L. Spencer
A range of novel compounds containing an o-xylene backbone, for use as hybrid P,E ligands, have been synthesised from a common precursor.
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Endo-[small beta]-N-Acetylglucosaminidase catalysed glycosylation: tolerance of enzymes to structural variation of the glycosyl amino acid acceptor

28 January, 2014 - 16:17

Org. Biomol. Chem., 2014, 12,942-955
DOI: 10.1039/C3OB42104J, PaperYusuke Tomabechi, Marie A. Squire, Antony J. Fairbanks
3-O-Benzylated GlcNAc-Asn glycosyl amino acids are efficiently synthesised and act as acceptor substrates for ENGase catalysed transfer of N-glycan oxazolines.
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Pd(0)-catalyzed regio- and stereoselective cyclization of alkynes: selective synthesis of (E)-4-(isobenzofuran-1(3H)-ylidene)-1,2,3,4-tetrahydroisoquinolines and aze/oxepinoindoles

28 January, 2014 - 16:17

Org. Biomol. Chem., 2014, 12,876-880
DOI: 10.1039/C3OB42314J, CommunicationAvanashiappan Nandakumar, Selvarangam E. Kiruthika, Kanagaraj Naveen, Paramasivan Thirumalai Perumal
Palladium-catalyzed highly regio- and stereoselective cyclization of functionalized propargylic compounds is described.
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A mildly inducible and selective cross-link methodology for RNA duplexes

28 January, 2014 - 16:17

Org. Biomol. Chem., 2014, 12,931-935
DOI: 10.1039/C3OB42374C, PaperL. L. G. Carrette, E. Gyssels, J. Loncke, A. Madder
Interstrand cross-link formation with natural RNA targets.
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An advanced and novel one-pot synthetic method for diverse benzo[c]chromen-6-ones by transition-metal free mild base-promoted domino reactions of substituted 2-hydroxychalcones with [small beta]-ketoesters and its application to polysubstituted terphenyls

28 January, 2014 - 16:17

Org. Biomol. Chem., 2014, 12,919-930
DOI: 10.1039/C3OB41800F, PaperTej Narayan Poudel, Yong Rok Lee
Novel one-pot syntheses of a variety of benzo[c]chromen-6-one derivatives were accomplished by Cs2CO3-promoted reactions of 2-hydroxychalcones.
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A combined solid- and solution-phase approach provides convenient access to analogues of the calcium-dependent lipopeptide antibiotics

28 January, 2014 - 16:17

Org. Biomol. Chem., 2014, 12,913-918
DOI: 10.1039/C3OB42238K, PaperPeter 't Hart, Laurens H. J. Kleijn, Gerjan de Bruin, Sabine F. Oppedijk, Johan Kemmink, Nathaniel I. Martin
A synthetic route combining solid- and solution-phase techniques allows for the rapid preparation of daptomycin analogues.
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Synthesis of the 2-methylene analogue of the HRV 3C protease inhibitor thysanone (2-carbathysanone)

28 January, 2014 - 16:17

Org. Biomol. Chem., 2014, 12,905-912
DOI: 10.1039/C3OB41951G, PaperKatrin Schunemann, Daniel P. Furkert, Eun Cho Choi, Stephen Connelly, John D. Fraser, Jonathan Sperry, Margaret A. Brimble
The synthesis of (+/-)-2-carbathysanone (2) is reported using a Hauser-Kraus annulation as the key step. A series of analogues was also synthesized using this approach and their ability to inhibit HRV 3C protease was evaluated.
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A DFT study on the NHC catalysed Michael addition of enols to [small alpha],[small beta]-unsaturated acyl-azoliums. A base catalysed C-C bond-formation step

28 January, 2014 - 16:17

Org. Biomol. Chem., 2014, 12,895-904
DOI: 10.1039/C3OB41924J, PaperLuis R. Domingo, Jose A. Saez, Manuel Arno
Base catalysis in the NHC catalysed Michael addition of enols to [small alpha],[small beta]-unsaturated acyl-azoliums.
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Regioselective prenylation of bromocarbazoles by palladium(0)-catalysed cross coupling - synthesis of O-methylsiamenol, O-methylmicromeline and carquinostatin A

28 January, 2014 - 16:17

Org. Biomol. Chem., 2014, 12,872-875
DOI: 10.1039/C3OB42297F, CommunicationClaudia Thomas, Olga Kataeva, Arndt W. Schmidt, Hans-Joachim Knolker
We describe the regioselective prenylation of 3-bromo-carbazole by Pd(0)-catalysed cross coupling with a prenylstannane or a prenylboronate. The procedure is applied to the synthesis of bioactive carbazole alkaloids.
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