Org. and Biomol. Chem.

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The first water-soluble bowl complex: molecular recognition of acetate by the biomimetic tris(imidazole) Zn(II) system at pH 7.4

10 March, 2015 - 19:54

Org. Biomol. Chem., 2015, 13,3194-3197
DOI: 10.1039/C4OB02514H, CommunicationStephanie Rat, Jerome Gout, Olivia Bistri, Olivia Reinaud
The bowl-shaped cavity-ligand based on resorcinarene has been successfully transposed into a water-soluble version that readily binds Zn(II) and acetate at physiological pH.
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Exploration of the active site of [small beta]4GalT7: modifications of the aglycon of aromatic xylosides

10 March, 2015 - 19:54

Org. Biomol. Chem., 2015, 13,3351-3362
DOI: 10.1039/C4OB02632B, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence.Anna Siegbahn, Karin Thorsheim, Jonas Stahle, Sophie Manner, Christoffer Hamark, Andrea Persson, Emil Tykesson, Katrin Mani, Gunilla Westergren-Thorsson, Goran Widmalm, Ulf Ellervik
[small beta]4GalT7 is an essential enzyme in the biosynthesis of glycosaminoglycans. Modifications at the anomeric center of aromatic xylosides change the galactosylation efficiency significantly.
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Synthesis of (Z)-(arylamino)-pyrazolyl/isoxazolyl-2-propenones as tubulin targeting anticancer agents and apoptotic inducers

10 March, 2015 - 19:54

Org. Biomol. Chem., 2015, 13,3416-3431
DOI: 10.1039/C4OB02449D, PaperAhmed Kamal, Vangala Santhosh Reddy, Anver Basha Shaik, G. Bharath Kumar, M. V. P. S. Vishnuvardhan, Sowjanya Polepalli, Nishant Jain
A new class of pyrazole conjugates were synthesized and evaluated for their antiproliferative activity in human cancer cell lines: 9a, 9b and 9f significantly inhibited cell growth as well as tubulin polymerization.
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Fluorination of 2-substituted benzo[b]furans with Selectfluor[trade mark sign]

10 March, 2015 - 19:54

Org. Biomol. Chem., 2015, 13,3190-3193
DOI: 10.1039/C4OB02691H, CommunicationMingliang Wang, Xixi Liu, Lu Zhou, Jidong Zhu, Xun Sun
An efficient protocol was developed to access 3-fluoro-2-hydroxy-2-substituted benzo[b]furans with Selectfluor[trade mark sign] as the fluorinating reagent in MeCN and water. By utilizing SOCl2/Py as the dehydrating agent, the compounds above were readily converted to 3-fluorinated, 2-substituted benzo[b]furans in high yields.
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Synthesis of indolo[1,2-f]phenanthridines by Pd-catalyzed domino C-N coupling/hydroamination/C-H arylation reactions

10 March, 2015 - 19:54

Org. Biomol. Chem., 2015, 13,3321-3330
DOI: 10.1039/C5OB00013K, PaperThang Ngoc Ngo, Peter Ehlers, Tuan Thanh Dang, Alexander Villinger, Peter Langer
Indolo[1,2-f]phenanthridines were prepared by Pd-catalyzed domino C-N coupling/hydroamination/C-H arylation reactions.
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A GGCT fluorogenic probe: design, synthesis and application to cancer-related cells

10 March, 2015 - 19:54

Org. Biomol. Chem., 2015, 13,3182-3185
DOI: 10.1039/C5OB00086F, CommunicationTaku Yoshiya, Hiromi Ii, Shugo Tsuda, Susumu Kageyama, Tatsuhiro Yoshiki, Yuji Nishiuchi
Cancer-related [gamma]-glutamyl cyclotransferase (GGCT) specifically decomposes [gamma]-glutamyl amino acids. Here we report a novel GGCT fluorogenic probe "LISA-101".
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Three-component synthesis of fluorinated pyrazoles from fluoroalkylamines, NaNO2 and electron-deficient alkynes

10 March, 2015 - 19:54

Org. Biomol. Chem., 2015, 13,3438-3445
DOI: 10.1039/C4OB02670E, PaperPavel K. Mykhailiuk
Three-component synthesis of fluorinated pyrazoles.
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3-Nitro-2-pyridinesulfenyl-mediated solid-phase disulfide ligation in the synthesis of disulfide bond-containing cyclic peptides

10 March, 2015 - 19:54

Org. Biomol. Chem., 2015, 13,3186-3189
DOI: 10.1039/C5OB00030K, CommunicationAkihiro Taguchi, Kentarou Fukumoto, Yuya Asahina, Akihiro Kajiyama, Shunsuke Shimura, Keisuke Hamada, Kentaro Takayama, Fumika Yakushiji, Hironobu Hojo, Yoshio Hayashi
A new solid-phase disulfide ligation method is developed to prepare a disulfide peptide from two types of Cys-containing peptide fragments with minimum purification steps.
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A new method for the synthesis of difluoromethyl enol ethers by O-difluoromethylation of 1,3-diones with ClCF2CO2Et

10 March, 2015 - 19:54

Org. Biomol. Chem., 2015, 13,3432-3437
DOI: 10.1039/C5OB00020C, PaperXiaoxi Lin, Zhiqiang Weng
A simple method for the synthesis of difluoromethyl enol ethers via O-difluoromethylation of 1,3-diones using inexpensive and commercially available ClCF2CO2Et was developed.
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Polyphosphate-containing bisubstrate analogues as inhibitors of a bacterial cell wall thymidylyltransferase

10 March, 2015 - 19:54

Org. Biomol. Chem., 2015, 13,3347-3350
DOI: 10.1039/C4OB02583K, PaperDeborah A. Smithen, Stephanie M. Forget, Nicole E. McCormick, Raymond T. Syvitski, David L. Jakeman
The first synthesis and evaluation of bisubstrate analogues with a thymidylyltransferase is reported. WaterLOGSY NMR and kinetic analyses provide insight into bisubstrate analogue binding.
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Synthesis of the tricyclic core of manzamine A

10 March, 2015 - 19:54

Org. Biomol. Chem., 2015, 13,3331-3340
DOI: 10.1039/C4OB02582B, PaperRavindra B. Pathak, Benjamin C. Dobson, Nandita Ghosh, Khalid A. Ageel, Madeha R. Alshawish, Rungroj Saruengkhanphasit, Iain Coldham
An approach to the ABC tricyclic ring system of the manzamine alkaloids has been achieved. A key step is the intramolecular dipolar cycloaddition of an azomethine ylide.
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Synthesis and assessment of 4-aminotetrahydroquinazoline derivatives as tick-borne encephalitis virus reproduction inhibitors

10 March, 2015 - 19:54

Org. Biomol. Chem., 2015, 13,3406-3415
DOI: 10.1039/C4OB02649G, PaperKseniya N. Sedenkova, Evgenia V. Dueva, Elena B. Averina, Yuri K. Grishin, Dmitry I. Osolodkin, Liubov I. Kozlovskaya, Vladimir A. Palyulin, Evgenii N. Savelyev, Boris S. Orlinson, Ivan A. Novakov, Gennady M. Butov, Tamara S. Kuznetsova, Galina G. Karganova, Nikolay S. Zefirov
A versatile synthesis of 4-aminopyrimidine N-oxides is developed and applied to obtain anti-TBEV agents.
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Kinetics of reactions at an interface: functionalisation of silicate glass with porphyrins via covalent bonds

10 March, 2015 - 19:54

Org. Biomol. Chem., 2015, 13,3371-3377
DOI: 10.1039/C4OB02053G, PaperTakahiro Fujimoto, Nao Furuta, Tadashi Mizutani
Both the reactivity of the linker and the dynamics of the interface controlled the anchoring reaction rates of porphyrin onto a silicate surface.
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Iodine-catalyzed regioselective thiolation of imidazo[1,2-a]pyridines using sulfonyl hydrazides as a thiol surrogate

10 March, 2015 - 19:54

Org. Biomol. Chem., 2015, 13,3314-3320
DOI: 10.1039/C5OB00033E, PaperAvik Kumar Bagdi, Shubhanjan Mitra, Monoranjan Ghosh, Alakananda Hajra
Iodine-catalyzed regioselective sulfenylation of imidazo[1,2-a]pyridines via C(sp2)-H bond functionalization has been achieved using sulfonyl hydrazides as a thiol surrogate.
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Tuning of the colour and chemical stability of model boranils: a strong effect of structural modifications

10 March, 2015 - 19:54

Org. Biomol. Chem., 2015, 13,3268-3279
DOI: 10.1039/C4OB02545H, PaperGrzegorz Wesela-Bauman, Mateusz Urban, Sergiusz Lulinski, Janusz Serwatowski, Krzysztof Wozniak
An improved approach to luminescent diphenylborinic complexes with functionalized salicydeneaniline ligands was developed. A strong effect of structural modifications on their stability and optical properties was established.
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Convergent synthesis of isomeric heterosaccharides related to the fragments of galactomannan from Aspergillus fumigatus

10 March, 2015 - 19:54

Org. Biomol. Chem., 2015, 13,3255-3267
DOI: 10.1039/C4OB02634A, PaperD. A. Argunov, V. B. Krylov, N. E. Nifantiev
The synthesis of heterosaccharide fragments of fungal galactomannan employing pyranoside-into-furanoside rearrangement.
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Metal-free TBAI-catalyzed arylsulfonylation of activated alkenes with sulfonylhydrazides

10 March, 2015 - 19:54

Org. Biomol. Chem., 2015, 13,3308-3313
DOI: 10.1039/C4OB01651C, PaperWubin Yu, Peizhu Hu, Yuanyuan Fan, Congyao Yu, Xinhuan Yan, Xiaoqing Li, Xiangsheng Xu
An efficient approach to isoquinoline-1,3(2H,4H)-dione derivatives through metal-free oxidative arylsulfonylation of [small alpha],[small beta]-unsaturated imides with sulfonylhydrazides is developed.
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The first study about the relationship between the extractability of thiacalix[4]arene derivatives and the position of the coordination binding sites

10 March, 2015 - 19:54

Org. Biomol. Chem., 2015, 13,3476-3483
DOI: 10.1039/C4OB02393E, PaperJiang-Lin Zhao, Hirotsugu Tomiyasu, Xin-Long Ni, Xi Zeng, Mark R. J. Elsegood, Carl Redshaw, Shofiur Rahman, Paris E. Georghiou, Simon J. Teat, Takehiko Yamato
The extractability of thiacalix[4]arene derivatives 2-4 are largely dependent on the position of the binding sites.
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Design and synthesis of a multivalent fluorescent folate-calix[4]arene conjugate: cancer cell penetration and intracellular localization

10 March, 2015 - 19:54

Org. Biomol. Chem., 2015, 13,3298-3307
DOI: 10.1039/C4OB02333A, PaperGrazia Maria Letizia Consoli, Giuseppe Granata, Giorgia Fragassi, Mauro Grossi, Michele Sallese, Corrada Geraci
Fluorescent multivalent folate-calix[4]arene-NBD selectively penetrates cancer cells via folate receptor-mediated endocytosis and localizes in endo-lysosomes.
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Selective cleavage of the C[small alpha]-C[small beta] linkage in lignin model compounds via Baeyer-Villiger oxidation

10 March, 2015 - 19:54

Org. Biomol. Chem., 2015, 13,3243-3254
DOI: 10.1039/C4OB01771D, PaperNikhil D. Patil, Soledad G. Yao, Mark S. Meier, Justin K. Mobley, Mark Crocker
Selective, catalytic oxidation of benzylic -OH groups followed by Baeyer-Villiger oxidation cleaves the [small beta]-O-4 linkage in lignin model compounds.
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