Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Solvent switchable cycloaddition: a (one-pot) metal-free approach towards N-substituted benzo[e]- or [f]isoindolones via Csp2-H functionalization

22 October, 2014 - 09:54

Org. Biomol. Chem., 2014, 12,8861-8865
DOI: 10.1039/C4OB01644K, PaperPratik A. Ambasana, Dipak D. Vachhani, Marzia Galli, Jeroen Jacobs, Luc Van Meervelt, Anamik K. Shah, Erik V. Van der Eycken
Solvent steers the selectivity: Green and practical Csp2-H functionalization towards N-substituted benzo[e]- or [f]isoindolones.
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Structures, chemotaxonomic significance, cytotoxic and Na+,K+-ATPase inhibitory activities of new cardenolides from Asclepias curassavica

22 October, 2014 - 09:54

Org. Biomol. Chem., 2014, 12,8919-8929
DOI: 10.1039/C4OB01545B, PaperRong-Rong Zhang, Hai-Yan Tian, Ya-Fang Tan, Tse-Yu Chung, Xiao-Hui Sun, Xue Xia, Wen-Cai Ye, David A. Middleton, Natalya Fedosova, Mikael Esmann, Jason T. C. Tzen, Ren-Wang Jiang
New cardenolides with potent cytotoxic and Na+,K+-ATPase inhibitory activities were isolated from the ornamental milkweed Asclepias curassavica.
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Synthesis of oligonucleotides containing N,N-disubstituted 3-deazacytosine nucleobases by post-elongation modification and their triplex-forming ability with double-stranded DNA

22 October, 2014 - 09:54

Org. Biomol. Chem., 2014, 12,9011-9015
DOI: 10.1039/C4OB01760A, PaperMasaaki Akabane-Nakata, Satoshi Obika, Yoshiyuki Hari
A post-elongation modification for construction of N,N-disubstituted 3-deazacytosines was developed, and a 2[prime or minute]-O,4[prime or minute]-C-methylene-bridged 3-deazacytidine analog was found for recognition of a CG base pair in triplex DNA.
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The amphiphilic nature of saponins and their effects on artificial and biological membranes and potential consequences for red blood and cancer cells

22 October, 2014 - 09:54

Org. Biomol. Chem., 2014, 12,8803-8822
DOI: 10.1039/C4OB01652A, Review ArticleJoseph H. Lorent, Joelle Quetin-Leclercq, Marie-Paule Mingeot-Leclercq
Saponins, amphiphiles of natural origin with numerous biological activities, are widely used in research, the cosmetic and pharmaceutical industry.
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Highly diastereoselective 1,3-dipolar cycloadditions of chiral non-racemic nitrones to 1,2-diaza-1,3-dienes: an experimental and computational investigation

22 October, 2014 - 09:54

Org. Biomol. Chem., 2014, 12,8888-8901
DOI: 10.1039/C4OB01371A, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Roberta Majer, Olga Konechnaya, Ignacio Delso, Tomas Tejero, Orazio A. Attanasi, Stefania Santeusanio, Pedro Merino
Asymmetric 1,3-dipolar cycloadditions between 1,2-diaza-1,3-dienes and chiral non-racemic nitrones to give 3-substituted-5-diazenyl isoxazolidines were studied.
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Effect of C7-substitution of 1-arylsulfonyl-5-(N-hydroxyacrylamide)indolines on the selectivity towards a subclass of histone deacetylases

22 October, 2014 - 09:54

Org. Biomol. Chem., 2014, 12,8966-8976
DOI: 10.1039/C4OB00542B, PaperHsueh-Yun Lee, Li-Ting Wang, Yu-Hsuan Li, Shiow-Lin Pan, Yi-Lin Chen, Che-Ming Teng, Jing-Ping Liou
This study focused on the substitution effect at position C7 of 1-arylsulfonyl-5-(N-hydroxyacrylamide)indolines.
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N- and C-alkylation of seven-membered iminosugars generates potent glucocerebrosidase inhibitors and F508del-CFTR correctors

22 October, 2014 - 09:54

Org. Biomol. Chem., 2014, 12,8977-8996
DOI: 10.1039/C4OB00325J, PaperJ. Desire, M. Mondon, N. Fontelle, S. Nakagawa, Y. Hirokami, I. Adachi, R. Iwaki, G. W. J. Fleet, D. S. Alonzi, G. Twigg, T. D. Butters, J. Bertrand, V. Cendret, F. Becq, C. Norez, J. Marrot, A. Kato, Y. Bleriot
The synthesis and biological evaluation of a library of novel seven-membered iminosugars is reported.
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Clicked bis-PEG-peptide conjugates for studying calmodulin-Kv7.2 channel binding

22 October, 2014 - 09:54

Org. Biomol. Chem., 2014, 12,8877-8887
DOI: 10.1039/C4OB01338G, PaperM. Angeles Bonache, Alessandro Alaimo, Covadonga Malo, Oscar Millet, Alvaro Villarroel, Rosario Gonzalez-Muniz
Small bis-conjugates helix A329-350-PEG-triazole-PEG-helix B508-526 (41 residues), prepared through click chemistry of PEGylated peptide derivatives, bind to CaM with nanomolar affinity, behaving as mimics of the Kv7.2 native fragment (239 residues).
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NIS-mediated oxidative cyclization of N-(2-trifluoromethyl-3-alkynyl) hydroxylamines: a facile access to 4-trifluoromethyl-5-acylisoxazoles

22 October, 2014 - 09:54

Org. Biomol. Chem., 2014, 12,8942-8946
DOI: 10.1039/C4OB01790K, PaperLi Zhang, Qin Zeng, Ao Mao, Ziang Wu, Tian Luo, Yuanjing Xiao, Junliang Zhang
A NIS mediated sequential procedure involving oxidation and electrophilic cycloisomerization of N-(2-trifluoromethyl-3-alkynyl) hydroxylamines for 4-trifluoromethyl-5-acylisoxazole synthesis is developed.
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Stability and bioactivity of thrombin binding aptamers modified with D-/L-isothymidine in the loop regions

22 October, 2014 - 09:54

Org. Biomol. Chem., 2014, 12,8866-8876
DOI: 10.1039/C4OB01525H, PaperBaobin Cai, Xiantao Yang, Lidan Sun, Xinmeng Fan, Liyu Li, Hongwei Jin, Yun Wu, Zhu Guan, Liangren Zhang, Lihe Zhang, Zhenjun Yang
D-/L-IsoT were used to modify the loop regions of TBA and greatly improved its bioactivity as well as stability.
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Imides modified benzopicenes: synthesis, solid structure and optoelectronic properties

22 October, 2014 - 09:54

Org. Biomol. Chem., 2014, 12,8902-8910
DOI: 10.1039/C4OB01486C, PaperDi Wu, Haojie Ge, Zhao Chen, Jinhua Liang, Jie Huang, Yufeng Zhang, Xiaoqiang Chen, Xianggao Meng, Sheng Hua Liu, Jun Yin
Imide-modified polycyclic aromatic hydrocarbons can be widely applied in the field of optoelectronic materials.
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A convenient base-mediated synthesis of 3-aryol-4-methyl (or benzyl)-2-methylthio furans from [small alpha]-oxo ketene dithioacetals and propargyl alcohols via domino coupling/annulations

22 October, 2014 - 09:54

Org. Biomol. Chem., 2014, 12,8947-8951
DOI: 10.1039/C4OB01300J, PaperXiaobing Yang, Fangzhong Hu, Hongjing Di, Xinxin Cheng, Dan Li, Xiaoli Kan, Xiaomao Zou, Qichun Zhang
A convenient base-mediated synthesis of 3-aryol-4-methyl (or benzyl)-2-methylthio furans 2 has been developed through the domino coupling/annulations from [small alpha]-oxo ketene dithioacetals 1 and propargyl alcohols.
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Anion binding of a neutral bis(cyclopeptide) in water-methanol mixtures containing up to 95% water

22 October, 2014 - 09:54

Org. Biomol. Chem., 2014, 12,8851-8860
DOI: 10.1039/C4OB01497A, PaperFabian Sommer, Stefan Kubik
Selectivity of a synthetic anion receptor reverses from strongly coordinating sulfate to weakly coordinating iodide anions upon increasing the water content of the solution.
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Directed arene/alkyne annulation reactions via aerobic copper catalysis

22 October, 2014 - 09:54

Org. Biomol. Chem., 2014, 12,8844-8850
DOI: 10.1039/C4OB01312C, PaperYi Zhang, Qian Wang, Huidong Yu, Yong Huang
We describe a straightforward protocol for a smooth dehydrogenative annulation reaction between various arenes and terminal alkynes using a catalytic amount of CuBr2 and molecular oxygen.
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Total Synthesis and Biological Evaluation of the Natural Product (-)-Cyclonerodiol, a New Inhibitor of IL-4 Signaling

22 October, 2014 - 09:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02021A, PaperJens Gerald Langhanki, Kristina Rudolph, Gerhard Erkel, Till Opatz
In a screening program of natural compounds from fungi, the known cyclopentanoid sesquiterpene (-)-cyclonerodiol was identified as a specific inhibitor of the IL-4 induced STAT6 signaling pathway (IC50 = 9.7...
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Chiral recognition with a benzofuran receptor which mimics an oxyanion hole

22 October, 2014 - 09:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01954G, PaperAngel L. Fuentes de Arriba, Angel Gomez Herrero, Omayra Hernandez Rubio, Laura Marcos Monleon, Luis Simon, Victoria Alcazar, Francisca Sanz, Joaquin Rodriguez Moran
A new chiral benzofuran receptor has been synthesized and its properties in the association of amino acid derivatives have been studied. X-ray structures were obtained and these corroborate the presence...
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Mixed non-covalent assemblies of ethynyl nile red and ethynyl pyrene along oligonucleotide templates

22 October, 2014 - 09:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01860E, PaperPhilipp Ensslen, Yannic Fritz, Hans-Achim Wagenknecht
Ethynyl pyrene and ethynyl nile red as modifications at the 5-position of 2'-deoxuridines self-assemble non-covalently and specifically along oligo-2'-deoxyadenosines as templates. Oligo-2'-deoxyadenosines of the lengths (dA)10 - (dA)20 are able...
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Aryl-Palladium-NHC complex: Efficient Phosphine-free Catalyst Precursors for the Carbonylation of Aryl Iodides with Amines or Alkynes

22 October, 2014 - 09:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01878H, PaperChunyan Zhang, Jianhua Liu, Chungu Xia
A series of aryl-palladium-NHC compounds were prepared according to the reported methods and their catalytic activity in the carbonylation of aryl iodides to synthesize [small alpha]-keto amides and alkynones were examined....
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Efficient Merging of Copper and Photoredox Catalysis for the Asymmetric Cross-Dehydrogenative-Coupling of Alkynes and Tetrahydroisoquinolines

22 October, 2014 - 09:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02138J, PaperInna Perepichka, Soumen Kundu, Zoe Hearne, Chao-Jun Li
A highly efficient catalytic asymmetric alkynylation of prochiral CH2 groups in tetrahydroisoquinoline was developed using copper catalyzed cross-dehydrogenative-coupling of sp3 and sp C-H bonds with the assistance of a photocatalyst...
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The Stability of Nitrogen-Centered Radicals

22 October, 2014 - 09:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01656D, PaperHendrik Zipse, Johnny Hioe, Valerije Vrcek, Davor Sakic
Radical stabilization energies (RSEs) for a wide variety of nitrogen-centered radicals and their protonated counterparts have been calculated at G3(MP2)-RAD and G3B3 level. The calculated RSE values can be rationalized...
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