Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB40797G, PaperChen-Wei Lin, Hsin-Wei Liu, Duen-Ren Hou
The formation of tetrahydrofurans from 2-hydroxyalkyl-oxirane or aziridine is reported. The 5-endo-tet cyclization/ring opening of aziridine went smoothly to give tetrahydrofurans (THFs) under mild conditions. In contrast, the corresponding process...
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Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB40930A, PaperJochen Mattay, Heiko Ihmels, Florian May, Laura Thomas
A N-methylphenanthrolinium-annelated spirooxazine derivative 2SO was prepared whose DNA-intercalating properties are reversibly changed by a photochromic reaction. Upon irradiation at 350 nm the spirooxazine is transformed to the corresponding photomerocyanine...
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Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB40344K, PaperFranco Martin Cabrerizo, Bernd Epe, Rosa Erra-Balsells, Kathrin Butzbach, Federico Ariel Osvaldo Rasse-Suriani, Mariana Vignoni
It has been well documented that [small beta]-carboline alkaloids, particularly the 9-methyl derivatives, are efficient photosensitizers. However, structure-activity relations are missing and the photochemical mechanisms involved in the DNA photodamage still...
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Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB40735G, PerspectiveMarco Bandini
Indole is by far one of the most popular heterocyclic scaffolds in nature. The intriguing and challenging molecular architectures of polycyclic naturally occurring indolyl compounds constitute a continuous stimulus for...
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Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB41069B, CommunicationAli Nakhi, Shafiqur Rahman Mohammad, Guru Pavan Kumar Seerapu, Rakesh Kumar Banote, Kummari Lalith Kumar, Pushkar Kulkarni, Devyani Haldar, Manojit Pal
A transition metal free tandem two-step strategy has been developed involving hydrolysis of 2-chloro-3-alkynyl quinoxalines / pyrazines followed by in situ cyclization of the corresponding 2-hydroxy-3-alkynyl intermediates in a single...
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Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB40828K, PerspectiveRyne C. Johnston, Paul Ha-Yeon Cheong
This manuscript describes the role of non-classical hydrogen bonds (NCHBs), specifically C-H[middle dot][middle dot][middle dot]O interactions, in modern synthetic organic transformations. Our goal is to point out the seminal examples where C-H[middle dot][middle dot][middle dot]O interactions...
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Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB41071D, CommunicationPurnandhu Bose, Ranjan Dutta, Pradyut Ghosh
Simple tris(2-aminoethyl)amine (TREN) based tripodal urea receptors are investigated for the encapsulation of divalent oxalate (C₂O₄^2-) in a semi-aqueous medium.
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Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB40979A, PaperN S Simpkins, Louise Male, Ilias Pavlakos, Michael Weller
A strategy for the synthesis of members of the prenylated indole alkaloid family is described, which involves a radical cascade process of an appropriately substituted diketopiperazine (DKP) core structure. Several...
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Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB26837C, PaperSergii Dudkin, Viktor Iaroshenko, Vyacheslav Sosnovskikh, Andrey A Tolmachev, Peter Langer
Reaction of 6-arylamino-1,3-dialkyluracils with anhydrides of polyfluorocarboxylic acids in the presence of pyridine and subsequent cyclization with concentrated H2SO4 gave the corresponding 1,3-dialkyl-5-(polyfluoroalkyl)pyrimido[4,5-b]quinoline-2,4(1H,3H)-diones (5-polyfluoroalkyl-5-deazaalloxazines). The reactivity of these compounds against...
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Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB41066H, PaperMargaret A Brimble, Sung Hyun Yang, Paul Harris, Joanna Wojnar, Clive Evans, Arthur L de Vries
A recently identified Antarctic fish protein termed antifreeze potentiating protein (AFPP) is thought to act as an adjunct to the previously characterised antifreeze glycoproteins (AFGPs), the two acting together to...
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Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB41121D, CommunicationErik Luis Regalado, Jinchu Liu, Ingrid Mergelsberg, Christopher J Welch
In this study we investigate the recently reported use of water-containing modifiers for separation and purification of hydrophilic compounds by supercritical fluid chromatography. Improved peak shape is obtained for a...
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Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB27290G, PaperP. Horrocks, M. R. Pickard, H. H. Parekh, S. P. Patel, Ravindra B. Pathak
A series of 3-(4-chlorophenyl)-4-substituted pyrazole derivatives were synthesised. These compounds were tested for their in vitro antifungal and antitubercular activity. The title compounds showed potent antitubercular and antifungal activities.
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Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB40881G, PaperMartin Klecka, Radek Pohl, Jan Cejka, Michal Hocek
A general method for Cu-catalyzed C-H sulfenylation of purines, 7-deaza- and 9-deazapurines with aryl- or alkyldisulfides has been developed. In purines, the reaction occurs at position 8, in 7-deazapurines at...
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Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB40791H, PaperYong Rok Lee, Likai Xia
We describe an efficient one-step synthesis of pyrrolo[3,4-c]quinolinedione derivatives using ethylenediamine diacetate (EDDA)-catalyzed cascade reactions of isatins and [small beta]-ketoamides. It's the first direct conversion of isatins to pyrrolo[3,4-c]quinolinedione derivatives via...
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Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40536B, PaperShinya Kodani, Joanna Bicz, Lijiang Song, Robert J. Deeth, Mayumi Ohnishi-Kameyama, Mitsuru Yoshida, Kozo Ochi, Gregory L. Challis
Scabichelin was identified as the product of a cryptic nonribosomal peptide synthetase, providing new insights into Streptomyces scabies iron acquisition.
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Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB40936H, PaperXi Lu, Yawei Zhang, Peng Yun, Mingtao Zhang, Tonglei Li
Knolker's iron-based catalysts have some value in "green" transformations given the relatively low toxicity of iron compared to more commonly used precious-metal catalysts. Density functional methods have been used to...
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Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB40595H, CommunicationKai Liu, Datong Zhang, Jeremy Chojnacki, Yuhong Du, Haian Fu, Steven Grant, Shijun Zhang
In our efforts to develop effective treatment agents for human multiple myeloma (MM), a series of hybrid molecules based on the structures of thalidomide (1) and curcumin (2) were designed,...
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Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB40958A, PaperSophon Kaeothip, Geert-Jan Boons
Extensins are plant-derived glycoproteins that are densely modified by oligo-arabinofuranosides linked to hydroxyproline residues. These glycoproteins have been implicated in many aspects of plant growth and development. Here, we describe...
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Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB40879E, PaperAntonio Luiz Braga, Cristiane Y Kawasoko, Oscar E. D. Rodrigues, Patricia Foletto, Luciano Dornelles, Ricardo S Schwab
The synthesis of new chiral seleno-, telluro-, and thio-N-Boc-ɣ-amino acids is described herein. These new compounds were prepared through a simple and short synthetic route, from the inexpensive and commercially-available...
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Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB40876K, PaperZhen-yuan Gu, Xiao-tai Zhang, Jiaxin Zhang, Guo-wen Xing
Based on preactivation protocol with (p-Tol)2SO/Tf2O, a practical, straightforward, and high-yielding synthesis of alpha-sialyl C-glycoside was accomplished in the coupling of N-Acetal-5-N,4-O-oxazolidione protected thiosialoside with various trimethylsilyl enol ethers and...
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