Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Fast redox-triggered shuttling motions in a copper rotaxane based on a phenanthroline-terpyridine conjugate

26 August, 2014 - 19:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01206B, PaperEugenio Coronado, Pablo Gavina, Julia Ponce, Sergio Tatay
Fast shuttling motions in solution have been observed for a Cu-complexed [2] rotaxane, whose thread contains a bidentate 1,10-phenanthroline chelating unit directly connected through its 3-position to the 5-position of a tridentate 2,2[prime or minute]:6[prime or minute],2[prime or minute][prime or minute]-terpyridine.
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Evolution of a strategy for preparing bioactive small molecules by sequential multicomponent assembly processes, cyclizations, and diversification

26 August, 2014 - 19:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00835A, Review ArticleJames J. Sahn, Brett A. Granger, Stephen F. Martin
Multicomponent assembly processes are key steps in the synthesis of diverse polycyclic heterocycles with a broad array of biological activities.
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Exploring functional cyclophellitol analogues as human retaining beta-glucosidase inhibitors

26 August, 2014 - 19:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01611D, PaperKah-Yee Li, Jianbing Jiang, Martin D. Witte, Wouter W. Kallemeijn, Wilma E. Donker-Koopman, Rolf G. Boot, Johannes M. F. G. Aerts, Jeroen D. C. Codee, Gijsbert A. van der Marel, Herman S. Overkleeft
Of six cyclophellitol analogues, the N-pentylaziridine is the most effective retaining human beta-glucosidase inhibitor considering potency and compound stability.
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Theoretical insight into the antioxidant properties of melatonin and derivatives

26 August, 2014 - 19:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01396D, PaperJeffrey R Johns, James A Platts
Density functional theory calculations on melatonin, metabolites and synthetic derivatives thereof, and a range of other biological antioxidant molecules are presented, with a view to understanding the antioxidant ability of...
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First Synthesis of the Antiangiogenic Homoisoflavanone, Cremastranone

26 August, 2014 - 19:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01604A, CommunicationBit Lee, Halesha D Basavarajappa, Rania Sulaiman, Xiang Fei, Seung-Yong Seo, Timothy William Corson
An antiangiogenic homoisoflavanone, cremastranone, was synthesized for the first time. This scalable synthesis, which includes selective demethylation, could be used to develop lead molecules to treat angiogenesis-induced eye diseases. Synthetic...
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9-amino-(9-deoxy)cinchona alkaloid-derived new chiral phase-transfer catalysts

26 August, 2014 - 19:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01648C, PaperWenwen Peng, Jingwei Wan, xuebing ma, Bing Xie
A new class of 9-amino-(9-deoxy) cinchona alkaloid-derived chiral phase-transfer catalysts bearing amino groups was developed by using the known cinchona alkaloids as starting materials. Due to the transformation of 9-hydroxyl...
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Correction: Identification and optimization of short helical peptides with novel reactive functionality as catalysts for acyl transfer by reactive tagging

26 August, 2014 - 19:54
Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB90119C, CorrectionSilvia Bezer, Masaomi Matsumoto, Michael W. Lodewyk, Stephen J. Lee, Dean J. Tantillo, Michel R. Gagne, Marcey L. Waters
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A Lewis acid-mediated conformational switch

26 August, 2014 - 19:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01556H, PaperPeter Clarke Knipe, Hannah Lingard, Ian M Jones, Sam Thompson, Andrew D Hamilton
Molecules that change conformation in response to a stimulus have numerous uses, such as artificial chemoreceptors, novel drug delivery strategies and liquid crystal technology. Here we describe the design, synthesis...
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Neither azeotropic drying, nor base, nor other additives - a minimalist approach to 18F-labeling

26 August, 2014 - 19:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01336K, PaperRaphael Richarz, Philipp Krapf, Elizaveta Alexandrovna Urusova, Bernd Neumaier, Boris Dmitrievitch Zlatopolskiy
A novel, efficient, time-saving and reliable radiolabeling procedure via nucleophilic substitution with [18F]fluoride is described. Different radiolabeled aliphatic and aromatic compounds were prepared in high radiochemical yields simply by the...
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Origins of exo-Stereoselectivity of Norbornene in Hetero Diels-Alder Reactions

26 August, 2014 - 19:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01217H, PaperSesil Agopcan, Selami Ercan, Sule Erol, Ilknur Dogan, Viktorya Aviyente
In this study the exo selectivity in the hetero Diels-Alder reaction of atropisomeric 5-benzylidine-2-arylimino-3-aryl-thiazolidine-4-thiones with norbornene has been investigated with computational tools. Taking into account the M/P chiral character of...
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Non-isoprenoid Polyene Natural Products - Structures and Synthetic Strategies

26 August, 2014 - 19:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01337A, Review ArticleAndrew Whiting, Katrina Madden, Fathia Mosa
This review provides insight into the variety of structures and biological activities found in the non-isoprenoid family of polyene natural products and examines the strategies and synthetic methods applied for...
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Enantioselective aza-Morita-Baylis-Hillman reaction between acrylates and N-Boc isatin ketimines: asymmetric construction of chiral 3-substituted-3-aminooxindoles

26 August, 2014 - 19:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01358A, PaperXuan Zhao, Tian-Ze Li, Jing-Ying Qian, Feng Sha, Xin-Yan Wu
The first enantioselective aza-Morita-Baylis-Hillman reaction of acrylates with ketimines derived from isatins has been developed. With 2 mol% of chiral bifunctional phosphine-squaramide 4e, optically active 3-substituted-3-amino-2-oxindoles were obtained in excellent...
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Iron-catalyzed direct difunctionalization of alkenes with dioxygen and sulfinic acids: a highly efficient and green approach to [small beta]-ketosulfones

26 August, 2014 - 19:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01369G, CommunicationHua Wang, Wei Wei, Jiangwei Wen, Daoshan Yang, Min Wu, Jinmao You
A novel iron-catalyzed direct difunctionalization of alkenes with sulfinic acids and dioxygen for the synthesis of [small beta]-ketosulfones has been developed under mild conditions. The present protocol, which utilizes inexpensive iron...
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Mechanisms for enzymatic cleavage of the N-glycosidic bond in DNA

26 August, 2014 - 19:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01063A, Review ArticleAlexander Drohat, Atanu Maiti
DNA glycosylases remove damaged or enzymatically modified nucleobases from DNA, thereby initiating the base excision repair (BER) pathway, which is found in all forms of life. These ubiquitous enzymes promote...
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A Small Synthetic Molecule Forms Selective Potassium Channels to Regulate Cell Membrane Potential and Blood Vessel Tone

26 August, 2014 - 19:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01420K, PaperD Yang, Hui-Yan Zha, Bing Shen, Kwok-Hei Yau, Shing-To Li, Xiao-Qiang Yao
In living cell membranes, K+ permeability is higher than other ions such as Na+ and Cl- owing to abundantly expressed K+ channels. Polarized membrane potential is mainly established by K+...
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Enantioselective copper catalysed C-H insertion reaction of 2-sulfonyl-2-diazoacetamides to form [gamma]-lactams

26 August, 2014 - 19:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01430H, PaperLeslie Ann Clarke, Aoife Ring, Alan Ford, Abhijeet S. Sinha, Simon E. Lawrence, Anita R. Maguire
The first enantioselective copper catalysed intramolecular C-H insertion reactions of 2-sulfonyl-2-diazoacetamides is reported.
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Nitroso Diels-Alder (NDA) reaction as an efficient tool for the functionalization of diene-containing natural products

26 August, 2014 - 19:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01033G, Review ArticleSerena Carosso, Marvin J. Miller
This review describes the use of nitroso Diels-Alder reactions for the functionalization of complex diene-containing natural products in order to generate libraries of compounds with potential biological activity.
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Nitroxide-labeled pyrimidines for non-covalent spin-labeling of abasic sites in DNA and RNA duplexes

26 August, 2014 - 19:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01095G, PaperSandip A. Shelke, Gunnar B. Sandholt, Snorri Th. Sigurdsson
Of ten new pyrimidine-derived nitroxide spin labels, an N1-ethylamino triazole-linked uracil derivative binds fully to both DNA and RNA duplexes containing an abasic site, as determined by CW-EPR.
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Total synthesis and biological evaluation of atrop-O-benzyl-desmethylabyssomicin C

26 August, 2014 - 19:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01436G, CommunicationRadomir Nikola Saicic, Radomir Matovic, Filip Bihelovic, Maja Gruden-Pavlovic
Total synthesis of desmethylabyssomicin C analogue 1 was accomplished using diastereotopos-selective ring closing metathesis and Nozaki-Hiyama-Kishi cyclization as the key steps. The synthetic analogue retained the antibacterial activity against Methicillin-resistant...
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Adaptable synthesis of C-lactosyl glycoclusters and their binding properties with galectin-3

26 August, 2014 - 19:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01374C, PaperWang Yao, Mengjie Xia, Xiangbao Meng, Qing Li, Zhongjun Li
We report here the syntheses of mono- to tetravalent glycoclusters containing 1-methylene-C-[small beta]-lactose. The 1-methylene-C-[small beta]-lactose moiety has been synthesized from octa-acetyl-[small beta]-lactose using the key carbonyl insertion reaction and linked to a...
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