Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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The importance of chain conformational mobility during 5-exo-cyclizations of C-, N- and O-centred radicals

2 October, 2014 - 03:54

Org. Biomol. Chem., 2014, 12,7983-7992
DOI: 10.1039/C4OB01419G, PaperJohn C. Walton
The access angle of a radical centre to an alkene acceptor was found to be a key parameter that pinpointed difficult chain reorganizations as responsible for the slow 5-exo cyclizations of N-centred radicals.
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The coumarin-pterocarpan conjugate - a natural product inspired hybrid molecular probe for DNA recognition

2 October, 2014 - 03:54

Org. Biomol. Chem., 2014, 12,8087-8093
DOI: 10.1039/C4OB01360C, PaperShital K. Chattopadhyay, Indranil Kundu, Ratnava Maitra
Thermally induced cascade sigmatropic rearrangement of a butynyloxycoumarin derivative has led to a quick access to the coumarin-pterocarpan hybrid molecule. Biophysical studies together with molecular modeling show that this nature-inspired hybrid molecule is capable of binding to the minor groove of DNA as a non-conventional entity.
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Short and efficient synthesis of fluorinated [small delta]-lactams

30 September, 2014 - 03:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01547A, PaperThomas J. Cogswell, Craig S. Donald, De-Liang Long, Rodolfo Marquez
The diastereoselective synthesis of fluorinated [small delta]-lactams.
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A Lewis acid-mediated conformational switch

30 September, 2014 - 03:17

Org. Biomol. Chem., 2014, 12,7937-7941
DOI: 10.1039/C4OB01556H, PaperPeter C. Knipe, Hannah Lingard, Ian M. Jones, Sam Thompson, Andrew D. Hamilton
An isonicotinamide-substituted diphenylacetylene undergoes conformational switching upon recognition of Lewis acids.
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Neither azeotropic drying, nor base nor other additives: a minimalist approach to 18F-labeling

30 September, 2014 - 03:17

Org. Biomol. Chem., 2014, 12,8094-8099
DOI: 10.1039/C4OB01336K, PaperR. Richarz, P. Krapf, F. Zarrad, E. A. Urusova, B. Neumaier, B. D. Zlatopolskiy
A novel radiofluorination procedure using only precursor and [18F]fluoride without the need for azeotropic drying, base and other ingredients was developed.
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The origin of exo-stereoselectivity of norbornene in hetero Diels-Alder reactions

30 September, 2014 - 03:17

Org. Biomol. Chem., 2014, 12,8079-8086
DOI: 10.1039/C4OB01217H, PaperSesil Agopcan Cinar, Selami Ercan, Sule Erol Gunal, Ilknur Dogan, Viktorya Aviyente
The distortion of norbornene and the steric effect of the quasi-eclipsing forming bonds in the endo transition structures were demonstrated successfully in order to highlight the exo selectivity of norbornene in the reaction of 5-benzylidine-2-arylimino-3-aryl-thiazolidine-4-thiones with norbornene with the M06-2X/6-31+G(d)//B3LYP/6-31+G(d) methodology.
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Non-isoprenoid polyene natural products - structures and synthetic strategies

30 September, 2014 - 03:17

Org. Biomol. Chem., 2014, 12,7877-7899
DOI: 10.1039/C4OB01337A, Review ArticleKatrina S. Madden, Fathia A. Mosa, Andrew Whiting
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 the polyenic components in particular by way of examples.
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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

30 September, 2014 - 03:17

Org. Biomol. Chem., 2014, 12,8072-8078
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 was achieved in excellent yields and good enantioselectivities.
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Conformationally constrained nucleoside phosphonic acids - potent inhibitors of human mitochondrial and cytosolic 5[prime or minute](3[prime or minute])-nucleotidases

30 September, 2014 - 03:17

Org. Biomol. Chem., 2014, 12,7971-7982
DOI: 10.1039/C4OB01332H, PaperOndrej Simak, Petr Pachl, Milan Fabry, Milos Budesinsky, Tomas Jandusik, Ales Hnizda, Radka Sklenickova, Magdalena Petrova, Vaclav Veverka, Pavlina Rezacova, Jiri Brynda, Ivan Rosenberg
Conformationally constrained nucleoside phosphonic acids - potent inhibitors of human mitochondrial and cytosolic 5[prime or minute](3[prime or minute])-deoxynucleotidases.
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Asymmetric Michael addition of ketones to nitroolefins: pyrrolidinyl-oxazole-carboxamides as new efficient organocatalysts

30 September, 2014 - 03:17

Org. Biomol. Chem., 2014, 12,8008-8018
DOI: 10.1039/C4OB01223B, PaperAhmed Kamal, Manda Sathish, Vunnam Srinivasulu, Jadala Chetna, Kunta Chandra Shekar, Shalini Nekkanti, Yellaiah Tangella, Nagula Shankaraiah
New pyrrolidinyl-oxazole-carboxamides were synthesized and utilized as efficient organocatalysts for asymmetric Michael addition reaction. In addition, computational mechanistic studies were performed.
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Multiple optical properties of a naphthoquinone pigment: 2-methyl-3-(hydroxyphenylthio)-1,4-naphthalenedione

30 September, 2014 - 03:17

Org. Biomol. Chem., 2014, 12,7965-7970
DOI: 10.1039/C4OB01058B, PaperHirotaka Akiyama, Takafumi Inoue, Nobuo Tajima, Reiko Kuroda, Yoshitane Imai
Naphthoquinone pigments 2-methyl-3-(4- or 2-hydroxyphenylthio)-1,4-naphthalenedione show characteristic multiple optical properties in solution and in the solid state.
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Pyrazole-oxadiazole conjugates: synthesis, antiproliferative activity and inhibition of tubulin polymerization

30 September, 2014 - 03:17

Org. Biomol. Chem., 2014, 12,7993-8007
DOI: 10.1039/C4OB01152J, PaperAhmed Kamal, Anver Basha Shaik, Sowjanya Polepalli, Vangala Santosh Reddy, G. Bharath Kumar, Soma Gupta, K. V. S. Rama Krishna, Ananthamurthy Nagabhushana, Rakesh K. Mishra, Nishant Jain
A library of pyrazole-oxadiazole conjugates were synthesized and investigated for their antiproliferative activity in human cancer cell lines.
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Rhodium-catalyzed olefination of aryl tetrazoles via direct C-H bond activation

30 September, 2014 - 03:17

Org. Biomol. Chem., 2014, 12,7923-7926
DOI: 10.1039/C4OB01440E, CommunicationLiang Wang, Wenting Wu, Qun Chen, Mingyang He
Rh(III)-catalyzed direct olefination reaction via aromatic C-H bond activation is described using tetrazole as the directing group.
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Discovery and SAR study of piperidine-based derivatives as novel influenza virus inhibitors

30 September, 2014 - 03:17

Org. Biomol. Chem., 2014, 12,8048-8060
DOI: 10.1039/C4OB01079E, PaperGuoxin Wang, Longjian Chen, Tongmei Xian, Yujie Liang, Xintao Zhang, Zhen Yang, Ming Luo
A series of 4-(quinolin-4-yloxy)piperidine-1-carboxylate derivatives were identified as novel and potent inhibitors of the influenza virus through structural modification of a compound from a high-throughput screen.
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An experimental and theoretical study of reaction mechanisms between nitriles and hydroxylamine

30 September, 2014 - 03:17

Org. Biomol. Chem., 2014, 12,8036-8047
DOI: 10.1039/C4OB00854E, PaperAttila Voros, Zoltan Mucsi, Zoltan Baan, Geza Timari, Istvan Hermecz, Peter Mizsey, Zoltan Finta
The industrially relevant reaction between nitriles and hydroxylamine yielding amidoximes was studied in different molecular solvents and in ionic liquids.
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Structurally modified natural sesquiterpene lactones constitute effective and less toxic schistosomicidal compounds

30 September, 2014 - 03:17

Org. Biomol. Chem., 2014, 12,7957-7964
DOI: 10.1039/C4OB00426D, PaperDaiane Cristina Sass, Gustavo Oliveira Morais, Ricardo Augusto Crema Miranda, Lizandra Guidi Magalhaes, Wilson Roberto Cunha, Raquel Alves dos Santos, Nilton Syogo Arakawa, Fernando Batista Da Costa, Mauricio Gomes Constantino, Vladimir Constantino Gomes Heleno
Selective obtention of novel natural sesquiterpene lactone derivatives with interesting schistosomicidal activity and low toxicity, together with complete NMR assignments.
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Conversion of S-phenylsulfonylcysteine residues to mixed disulfides at pH 4.0: utility in protein thiol blocking and in protein-S-nitrosothiol detection

30 September, 2014 - 03:17

Org. Biomol. Chem., 2014, 12,7942-7956
DOI: 10.1039/C4OB00995A, PaperB. D. Reeves, N. Joshi, G. C. Campanello, J. K. Hilmer, L. Chetia, J. A. Vance, J. N. Reinschmidt, C. G. Miller, D. P. Giedroc, E. A. Dratz, D. J. Singel, P. A. Grieco
A protocol denoted as the thiosulfonate switch featuring sequential protein thiol blocking and conversion of protein-S-nitrosothiols to mixed disulfides bearing a fluorescent probe at pH 4.0 is reported.
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Surface patterning with natural and synthetic polymers via an inverse electron demand Diels-Alder reaction employing microcontact chemistry

28 September, 2014 - 02:54

Org. Biomol. Chem., 2014, 12,7828-7835
DOI: 10.1039/C4OB01379D, PaperOliver Roling, Artur Mardyukov, Sebastian Lamping, Benjamin Vonhoren, Stefan Rinnen, Heinrich F. Arlinghaus, Armido Studer, Bart Jan Ravoo
Bioorthogonal ligation methods are the focus of current research due to their versatile applications in biotechnology and materials science for post-functionalization and immobilization of biomolecules.
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Evolution of a strategy for preparing bioactive small molecules by sequential multicomponent assembly processes, cyclizations, and diversification

28 September, 2014 - 02:54

Org. Biomol. Chem., 2014, 12,7659-7672
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

28 September, 2014 - 02:54

Org. Biomol. Chem., 2014, 12,7786-7791
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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