Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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1,4 Addition of unprotected pyrrole onto chiral acrylamides: toward synthesis of new polypeptidic architectures

1 December, 2014 - 18:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB01920B, PaperAlexander Gratais, Xavier Pannecoucke, Samir Bouzbouz
A variety of new chiral functionalized pyrroloamides have been synthesized by a simple and robust process involving Lewis acids. Unprotected pyrrole could be selectively monoalkylated or dialkylated.
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Niosomes based on synthetic cationic lipids for gene delivery: the influence of polar head-groups on the transfection efficiency in HEK-293, ARPE-19 and MSC-D1 cells

1 December, 2014 - 18:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02087A, PaperE. Ojeda, G. Puras, M. Agirre, J. Zarate, S. Grijalvo, R. Pons, R. Eritja, G. Martinez-Navarrete, C. Soto-Sanchez, E. Fernandez, J. L. Pedraz
We designed niosomes based on three lipids that differed only in the polar-head group to analyze their influence on the transfection efficiency.
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Development and use of a general route to brassinolide, its biosynthetic precursors, metabolites and analogues

1 December, 2014 - 18:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02197E, PaperAlaksiej L. Hurski, Yuri V. Ermolovich, Vladimir Nikolaevich Zhabinskii, Vladimir Aleksandrovich Khripach
A new method for the construction of steroid side chains through the addition of lithium salts of dithianes to a C-22 aldehyde was developed. An efficient one-pot procedure for the...
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Modulation of the charge transfer and photophysical properties in non-fused tetrathiafulvalene-benzothiadiazole derivatives

1 December, 2014 - 18:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02100B, PaperFlavia Pop, Sabine Seifert, Jihane Hankache, Jie Ding, Andreas Hauser, Narcis Avarvari
Stille and Sonogashira coupling strategies allowed the preparation of luminescent TTF-benzothiadiazole donor-acceptor compounds with direct linkage or an acetylenic spacer.
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Tuning the pH-triggered self-assembly of dendritic peptide amphiphiles using fluorinated side chains

1 December, 2014 - 18:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02185A, PaperRalph Appel, Sebastian Tacke, Jurgen Klingauf, Pol Besenius
We report the synthesis of a series of anionic dendritic peptide amphiphiles of increasing hydrophobic character and describe their self-assembly into supramolecular nanorods using pH and ionic strength dependent state diagrams.
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Allylic and benzylic sp3 C-H oxidation in water

1 December, 2014 - 18:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02017K, PaperWei Jie Ang, Yulin Lam
A copper-catalyzed method for the oxidation of allylic and benzylic sp3 C-H by aqueous tert-butyl hydroperoxide (T-Hydro) in water using a recyclable fluorous ligand has been developed.
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Identification of Benzenesulfonamide quinoline derivatives as potent HIV-1 replication inhibitors targeting Rev protein

1 December, 2014 - 18:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02247E, PaperFudi Zhong, Guannan Geng, Ting Pan, Bing Chen, Qianwen Li, Hui Zhang, Chuan Bai
Human immunodeficiency virus type 1 (HIV-1) Rev protein facilitates the export of viral RNA from nucleus to cytoplasm, which is a key step in HIV-1 pathogenesis and transmission. In this...
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Cyclodextrin- and Calixarene-based Polycationic Amphiphiles as Gene Delivery Systems: A Structure-Activity Relationship Study

1 December, 2014 - 18:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02204A, PaperLaura Gallego-Yerga, Michela Lomazzi, Valentina Franceschi, Francesco Sansone, Carmen Ortiz Mellet, Gaetano Donofrio, Alessandro Casnati, Jose Manuel Garcia Fernandez
Multi-head/multi-tail facial amphiphiles built on cyclodextrin (CD) and calixarene (CA) scaffolds are paradigmatic examples of monodisperse gene delivery systems. The possibility to precisely control the architectural features at the molecular...
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Quinoline-derived two-photon sensitive quadrupolar probes

1 December, 2014 - 18:54

Org. Biomol. Chem., 2014, 12,9899-9908
DOI: 10.1039/C4OB01551G, PaperPetra Dunkel, Christine Tran, Thibault Gallavardin, Hamid Dhimane, David Ogden, Peter I. Dalko
Quadrupolar 8-dimethylaminoquinoline-derived photosensitive probes underwent photolysis under UV (365 nm) and NIR (730 nm two-photon (TP)) irradiation conditions.
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A facile approach to spirocyclic 2-azido indolines via azidation of indoles with ceric ammonium nitrate

1 December, 2014 - 18:54

Org. Biomol. Chem., 2014, 12,9769-9772
DOI: 10.1039/C4OB01549E, CommunicationJing Li, Mao Liu, Qi Li, Hua Tian, Yian Shi
This paper describes azidation of indoles with NaN3 and ceric ammonium nitrate (CAN), giving a variety of spirocyclic 2-azido indolines in good yields and moderate diastereoselectivities.
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Enantioselective synthesis of [small alpha]-benzylated lanthionines and related tripeptides for biological incorporation into E. coli peptidoglycan

1 December, 2014 - 18:54

Org. Biomol. Chem., 2014, 12,9853-9863
DOI: 10.1039/C4OB01476F, PaperThibaut Denoel, Astrid Zervosen, Christian Lemaire, Bernard Joris, Mireille Herve, Didier Blanot, Guillermo Zaragoza, Andre Luxen
The synthesis of modified tripeptides (S)-Ala-[gamma]-(R)-Glu-X, where X = (R,S) or (R,R) diastereomers of [small alpha]-benzyl or [small alpha]-(4-azidobenzyl)lanthionine, was carried out.
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Contributions of pocket depth and electrostatic interactions to affinity and selectivity of receptors for methylated lysine in water

29 November, 2014 - 18:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02231A, PaperJoshua Beaver, Brendan Peacor, Julianne Bain, Lindsey Ingerman, Marcey Waters
Dynamic combinatorial chemistry was used to generate a set of receptors for peptides containing methylated lysine (KMen, n = 0=3) and study the contribution of electrostatic effects and pocket depth...
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An expedient approach to 1, 2-dihydroisoquinoline derivatives via Cobalt catalysed 6-endo dig cyclization followed by Mannich condensation of o-alkynylarylaldimines

29 November, 2014 - 18:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02036G, CommunicationUrvashi ., Gaurav Kumar Rastogi, Sandeep K Ginotra, Alka Agarwal, Vibha Tandon
A highly effective 6-endo dig cyclisation of o-alkynylaldimines to 1, 2-dihydroisoquinolines has been described via direct and nitro Mannich condensation using inexpensive and readily available cobalt chloride as catalyst. This...
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Design and synthesis of a mitochondria-targeting carrier for small molecule drugs

29 November, 2014 - 18:17

Org. Biomol. Chem., 2014, 12,9793-9796
DOI: 10.1039/C4OB01981D, CommunicationJunyan Han, Tae Hoon Lee, Ching-Hsuan Tung, Daniel Y. Lee
A novel mitochondria-targeting carrier QCy7HA was developed, which transported the covalently attached doxorubicin (DOX) to mitochondria specifically, resulting in the limitation of the effects of P-glycoprotein efflux pumps of multidrug-resistant cells on DOX.
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Highly efficient modular metal-free synthesis of 3-substituted 2-quinolones

29 November, 2014 - 18:17

Org. Biomol. Chem., 2014, 12,9786-9788
DOI: 10.1039/C4OB02131B, CommunicationAlexander V. Aksenov, Alexander N. Smirnov, Nicolai A. Aksenov, Inna V. Aksenova, Asiyat S. Bijieva, Michael Rubin
A modular approach to 3-substituted 2-quinolones via a cascade annulation reaction between 4-nitroketones and hydrazines has been developed.
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Primary amino acid catalyzed asymmetric intramolecular Mannich reaction for the synthesis of 2-aryl-2,3-dihydro-4-quinolones

29 November, 2014 - 18:17

Org. Biomol. Chem., 2014, 12,9789-9792
DOI: 10.1039/C4OB02146K, CommunicationBuddhadeb Mondal, Subhas Chandra Pan
A high enantioselective synthesis of 2-aryl-2,3-dihydro-4-quinolones has been developed via intramolecular Mannich reaction using primary amino acids as catalysts.
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A facile approach to tryptophan derivatives for the total synthesis of argyrin analogues

29 November, 2014 - 18:17

Org. Biomol. Chem., 2014, 12,9764-9768
DOI: 10.1039/C4OB02107J, CommunicationOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Chou-Hsiung Chen, Sivaneswary Genapathy, Peter M. Fischer, Weng C. Chan
Utilising a chiral auxiliary-facilitated Strecker amino acid synthesis strategy, indole-substituted (S)-tryptophans have been obtained from corresponding indoles; the former in turn were used for the synthesis of a potent antibacterial agent, argyrin and its analogues.
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Synthesis of coenzyme A thioesters using methyl acyl phosphates in an aqueous medium

29 November, 2014 - 18:17

Org. Biomol. Chem., 2014, 12,9760-9763
DOI: 10.1039/C4OB02079K, CommunicationMohan Pal, Stephen L. Bearne
Regioselective S-acylation of coenzyme A is achieved under aqueous conditions using various aliphatic and aromatic carboxylic acids activated as their methyl acyl phosphate monoesters.
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Anion carrier formation by calix[4]arene-bis-hydroxymethylphosphonic acid in bilayer membranes

29 November, 2014 - 18:17

Org. Biomol. Chem., 2014, 12,9811-9821
DOI: 10.1039/C4OB01886A, PaperOleg Ya. Shatursky, Ludmila A. Kasatkina, Roman V. Rodik, Sergiy O. Cherenok, Alexander A. Shkrabak, Tatiana O. Veklich, Tatiana A. Borisova, Sergyi O. Kosterin, Vitaly I. Kalchenko
Calix[4]arene C-99-mediated ionic transport follows mobile carrier mode of facilitated diffusion (relative permeability PCl-/PK+ [similar] 3) with the passage of 20 ions per second.
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Sulfinate derivatives: dual and versatile partners in organic synthesis

29 November, 2014 - 18:17

Org. Biomol. Chem., 2014, 12,9743-9759
DOI: 10.1039/C4OB01727G, Review ArticleJessy Aziz, Samir Messaoudi, Mouad Alami, Abdallah Hamze
Recent advances in the preparation and synthetic uses of sulfinic acids and their derivatives are highlighted in this review. They are used as versatile partners in sulfonylative and desulfitative reactions.
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