Org. and Biomol. Chem.

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Multicomponent one-pot synthesis of highly-functionalized pyrrole-3-carbonitriles in aqueous medium and their computational study

4 February, 2015 - 10:17

Org. Biomol. Chem., 2015, 13,1800-1806
DOI: 10.1039/C4OB02229G, PaperRamakanth Pagadala, Devendar Reddy Kommidi, Shravankumar Kankala, Suresh Maddila, Parvesh Singh, Brenda Moodley, N. A. Koorbanally, Sreekantha B. Jonnalagadda
A one-pot protocol involving four-components in water is developed to synthesize functionalized pyrroles.
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Identification of benzenesulfonamide quinoline derivatives as potent HIV-1 replication inhibitors targeting Rev protein

4 February, 2015 - 10:17

Org. Biomol. Chem., 2015, 13,1792-1799
DOI: 10.1039/C4OB02247E, PaperFudi Zhong, Guannan Geng, Bing Chen, Ting Pan, Qianwen Li, Hui Zhang, Chuan Bai
A benzenesulfonamide quinoline compound with potent anti-HIV-1 replication activity and low toxicity by targeting HIV-1 Rev protein was identified with high-throughput screening and SAR studies.
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Trigonal scaffolds for multivalent targeting of melanocortin receptors

4 February, 2015 - 10:17

Org. Biomol. Chem., 2015, 13,1778-1791
DOI: 10.1039/C4OB02094D, PaperN. G. R. Dayan Elshan, Thanuja Jayasundera, Bobbi L. Anglin, Craig S. Weber, Ronald M. Lynch, Eugene A. Mash
Short, efficient syntheses of multivalent molecules targeted to the human melanocortin 4 receptor based on phloroglucinol, tripropargylamine, and 1,4,7-triazacyclononane are described.
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A monolith immobilised iridium Cp* catalyst for hydrogen transfer reactions under flow conditions

4 February, 2015 - 10:17

Org. Biomol. Chem., 2015, 13,1768-1777
DOI: 10.1039/C4OB02376E, PaperMaria Victoria Rojo, Lucie Guetzoyan, Ian. R. Baxendale
An immobilised iridium hydrogen transfer catalyst has been developed for use in flow based processing by incorporation of a ligand into a porous polymeric monolithic flow reactor.
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A BODIPY-luminol chemiluminescent resonance energy-transfer (CRET) cassette for imaging of cellular superoxide

4 February, 2015 - 10:17

Org. Biomol. Chem., 2015, 13,1763-1767
DOI: 10.1039/C4OB02413C, PaperS. Bag, J.-C. Tseng, J. Rochford
Chemiluminescent resonance energy transfer is investigated for a BODIPY-luminol dyad demonstrating in cellulo biochemiluminescence with reactive oxygen species in activated splenocytes.
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A short, rigid linker between pyrene and guanidiniocarbonyl-pyrrole induced a new set of spectroscopic responses to the ds-DNA secondary structure

4 February, 2015 - 10:17

Org. Biomol. Chem., 2015, 13,1629-1633
DOI: 10.1039/C4OB02169J, CommunicationMarijana Radic Stojkovic, Patryciusz Piotrowski, Carsten Schmuck, Ivo Piantanida
A DNA-targeting dye exhibited pH-dependent selectivity toward AT-DNA (pH 7) or GC-DNA (pH 5), accompanied by fluorimetric (pH 5) and ICD (pH 7) recognition.
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Synthesis, and QSAR analysis of anti-oncological active spiro-alkaloids

4 February, 2015 - 10:17

Org. Biomol. Chem., 2015, 13,1741-1753
DOI: 10.1039/C4OB02149E, PaperAdel S. Girgis, Siva S. Panda, I. S. Ahmed Farag, A. M. El-Shabiny, A. M. Moustafa, Nasser S. M. Ismail, Girinath G. Pillai, Chandramukhi S. Panda, C. Dennis Hall, Alan R. Katritzky
QSAR study describes the anti-neoplastic spiro-alkaloids with relevant molecular descriptors using CODESSA III software.
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Syntheses of arabinose-derived pyrrolidine catalysts and their applications in intramolecular Diels-Alder reactions

4 February, 2015 - 10:17

Org. Biomol. Chem., 2015, 13,1754-1762
DOI: 10.1039/C4OB02219J, PaperTony K. M. Shing, Kwun W. Wu, Ho T. Wu, Qicai Xiao
Six hydroxylated pyrrolidine catalysts were synthesized from D-arabinose and applied to asymmetric intramolecular Diels-Alder reactions with concomitant desymmetrization.
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Aryl-bis-(scorpiand)-aza receptors differentiate between nucleotide monophosphates by a combination of aromatic, hydrogen bond and electrostatic interactions

4 February, 2015 - 10:17

Org. Biomol. Chem., 2015, 13,1732-1740
DOI: 10.1039/C4OB02084G, PaperJorge Gonzalez-Garcia, Sanja Tomic, Alberto Lopera, Lluis Guijarro, Ivo Piantanida, Enrique Garcia-Espana
Bis-scorpiands bind nucleotides in water with 10-100 [small mu ]M affinity, with selectivity: at pH 7 pyridine-scorpiand toward CMP; at pH 5 phenanthroline-scorpiand toward AMP.
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Highly efficient stabilisation of meta-ethynylpyridine polymers with amide side chains in water by coordination of rare-earth metals

4 February, 2015 - 10:17

Org. Biomol. Chem., 2015, 13,1700-1707
DOI: 10.1039/C4OB02129K, PaperHiroki Makida, Hajime Abe, Masahiko Inouye
An amphiphilic meta-ethynylpyridine polymer with chiral amide side chains coordinated with rare-earth metal salts, especially strongly with Sc(III), to stabilise its helical structure with CD enhancement.
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Using Hansen solubility parameters to study the encapsulation of caffeine in MOFs

4 February, 2015 - 10:17

Org. Biomol. Chem., 2015, 13,1724-1731
DOI: 10.1039/C4OB01898B, PaperLorena Paseta, Gregory Potier, Steven Abbott, Joaquin Coronas
In this work the application of Hansen solubility parameters in the study of caffeine encapsulation in metal organic frameworks (MOFs) has been initiated.
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Cyclodextrin- and calixarene-based polycationic amphiphiles as gene delivery systems: a structure-activity relationship study

4 February, 2015 - 10:17

Org. Biomol. Chem., 2015, 13,1708-1723
DOI: 10.1039/C4OB02204A, PaperLaura Gallego-Yerga, Michela Lomazzi, Valentina Franceschi, Francesco Sansone, Carmen Ortiz Mellet, Gaetano Donofrio, Alessandro Casnati, Jose M. Garcia Fernandez
Multi-head/multi-tail facial amphiphiles built on cyclodextrin (CD) and calixarene (CA) scaffolds are paradigmatic examples of monodisperse gene delivery systems.
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Preparation of luminescent chemosensors by post-functionalization of vesicle surfaces

4 February, 2015 - 10:17

Org. Biomol. Chem., 2015, 13,1690-1699
DOI: 10.1039/C4OB02327G, PaperAndreas Muller, Burkhard Konig
A variety of luminescent chemosensors is obtained by post-functionalization of self-assembled phospholipid vesicles with receptor units ranging from metal complexes to aptamers.
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Molecular recognition of upper rim functionalized cavitand and its unique dimeric capsule in the solid state

4 February, 2015 - 10:17

Org. Biomol. Chem., 2015, 13,1647-1653
DOI: 10.1039/C4OB02251C, PaperMutsumi Kobayashi, Mei Takatsuka, Ryo Sekiya, Takeharu Haino
Calix[4]resorcinarene-based cavitand recognized the methyl group of the guests to form 1 : 1 host-guest complexes. In the solid state, the cavitand formed a dimeric capsule in which two molecules of nitromethane were entrapped by weak noncovalent interactions.
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Computational study on the intramolecular self-organization of the macrorings of some 'giant' cyclodextrins (CDn, n = 40, 70, 85, 100)

4 February, 2015 - 10:17

Org. Biomol. Chem., 2015, 13,1680-1689
DOI: 10.1039/C4OB02218A, PaperPetko M. Ivanov, Emanouil J. Atanassov, Carlos Jaime
A limited number of modes determine the overall deformations of the macrorings, which may have more than one cavity. Accordingly, they have the potential to accommodate more than one substrate molecule.
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Divergolide congeners illuminate alternative reaction channels for ansamycin diversification

4 February, 2015 - 10:17

Org. Biomol. Chem., 2015, 13,1618-1623
DOI: 10.1039/C4OB02244K, CommunicationLing Ding, Jakob Franke, Christian Hertweck
Isolation and structure elucidation of six new divergolides reveal unusual ansamycin diversification reactions including formation of the unusual isobutenyl side chain from a branched polyketide synthase extender unit, azepinone ring closure, macrolide ring contraction and formation of a seco variant by a neighboring group-assisted decarboxylation.
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Reactivity of aldehydes at the air-water interface. Insights from molecular dynamics simulations and ab initio calculations

4 February, 2015 - 10:17

Org. Biomol. Chem., 2015, 13,1673-1679
DOI: 10.1039/C4OB02029D, PaperMarilia T. C. Martins-Costa, Francisco F. Garcia-Prieto, Manuel F. Ruiz-Lopez
Computer simulations show that solvation effects at the air-water interface significantly influence the chemistry of aldehydes, enhancing for instance the benzaldehyde photolysis rate constant by one order of magnitude.
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UV-visible and 1H-15N NMR spectroscopic studies of colorimetric thiosemicarbazide anion sensors

4 February, 2015 - 10:17

Org. Biomol. Chem., 2015, 13,1662-1672
DOI: 10.1039/C4OB02091J, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Kristina N. Farrugia, Damjan Makuc, Agnieszka Podborska, Konrad Szacilowski, Janez Plavec, David C. Magri
Four model thiosemicarbazide anion chemosensors containing three N-H bonds, substituted with phenyl and/or 4-nitrophenyl units, were synthesised and studied for their anion binding abilities with hydroxide, fluoride, acetate, dihydrogen phosphate and chloride.
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Anion binding and transport properties of cyclic 2,6-bis(1,2,3-triazol-1-yl)pyridines

4 February, 2015 - 10:17

Org. Biomol. Chem., 2015, 13,1654-1661
DOI: 10.1039/C4OB02236J, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Tamara Merckx, Cally J. E. Haynes, Louise E. Karagiannidis, Harriet J. Clarke, Katie Holder, Alexandra Kelly, Graham J. Tizzard, Simon J. Coles, Peter Verwilst, Philip A. Gale, Wim Dehaen
The anion binding and membrane transport properties of a series of cyclic 2,6-bis-(1,2,3-triazolyl)-pyridine receptors with thiourea functionalities are reported.
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Studies towards asymmetric synthesis of 4(S)-11-dihydroxydocosahexaenoic acid (diHDHA) featuring cross-coupling of chiral stannane under mild conditions

4 February, 2015 - 10:17

Org. Biomol. Chem., 2015, 13,1624-1628
DOI: 10.1039/C4OB02324B, CommunicationRui Wang, John R. Falck
An efficient and asymmetric synthesis approach towards the biologically interesting molecule 4(S)-11-dihydroxydocosahexaenoic acid (diHDHA) was developed. This protocol mainly relied on our mild cross-coupling and asymmetric stannylation.
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