Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Tricyclic dihydrobenzoxazepine and tetracyclic indole derivatives can specifically target bacterial DNA ligases and can distinguish them from human DNA ligase I

12 May, 2015 - 11:17

Org. Biomol. Chem., 2015, 13,5475-5487
DOI: 10.1039/C5OB00439J, PaperNisha Yadav, Taran Khanam, Ankita Shukla, Niyati Rai, Kanchan Hajela, Ravishankar Ramachandran
DNA ligases are critical components for DNA metabolism in all organisms.
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Topochemical polymerization of unsymmetrical aryldiacetylene supramolecules with nitrophenyl substituents utilizing C-H[small pi] interactions

12 May, 2015 - 11:17

Org. Biomol. Chem., 2015, 13,5467-5474
DOI: 10.1039/C5OB00435G, PaperShichao Wang, Yong Li, Hui Liu, Jinpeng Li, Tiesheng Li, Yangjie Wu, Shuji Okada, Hachiro Nakanishi
The synthesis and solid-state polymerization of unsymmetrical aryldiacetylene supramolecules with nitrophenyl substituents.
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An efficient total synthesis of leukotriene B4

12 May, 2015 - 11:17

Org. Biomol. Chem., 2015, 13,5412-5417
DOI: 10.1039/C5OB00473J, PaperKaroline Gangestad Primdahl, Jorn Eivind Tungen, Marius Aursnes, Trond Vidar Hansen, Anders Vik
A convergent and stereoselective synthesis of leukotriene B4 has been achived in 5% yield over 10 steps in the longest linear sequence.
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Discovery of 4-acetyl-3-(4-fluorophenyl)-1-(p-tolyl)-5-methylpyrrole as a dual inhibitor of human P-glycoprotein and Staphylococcus aureus Nor A efflux pump

12 May, 2015 - 11:17

Org. Biomol. Chem., 2015, 13,5424-5431
DOI: 10.1039/C5OB00246J, PaperJaideep B. Bharate, Samsher Singh, Abubakar Wani, Sadhana Sharma, Prashant Joshi, Inshad A. Khan, Ajay Kumar, Ram A. Vishwakarma, Sandip B. Bharate
Pyrroles showed dual inhibition of human P-gp and S. aureus Nor A efflux pump.
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Design and synthesis of analogues of natural products

12 May, 2015 - 11:17

Org. Biomol. Chem., 2015, 13,5302-5343
DOI: 10.1039/C5OB00169B, Review ArticleOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence.Martin E. Maier
In this article strategies for the design and synthesis of natural product analogues are summarized and illustrated with some selected examples.
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Understanding thio-effects in simple phosphoryl systems: role of solvent effects and nucleophile charge

12 May, 2015 - 11:17

Org. Biomol. Chem., 2015, 13,5391-5398
DOI: 10.1039/C5OB00309A, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Alexandra T. P. Carvalho, AnnMarie C. O'Donoghue, David R. W. Hodgson, Shina C. L. Kamerlin
Detailed quantum chemical calculations provide insight on the origin of large differences in experimental thio-effects for the hydrolysis of (thio)phosphodichloridates by water and hydroxide nucleophiles.
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Peptide-DNA conjugates as tailored bivalent binders of the oncoprotein c-Jun

12 May, 2015 - 11:17

Org. Biomol. Chem., 2015, 13,5385-5390
DOI: 10.1039/C5OB00318K, PaperElena Pazos, Cecilia Portela, Cristina Penas, M. Eugenio Vazquez, Jose L. Mascarenas
A designed disrupter of the DNA complexes of oncoproteins Fos and Jun is reported.
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Aspartic acid based nucleoside phosphoramidate prodrugs as potent inhibitors of hepatitis C virus replication

10 May, 2015 - 10:54

Org. Biomol. Chem., 2015, 13,5158-5174
DOI: 10.1039/C5OB00427F, PaperMunmun Maiti, Mohitosh Maiti, Jef Rozenski, Steven De Jonghe, Piet Herdewijn
A series of novel nucleoside phosphoramidate protides has been synthesized and shown as potent inhibitors of hepatitis C virus replication. The conjugates are having a diverse structural variation in the promoiety part and can be catalytically processed to deliver active nucleotides.
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Photocleavable ligands for protein decoration of DNA nanostructures

10 May, 2015 - 10:54

Org. Biomol. Chem., 2015, 13,5102-5104
DOI: 10.1039/C5OB00316D, CommunicationJosipa Brglez, Ishtiaq Ahmed, Christof M. Niemeyer
Amino-reactive, photocleavable modifiers bearing small-molecule hapten groups were incorporated into DNA origami to control binding of cognate proteins.
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Iron- or silver-catalyzed oxidative fluorination of cyclopropanols for the synthesis of [small beta]-fluoroketones

10 May, 2015 - 10:54

Org. Biomol. Chem., 2015, 13,5105-5109
DOI: 10.1039/C5OB00632E, CommunicationShichao Ren, Chao Feng, Teck-Peng Loh
The FeIII- or AgI-catalyzed oxidative fluorination of cyclopropanols via radical rearrangement is disclosed.
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Facile chemoenzymatic synthesis of biotinylated heparosan hexasaccharide

10 May, 2015 - 10:54

Org. Biomol. Chem., 2015, 13,5098-5101
DOI: 10.1039/C5OB00462D, CommunicationBaolin Wu, Na Wei, Vireak Thon, Mohui Wei, Zaikuan Yu, Yongmei Xu, Xi Chen, Jian Liu, Peng George Wang, Tiehai Li
A biotinylated heparosan hexasaccharide was synthesized by a facile chemoenzymatic approach in a one-pot multi-enzyme fashion.
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Organocatalytic diastereoselective synthesis of chiral decalines through the domino Claisen-Schmidt/Henry reaction

10 May, 2015 - 10:54

Org. Biomol. Chem., 2015, 13,5110-5114
DOI: 10.1039/C5OB00562K, CommunicationAdluri B. Shashank, Dhevalapally B. Ramachary
General and operative domino Claisen-Schmidt/Henry (CS/H) reaction has been revealed to obtain highly substituted chiral decalines in good yields with excellent ees and des by using push-pull enamine catalysis.
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Studies on the synthesis, stability and conformation of 2-sulfonyl-oxetane fragments

8 May, 2015 - 10:17

Org. Biomol. Chem., 2015, 13,5265-5272
DOI: 10.1039/C5OB00549C, PaperK. F. Morgan, I. A. Hollingsworth, J. A. Bull
A library of 2-sulfonyl oxetane fragments has been synthesised and elaborated into lead-like compounds. The oxetane derivatives were stable to acidic and basic conditions and have 3-preferred conformations.
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Cyclodextrin-peptide conjugates for sequence specific DNA binding

8 May, 2015 - 10:17

Org. Biomol. Chem., 2015, 13,5273-5278
DOI: 10.1039/C5OB00609K, PaperYara Ruiz Garcia, Jan Zelenka, Y. Vladimir Pabon, Abhishek Iyer, Milos Budesinsky, Tomas Kraus, C. I. Edvard Smith, Annemieke Madder
CD-peptide conjugates were synthesized via CuAAC. Though the CD cavity size was shown to influence the binding affinity of the compounds, all constructs recognize and bind the cognate CRE dsDNA.
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Unique photophysical properties of 9-styryl-1,2-dihydropyrrolo[3,4-[small beta]]indolizin-3-one and its efficient synthesis via direct C-H activation

8 May, 2015 - 10:17

Org. Biomol. Chem., 2015, 13,5202-5208
DOI: 10.1039/C5OB00551E, PaperEun Joung Choi, Seung Bum Park
A styryl Seoul-Fluor (SF) skeleton was rationally designed by introducing an olefin unit at the C-9 of 1,2-dihydropyrrolo[3,4-[small beta]]indolizin-3-one via regioselective direct C-H activation, affording average 39 nm of bathochromic shift.
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Regioselective sulfamoylation at low temperature enables concise syntheses of putative small molecule inhibitors of sulfatases

8 May, 2015 - 10:17

Org. Biomol. Chem., 2015, 13,5279-5284
DOI: 10.1039/C5OB00211G, PaperDuncan C. Miller, Benoit Carbain, Gary S. Beale, Sari F. Alhasan, Helen L. Reeves, Ulrich Baisch, David R. Newell, Bernard T. Golding, Roger J. Griffin
An improved synthesis from D-glucosamine of a purported Sulf-2 inhibitor is described, with assay data for this compound and analogues showing only weak inhibition of Sulf-2, and sulfatases ARSA or ARSB.
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Size-optimized galactose-capped gold nanoparticles for the colorimetric detection of heat-labile enterotoxin at nanomolar concentrations

6 May, 2015 - 09:54

Org. Biomol. Chem., 2015, 13,5215-5223
DOI: 10.1039/C5OB00447K, PaperVivek Poonthiyil, Vladimir B. Golovko, Antony J. Fairbanks
Galactose-capped gold nanoparticles size-dependently sense the bacterial lectin, heat-labile enterotoxin, allowing selective colorimetric toxin detection at 100 nM.
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Metal-free cascade cyclization of alkenes toward perfluorinated oxindoles

6 May, 2015 - 09:54

Org. Biomol. Chem., 2015, 13,5285-5288
DOI: 10.1039/C5OB00454C, PaperShi Tang, Zhi-Hao Li, Ming-Wei Wang, Zhi-Ping Li, Rui-Long Sheng
A simple AIBN-mediated cyclization reaction of activated alkenes toward perfluorinated oxindoles is developed.
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Stereogenic [small alpha]-carbons determine the shape and topology of [13]-macrodilactones

6 May, 2015 - 09:54

Org. Biomol. Chem., 2015, 13,5086-5089
DOI: 10.1039/C5OB00402K, CommunicationAnniefer N. Magpusao, Kelli Rutledge, Brandon Q. Mercado, Mark W. Peczuh
The configuration of [small alpha]-stereogenic centers affects the shape and topology of [13]-macrodilactones. When one [small alpha]-stereogenic center is substituted, it directs the planar chirality of the macrocycle; when two centers are substituted, both the shape and the topology are influenced.
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Gold-catalysed glycosylation reaction using an easily accessible leaving group

6 May, 2015 - 09:54

Org. Biomol. Chem., 2015, 13,5094-5097
DOI: 10.1039/C5OB00248F, CommunicationSrinivasa Rao Koppolu, Ramana Niddana, Rengarajan Balamurugan
Development of a simple leaving group for the gold-catalysed glycosylation has been achieved.
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