Archive for the ‘Cover articles’ Category

Inside Organic & Biomolecular Chemistry issue 41 – online now

OBC issue 41 is now online, and ready for you to browse to your heart’s content. So what have we got for you this week? Well…

On the front cover:
A HOT paper by Hans-Wolfgang Klafki, Hans-Joachim Knölker and co-workers, who describe the synthesis of novel tripartite structures and extensive studies on their structure-activity relations in cell-based assays. They report, in detail, the effect of different lipophilic membrane anchors and spacers on the activity of tripartite structures carrying the prototype peptidic pharmacophore GL189.

Optimisation of BACE1 inhibition of tripartite structures by modification of membrane anchors, spacers and pharmacophores – development of potential agents for the treatment of Alzheimer’s disease
Philipp Linning, Ute Haussmann, Isaak Beyer, Sebastian Weidlich, Heinke Schieb, Jens Wiltfang, Hans-Wolfgang Klafki and Hans-Joachim Knölker

On the inside cover:
In this HOT perspective Helen E. Blackwell and colleagues at University of Wisconsin-Madison provide an overview of the use of chemical probes and techniques in quorum sensing research, highlighting throughout how the diversity of chemical techniques can complement biological approaches and ultimately lead to an improved understanding of bacterial quorum sensing.

Chemical methods to interrogate bacterial quorum sensing pathways
Thanit Praneenararat, Andrew G. Palmer and Helen E. Blackwell

As always both cover articles are free to access for the next 6 weeks.



Also in this issue of OBC is a HOT article that featured in Chemistry World recently:

Triterpenoids functionalized at C-2 as diagenetic transformation products of 2,3-dioxygenated triterpenoids from higher plants in buried wood
Gilles Schnell, Philippe Schaeffer, Estelle Motsch and Pierre Adam

For all this and much more, have a look at OBC issue 41 today.

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Molecular fossils: new compounds from 4900-year-old wood

If you dug up a wooden artefact, how could you tell what type of tree it came from? French chemists have identified unique molecules from an ancient piece of oak that could hold the key.

Pierre Adam and co-workers from the University of Strasbourg, France, used gas chromatography-mass spectrometry to identify triterpenoid molecules, which appear to be related to the natural product oleanane, in a 4900-year-old wood sample collected from river sediments. The discovered triterpenoids are unusual as they only have an oxygen-containing functional group at the C-2 position, while triterpenoids from living trees either have this at C-3 or both C-2 and C-3. This crucial difference could be due to chemical breakdown of the molecules by micro-organisms in the environment where the wood is buried.

The transformation is important, as the structure of the molecules identified today can be directly traced back to the natural molecules that existed in the living wood, so they can be linked.

Read the full article in Chemistry World

And read the OBC paper, highlighted as being HOT by the referees, for free here:
Triterpenoids functionalized at C-2 as diagenetic transformation products of 2,3-dioxygenated triterpenoids from higher plants in buried wood
Gilles Schnell, Philippe Schaeffer, Estelle Motsch and Pierre Adam
DOI: 10.1039/C2OB26191J

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OBC issue 40 now online!

The cover of this week’s issue of OBC highlights the work of Florian Hollfelder and colleagues at University of Cambridge. This HOT paper from Hollfelder et al. presents kinetic and computational evidence that hydrolytic reactions of sulfonate esters proceed with a two-step mechanism involving a pentavalent intermediate for poorer leaving groups.

Kinetic and computational evidence for an intermediate in the hydrolysis of sulfonate esters
Ann C. Babtie, Marcelo F. Lima, Anthony J. Kirby and Florian Hollfelder
DOI: 10.1039/C2OB25699A

The inside cover features the work of Lechosław Latos-Grażyński and co-workers showing that a N-confused porphyrin undergoes controlled regionselective phosphorylations at the inner, outer or both carbon atoms of the inverted pyrrole ring.

Regioselective phosphorylation and thiophosphorylation of N-confused porphyrin: a route to hybrid carbaporphyrinoids
Norbert Grzegorzek, Lechosław Latos-Grażyński and Ludmiła Szterenberg
DOI: 10.1039/C2OB26019K

Both covers are free to access for the next 6 weeks.

Also featuring in this issue are 2 more articles marked as being HOT be the referees:

Metal-free reactions of alkynes via electrophilic iodocarbocyclizations
Adeline Palisse and Stefan F. Kirsch
DOI: 10.1039/C2OB26508G

Highly enantioselective synthesis of Warfarin and its analogs catalysed by primary amine–phosphinamide bifunctional catalysts
Juan Dong and Da-Ming Du
DOI: 10.1039/C2OB26334C

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OBC issue 39 out now

On the front cover of this issue of OBC Chun Liu and colleagues, at Dalian University of Technology, report a fast and efficient ligand-free protocol for the synthesis of N-heteroaryl substituted 9-arylcarbazolyl derivatives under aerobic and aqueous conditions using a palladium catalyst.

A highly efficient and aerobic protocol for the synthesis of N-heteroaryl substituted 9-arylcarbazolyl derivatives via a palladium-catalyzed ligand-free Suzuki reaction
Xiaofeng Rao, Chun Liu, Jieshan Qiu and Zilin Jin

The inside cover features the work of James D. White and co-workers, Oregon State University, describing the total synthesis of phorboxazole A, one of the most potent antitumor marine macrolide natural products with a challenging structure.

Total synthesis of the marine toxin phorboxazole A using palladium(II)-mediated intramolecular alkoxycarbonylation for tetrahydropyran synthesis
Punlop Kuntiyong, Tae Hee Lee, Christian L. Kranemann and James D. White

Also featuring in this issue are 4 Communications: 

Rationally-designed fluorescent lysine riboswitch probes
Pradeep Budhathoki, Lina F. Bernal-Perez, Onofrio Annunziata and Youngha Ryu

A novel copper-catalyzed reductive coupling of N-tosylhydrazones with H-phosphorus oxides

Lei Wu, Xiǎo Zhang, Qing-Qing Chen and An-Kun Zhou

Rapid synthesis of substituted pyrrolines and pyrrolidines by nucleophilic ring closure at activated oximes

Nandkishor Chandan, Amber L. Thompson and Mark G. Moloney

KI-catalyzed imidation of sp3 C–H bond adjacent to amide nitrogen atom

Zhi-Qi Lao, Wen-He Zhong, Qing-Hua Lou, Zhong-Jun Li and Xiang-Bao Meng

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OBC issue 38 online now: Kulinkovich cyclopropanation, organozinc halides and much, much more

OBC issue 38 front coverFeaturing on this week’s front cover is a review from Margaret A. Brimble summarising the application of the Kulinkovich cyclopropanation in the transformation of esters with diisopropoxytitanacyclopropane derivatives into cyclopropanols in the total synthesis of natural biologically active compounds.

The Kulinkovich hydroxycyclopropanation reaction in natural product synthesis
Isabell Haym and Margaret A. Brimble

OBC issue 38 inside coverOn the inside cover is a HOT communication from Ying Fu et al. presenting a general procedure for the nucleophilic addition of organozinc halides to nitrones using trimethylsilyl chloride as a promoter and as a good protection reagent for the sensitive N-hydroxylamine group.

Trimethylsilyl chloride promoted synthesis of α-branched amines by nucleophilic addition of organozinc halides to nitrones
Ying Fu, Yanhua Liu, Yaojuan Chen, Helmut M. Hügel, Minzhu Wang, Danfeng Huang and Yulai Hu

Both articles are free to access for 6 weeks

Also in this issue:

3 more HOT articles:

Catalytic asymmetric synthesis of butane diacetal-protected (4S,5S)-dihydroxycyclohexen-1-one and use in natural product synthesis
David J. Burns, Shuji Hachisu, Peter O’Brien and Richard J. K. Taylor
DOI: 10.1039/C2OB26406D

An alternative one-pot gold-catalyzed approach to the assembly of 11H-indolo[3,2-c]quinolines
Giorgio Abbiati, Antonio Arcadi, Marco Chiarini, Fabio Marinelli, Emanuela Pietropaolo and Elisabetta Rossi
DOI: 10.1039/C2OB26380G

Steric effects on the catalytic activities of zinc(II) complexes containing [12]aneN3 ligating units in the cleavage of the RNA and DNA model phosphates
Yang Song, Ju Zan, Hao Yan, Zhong-Lin Lu and Ruibing Wang
DOI: 10.1039/C2OB25624J

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Stimulate your senses with OBC issue 37

OBC issue 37 has arrived, hot off the press, so why not put your feet up and have a cup of coffee as you browse through its contents. Prefer decaf? Well the work on this week’s front cover might be able to help you find out if that coffee you have really is decaffeinated…

…. Kay Severin and colleagues from École Polytechnique Fédérale de Lausanne (EPFL) have synthesised a dye (3,4:3’,4’-bibenzo[b]thiophene-2,2’-disulfonate) that can be used as a sensitive and selective molecular probe for the fluorimetric detection of caffeine in water with a better sensitivity and selectivity than previously reported caffeine sensors.

A ratiometric fluorescence sensor for caffeine
Nicolas Luisier, Albert Ruggi, Stephan N. Steinmann, Laurane Favre, Nicolas Gaeng, Clémence Corminboeuf and Kay Severin

On the inside cover is a communication from P. Venkatesu et al. demonstrating the ability of water and a protic ionic liquid, triethyl ammonium phosphate (TEAP) to act as refolding additives for the urea-induced chemical denaturated state of the two enzymes, α-chymotrypsin and succinylated Con A. Water and TEAP are shown to efficient and effective additives, with the enzymatic activity of the enzymes’ being regained and in some cases even enhanced.

Water and a protic ionic liquid acted as refolding additives for chemically denatured enzymes
Pankaj Attri, P. Venkatesu and Anil Kumar

Both articles can be downloaded free for the next 6 weeks, and they are just a click away….

Go to the issue….

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OBC issue 36 online now!

It’s all getting a bit fruity on the cover of this week’s issue of OBC thanks to the work of Sungwoo Hong and co-workers from Korea Advanced Institute of Science and Technology. Hong et al. present the impressive catalytic effects of Fe(OTf)3 in the Pd(II)-catalyzed conjugate addition of arylboronic acids to chromones to give a variety of flavanones, which exclusively yield flavone analogs when of catalytic amounts of DDQ and KNO2 are added.

Synthetic approach to flavanones and flavones via ligand-free palladium(II)-catalyzed conjugate addition of arylboronic acids to chromones
Donghee Kim, Kyungrok Ham and Sungwoo Hong

The inside cover highlights the work of Alexander V. Butin and colleagues, who have developed a simple method for the transformation of furfural, a large-scale product from the processing of agricultural and forestry wastes, into the  potent pharmacologically active compounds indolo[3,2-c]quinolines and isocryptolepines.

From biomass to medicines. A simple synthesis of indolo[3,2-c]quinolines, antimalarial alkaloid isocryptolepine, and its derivatives
Maxim G. Uchuskin, Arkady S. Pilipenko, Olga V. Serdyuk, Igor V. Trushkov and Alexander V. Butin

Both of these cover articles will be free to access for the next 6 weeks.

Also of interest in this issue is the review:

Organic fluorine as a polypeptide building element: in vivo expression of fluorinated peptides, proteins and proteomes

from L. Merkel and N. Budisa who present the most recent advances in the field of protein biosynthesis using fluorinated amino acids.

Read the entire issue HERE today!

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OBC issue 35 online now, read it today!

Issue 35 of Organic & Biomolecular Chemistry is now available online for you to access today!

On the front cover this weeks is the work of Chi-Ming Che and colleagues from The University of Hong Kong, who present a gold(I)/chiral Brønsted acid cooperative catalytic system for the efficient one-pot asymmetric synthesis of tetrahydroquinolines, with one or two chiral centres at different positions as well as highly divergent functional groups, from reaction of 2-aminobenzaldehydes or 2-aminophenones with alkynes.

Highly regio-, diastereo- and enantioselective one-pot gold/chiral Brønsted acid-catalysed cascade synthesis of bioactive diversely substituted tetrahydroquinolines
Xin-Yuan Liu, Ya-Ping Xiao, Fung-Ming Siu, Li-Chen Ni, Yong Chen, Lin Wang and Chi-Ming Che
DOI: 10.1039/C2OB25753J

The inside cover highlights the work of Prasat Kittakoop et al. on the isolation, characterization, and biological activities of a novel tricyclic polyketide, 2 of its biosynthetic congeners as well as austdiol, a known azaphilone, from the endophytic fungus Dothideomycete sp., which was isolated from the Thai medicinal plant, Tiliacora triandra.

A novel tricyclic polyketide and its biosynthetic precursor azaphilone derivatives from the endophytic fungus Dothideomycete sp
Sarath P. D. Senadeera, Suthep Wiyakrutta, Chulabhorn Mahidol, Somsak Ruchirawat and Prasat Kittakoop
DOI: 10.1039/C2OB25959A

Read this issue, and previous issues, today!

Do you have an image you think would look good on a cover? Why not let us know when you submit your work to us.

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OBC issue 34 now online

Forget the pot of gold at the end of the rainbow, this week it’s all about getting you hands on issue 34 of Organic & Biomolecular Chemistry and its technicoloured covers.

On the front cover Hidemitsu Uno, Ehime University, and colleagues have prepared potential selective near-infrared (NIR) dyes by the fusion of boron-dipyrromethene (BODIPY) chromophores. Uno et al. designed these π-fused bis-BODIPY chromophores to show intensive absorption and strong fluorescence in the near-infrared region and not to have any strong absorption in the visible region.

π-Fused bis-BODIPY as a candidate for NIR dyes
Mitsunori Nakamura, Hiroyuki Tahara, Kohtaro Takahashi, Toshi Nagata, Hiroki Uoyama, Daiki Kuzuhara, Shigeki Mori, Tetsuo Okujima, Hiroko Yamada and Hidemitsu Uno

The inside cover from Xin-Dong Jiang, Henan University, and co-workers demonstrates the synthesis of a novel BODIPY from a 3,4,4a-trihydroxanthene-fused pyrrole, that is non-cytotoxic and so is suited to the labeling of living cells in the NIR region.

A NIR BODIPY dye bearing 3,4,4a-trihydroxanthene moieties
Xin-Dong Jiang, Ruina Gao, Yi Yue, Guo-Tao Sun and Weili Zhao

Also in this issue is a review by Liqun Jin and Aiwen Lei which presents insights into the elementary steps in Negishi coupling through kinetic investigations.

Read the complete issue here…. and as always the cover articles will be free to access for the next 6 weeks!

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OBC issue 33 now online: a tool for RNA conjugation and iodine cyclisations on the covers

Crack open this week’s issue over your coffee break and have a read…

On the front cover:

Strap yourself in with this week’s front cover highlighting the work of Ishwar Singh and co-workers who have developed a fast, strain promoted cycloaddition as a tool for RNA conjugation on the solid phase exploiting the cycloaddition of a series of RNA-cyclooctynes with both azide (strain-promoted azide–alkyne cycloaddition) and nitrile oxide dipoles (strain-promoted nitrile oxide–alkyne cycloaddition). Singh et al. say that the reaction is compatible with 2’-OMe blocking as well as with 2’-O-TBDMS protection on the ribose moieties of the sugar.

Fast RNA conjugations on solid phase by strain-promoted cycloadditions
Ishwar Singh, Colin Freeman, Annemieke Madder, Joseph S. Vyle and Frances Heaney
DOI: 10.1039/C2OB25628B

On the inside front cover:

Ming-Jung Wu and colleagues, National Sun Yat-sen University, have developed an efficient synthetic method to convert enynylpyrazoles to pyrazolo[1,5-a]pyridines and 6-iodopyrazolo[1,5-a]pyridines by gold-catalyzed cyclisation and iodinemediated cyclisation reactions, respectively. Wu et al. go on to demonstrate the synthetic utility of this by preparing a p38 kinase inhibitor.

Au(I)-catalyzed and iodine-mediated cyclization of enynylpyrazoles to provide pyrazolo[1,5-a]pyridines
Hung-Chou Wu, Chia-Wen Yang, Long-Chih Hwang and Ming-Jung Wu
DOI: 10.1039/C2OB25973G

Read both these articles for free for 6 weeks!

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