Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Exploring mutasynthesis to increase structural diversity in the synthesis of highly oxygenated polyketide lactones

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5304-5310
DOI: 10.1039/C4OB00717D, PaperJ. M. Botubol-Ares, M. J. Duran-Pena, A. J. Macias-Sanchez, J. R. Hanson, I. G. Collado, R. Hernandez-Galan
Four new highly oxygenated 11-membered lactones (11-14) were synthesized by a combination of metabolic engineering techniques with complex chemical substrate synthesis.
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Organocatalytic enantioselective allylic alkylation of MBH carbonates with [small beta]-keto esters

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5071-5076
DOI: 10.1039/C4OB00682H, CommunicationM. Kamlar, S. Hybelbauerova, I. Cisarova, J. Vesely
The highly stereoselective allylic alkylation of Morita-Baylis-Hillman carbonates with [small beta]-ketoesters catalysed by [small beta]-ICD is described.
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Pyrene chromophores for the photoreversal of psoralen interstrand crosslinks

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5260-5266
DOI: 10.1039/C4OB00603H, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence.Jens M. Stadler, Thorsten Stafforst
Peptide nucleic acids carrying various pyrene chromophores have been investigated to reverse psoralen DNA interstrand crosslinks in a photolyase-like manner.
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Marine natural products-inspired phenylmethylene hydantoins with potent in vitro and in vivo antitumor activities via suppression of Brk and FAK signaling

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5295-5303
DOI: 10.1039/C4OB00553H, PaperAsmaa A. Sallam, Mohamed M. Mohyeldin, Ahmed I. Foudah, Mohamed R. Akl, Sami Nazzal, Sharon A. Meyer, Yong-Yu Liu, Khalid A. El Sayed
The synthetic marine-inspired PMH analog 7 showed promising in vitro and in vivo antitumor effects against breast cancer via targeting Brk and FAK signaling pathways.
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Design, synthesis, conformational analysis and application of indolizidin-2-one dipeptide mimics

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5052-5070
DOI: 10.1039/C4OB00777H, Review ArticleArkady Khashper, William D. Lubell
Growth in the field of peptide mimicry over the past few decades has resulted in the synthesis of many new compounds and the investigation of novel pharmacological agents.
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Design, synthesis and evaluation of new tricyclic endoperoxides as potential antiplasmodial agents

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5212-5221
DOI: 10.1039/C4OB00787E, PaperJeremy Ruiz, Sonia Mallet-Ladeira, Marjorie Maynadier, Henri Vial, Christiane Andre-Barres
New tricyclic endoperoxides were obtained by a diastereoselective autoxidation; combined with 7-chloro-4-aminoquinoline, they display good antiplasmodial activities.
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Synthesis, characterization and biological evaluation of carboranylmethylbenzo[b]acridones as novel agents for boron neutron capture therapy

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5201-5211
DOI: 10.1039/C4OB00644E, PaperA. Filipa F. da Silva, Raquel S. G. R. Seixas, Artur M. S. Silva, Joana Coimbra, Ana C. Fernandes, Joana P. Santos, Antonio Matos, Jose Rino, Isabel Santos, Fernanda Marques
Acridone derivatives bearing carboranyl moieties as fluorescent probes for boron neutron capture therapy (BNCT) of the glioblastoma.
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Multicomponent reaction for the first synthesis of 2,2-dialkyl- and 2-alkyl-2-aralkyl-5,6-diaryl-2H-1,3-thiazines as scaffolds for various 3,4-dihydro-2H-1,3-thiazine derivatives

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5168-5181
DOI: 10.1039/C4OB00866A, PaperFabian Brockmeyer, Robin Schoemaker, Marc Schmidtmann, Jurgen Martens
2H-1,3-thiazines, prepared via a novel and efficient multicomponent reaction, can be used as scaffolds for the synthesis of diverse 3,4-dihydro-2H-1,3-thiazines.
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Methylthiodeoxynivalenol (MTD): insight into the chemistry, structure and toxicity of thia-Michael adducts of trichothecenes

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5144-5150
DOI: 10.1039/C4OB00458B, PaperPhilipp Fruhmann, Theresa Weigl-Pollack, Hannes Mikula, Gerlinde Wiesenberger, Gerhard Adam, Elisabeth Varga, Franz Berthiller, Rudolf Krska, Christian Hametner, Johannes Frohlich
Synthesis and investigation of MTD revealed characteristic hemiketalisation and partial detoxification as effects of thia-Michael addition to type B trichothecenes.
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Mercuration of thiacalix[4]arenes in the cone and 1,3-alternate conformations

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5136-5143
DOI: 10.1039/C4OB00799A, PaperF. Botha, S. Bohm, H. Dvorakova, V. Eigner, P. Lhotak
A monomercuration reaction of thiacalix[4]arenes immobilized in the cone or 1,3-alternate conformations gave a mixture of two regioisomers (meta and para) in approx. 4 : 1 and 2 : 1 ratios, respectively.
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Outstanding effects on antithrombin activity of modified TBA diastereomers containing an optically pure acyclic nucleotide analogue

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5235-5242
DOI: 10.1039/C4OB00149D, PaperM. Scuotto, M. Persico, M. Bucci, V. Vellecco, N. Borbone, E. Morelli, G. Oliviero, E. Novellino, G. Piccialli, G. Cirino, M. Varra, C. Fattorusso, L. Mayol
Optically pure modified acyclic nucleosides offer unique advantages in exploring the effect on thrombin inhibition of single residue modifications at key positions of TBA.
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Polyamine modification by acrolein exclusively produces 1,5-diazacyclooctanes: a previously unrecognized mechanism for acrolein-mediated oxidative stress

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5151-5157
DOI: 10.1039/C4OB00761A, PaperAyumi Tsutsui, Rie Imamaki, Shinobu Kitazume, Shinya Hanashima, Yoshiki Yamaguchi, Masato Kaneda, Shinya Oishi, Nobutaka Fujii, Almira Kurbangalieva, Naoyuki Taniguchi, Katsunori Tanaka
Polyamines were found to react with acrolein to produce 1,5-diazacyclooctane.
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A colorimetric and ratiometric fluorescent probe for the imaging of endogenous hydrogen sulphide in living cells and sulphide determination in mouse hippocampus

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5115-5125
DOI: 10.1039/C4OB00285G, PaperLing Zhang, Sai Li, Mei Hong, Yuqing Xu, Shuaishuai Wang, Yi Liu, Yong Qian, Jing Zhao
A naphthalimide-azide based colorimetric and ratiometric fluorescent probe has been developed for the selective and sensitive detection of hydrogen sulphide.
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Impact of mono- and disubstitution on the colorimetric dynamic covalent switching chalcone/flavanone scaffold

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5108-5114
DOI: 10.1039/C4OB00398E, PaperBrian M. Muller, Jesse Mai, Reid A. Yocum, Marc J. Adler
The impact of substitution on a novel colorimetric dynamic covalent switching scaffold was investigated using UV/Vis and NMR spectroscopy.
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An ESIPT fluorescent probe sensitive to protein [small alpha]-helix structures

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5250-5259
DOI: 10.1039/C4OB00405A, PaperNan Jiang, Chanli Yang, Xiongwei Dong, Xianglang Sun, Dan Zhang, Changlin Liu
A benzazole derivative, 1, was observed to undergo the excited-state intramolecular proton transfer (ESIPT) process with [small alpha]-helical proteins. The cell images showed a difference in the staining of normal and cancerous prostate cells by 1, which might be due to the different membrane protein levels.
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Pd-catalyzed carbonylation for the construction of tertiary and quaternary carbon centers with sp3 carbon partners

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5243-5249
DOI: 10.1039/C4OB00568F, PaperWei Lu, Yang Li, Chao Wang, Dong Xue, Jian-Gang Chen, Jianliang Xiao
The first examples of a Pd-catalyzed carbonylation of aryl boronic acids with sp3 carbon partners are presented.
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Multivalent agents containing 1-substituted 2,3,4-trihydroxyphenyl moieties as novel synthetic polyphenols directed against HIV-1

29 June, 2014 - 03:54

Org. Biomol. Chem., 2014, 12,5278-5294
DOI: 10.1039/C4OB00445K, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Aida Flores, Maria Jose Camarasa, Maria Jesus Perez-Perez, Ana San-Felix, Jan Balzarini, Ernesto Quesada
A series of synthetic polyphenols inspired by the multivalent architecture of naturally-occurring hydrolysable tannins exhibited selective inhibitory activity against HIV-1.
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Unusual truncation of N-acylated peptoids under acidic conditions

29 June, 2014 - 03:54

Org. Biomol. Chem., 2014, 12,5222-5226
DOI: 10.1039/C3OB42572J, PaperSoomin Kim, Goutam Biswas, Shinae Park, Arim Kim, Hyunjung Park, Eunsook Park, Jeongmi Kim, Yong-Uk Kwon
Systematic studies on the unusual truncation of N-acylated peptoids were carried out to examine the electronic effects of acyl groups, and thus to control the formation of deletion sequences based on a plausible mechanism.
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A unifying mechanism for the rearrangement of vinyl allene oxide geometric isomers to cyclopentenones

27 June, 2014 - 03:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00562G, PaperAdan B. Gonzalez-Perez, Alexander Grechkin, Angel R. de Lera
Z-Vinyl allene oxides are predicted to rearrange with high fidelity to stereodefined cyclopentenones through intermediate cyclopropanones.
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Fluoroacetate biosynthesis from the marine-derived bacterium Streptomyces xinghaiensis NRRL B-24674

25 June, 2014 - 02:54

Org. Biomol. Chem., 2014, 12,4828-4831
DOI: 10.1039/C4OB00970C, CommunicationSheng Huang, Long Ma, Ming Him Tong, Yi Yu, David O'Hagan, Hai Deng
Streptomyces xinghaiensis is the first fluorometabolite producing microorganism identified from the marine environment.
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