Royal Society of Chemistry

Theoretical insight into the antioxidant properties of melatonin and derivatives

Org. and Biomol. Chem. - 19 hours 45 min ago

Org. Biomol. Chem., 2014, 12,7820-7827
DOI: 10.1039/C4OB01396D, PaperJeffrey R. Johns, James A. Platts
Density functional theory calculations on melatonin, metabolites and synthetic derivatives thereof, and a range of other biological antioxidant molecules are presented, with a view to understanding the antioxidant ability of these molecules.
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The first synthesis of the antiangiogenic homoisoflavanone, cremastranone

Org. and Biomol. Chem. - 19 hours 45 min ago

Org. Biomol. Chem., 2014, 12,7673-7677
DOI: 10.1039/C4OB01604A, CommunicationBit Lee, Halesha D. Basavarajappa, Rania S. Sulaiman, Xiang Fei, Seung-Yong Seo, Timothy W. Corson
The homoisoflavanone cremastranone is synthesized for the first time and shown to block human retinal endothelial cell angiogenesis in vitro.
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9-Amino-(9-deoxy)cinchona alkaloid-derived new chiral phase-transfer catalysts

Org. and Biomol. Chem. - 19 hours 45 min ago

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01648C, PaperWenwen Peng, Jingwei Wan, Bing Xie, Xuebing Ma
9-Amino-(9-deoxy)cinchona alkaloid-derived chiral phase-transfer catalysts achieved high yields (92-99%) and excellent enantioselectivities (87-96% ee) in the enantioselective [small alpha]-alkylation of glycine Schiff base.
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Iron-catalyzed direct difunctionalization of alkenes with dioxygen and sulfinic acids: a highly efficient and green approach to [small beta]-ketosulfones

Org. and Biomol. Chem. - 19 hours 45 min ago

Org. Biomol. Chem., 2014, 12,7678-7681
DOI: 10.1039/C4OB01369G, CommunicationWei Wei, Jiangwei Wen, Daoshan Yang, Min Wu, Jinmao You, Hua Wang
A novel and efficient iron-catalyzed direct difunctionalization of alkenes with sulfinic acids and dioxygen for the synthesis of [small beta]-ketosulfones has been developed.
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Enantioselective copper catalysed C-H insertion reaction of 2-sulfonyl-2-diazoacetamides to form [gamma]-lactams

Org. and Biomol. Chem. - 19 hours 45 min ago

Org. Biomol. Chem., 2014, 12,7612-7628
DOI: 10.1039/C4OB01430H, PaperLeslie Ann Clarke, Aoife Ring, Alan Ford, Abhijeet S. Sinha, Simon E. Lawrence, Anita R. Maguire
The first enantioselective copper catalysed intramolecular C-H insertion reactions of 2-sulfonyl-2-diazoacetamides is reported.
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Nitroso Diels-Alder (NDA) reaction as an efficient tool for the functionalization of diene-containing natural products

Org. and Biomol. Chem. - 19 hours 45 min ago

Org. Biomol. Chem., 2014, 12,7445-7468
DOI: 10.1039/C4OB01033G, Review ArticleSerena Carosso, Marvin J. Miller
This review describes the use of nitroso Diels-Alder reactions for the functionalization of complex diene-containing natural products in order to generate libraries of compounds with potential biological activity.
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Total synthesis and biological evaluation of atrop-O-benzyl-desmethylabyssomicin C

Org. and Biomol. Chem. - 19 hours 45 min ago

Org. Biomol. Chem., 2014, 12,7682-7685
DOI: 10.1039/C4OB01436G, CommunicationR. Matovic, F. Bihelovic, M. Gruden-Pavlovic, R. N. Saicic
The desmethyl analogue of abyssomicin C was synthesized. The synthetic analogue retained its antibacterial activity, whereas its cytotoxicity decreased for three orders of magnitude, as compared to the natural product.
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Synthesis and evaluation of a photoresponsive quencher for fluorescent hybridization probes

Org. and Biomol. Chem. - 19 hours 45 min ago

Org. Biomol. Chem., 2014, 12,7844-7858
DOI: 10.1039/C4OB01185F, PaperMarina Kovaliov, Chaim Wachtel, Eylon Yavin, Bilha Fischer
dUDAB modified probes are promising probes for gene quantification in real-time PCR detection and as photoswitchable devices.
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Recent developments in transition metal-catalysed spiroketalisation

Org. and Biomol. Chem. - 19 hours 45 min ago

Org. Biomol. Chem., 2014, 12,7423-7432
DOI: 10.1039/C4OB01325E, PerspectiveRachelle Quach, Daniel F. Chorley, Margaret A. Brimble
This perspective updates recent developments (since 2012) in the synthesis of spiroketals using transition metal catalysis.
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Recognition of double-stranded DNA using energetically activated duplexes with interstrand zippers of 1-, 2- or 4-pyrenyl-functionalized O2[prime or minute]-alkylated RNA monomers

Org. and Biomol. Chem. - 19 hours 45 min ago

Org. Biomol. Chem., 2014, 12,7758-7773
DOI: 10.1039/C4OB01183J, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Saswata Karmakar, Andreas S. Madsen, Dale C. Guenther, Bradley C. Gibbons, Patrick J. Hrdlicka
Energetically activated double-stranded probes with interstrand arrangements of intercalator-functionalized nucleotides enable recognition of mixed-sequence DNA with single nucleotide fidelity.
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1,3-Halogen migration as an entry to aryl coppers from an unintuitive starting material

Org. and Biomol. Chem. - 19 hours 45 min ago

Org. Biomol. Chem., 2014, 12,7655-7658
DOI: 10.1039/C4OB01294A, PerspectiveR. J. Van Hoveln, S. C. Schmid, J. M. Schomaker
Cu-catalyzed 1,3-halogen migration provides a unique way to generate reactive aryl copper species for arene functionalizations.
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Thiomyristoyl peptides as cell-permeable Sirt6 inhibitors

Org. and Biomol. Chem. - 19 hours 45 min ago

Org. Biomol. Chem., 2014, 12,7498-7502
DOI: 10.1039/C4OB00860J, CommunicationBin He, Jing Hu, Xiaoyu Zhang, Hening Lin
Potent mechanism-based Sirt6 inhibitors.
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Generalized access to fluorinated [small beta]-keto amino compounds through asymmetric additions of [small alpha],[small alpha]-difluoroenolates to CF3-sulfinylimine

Org. and Biomol. Chem. - 19 hours 45 min ago

Org. Biomol. Chem., 2014, 12,7836-7843
DOI: 10.1039/C4OB01575D, PaperChen Xie, Lingmin Wu, Haibo Mei, Vadim A. Soloshonok, Jianlin Han, Yi Pan
Asymmetric reactions between CF3-containing N-imines and [small alpha],[small alpha]-difluoroenolates giving [small beta]-keto-amino compounds featuring the R-CO-CF2-CH(NH2)-CF3 moiety with high yields and diastereoselectivities were developed.
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AcOH-mediated dichloroimination of indoles using chloramine-B: a facile access to 2,3-functionalized indolines

Org. and Biomol. Chem. - 19 hours 45 min ago

Org. Biomol. Chem., 2014, 12,7494-7497
DOI: 10.1039/C4OB01179A, CommunicationXiaozu Liu, Qinghong Hu, Zeli Yuan, Peijun Liu
A mild method for the efficient synthesis of 3,3-dichloro-2-sulfonyliminoindolines via AcOH-mediated dichloroimination of indoles using chloramine-B is described.
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Palladium-catalyzed ortho-acylation of 2-benzyl-1,2,3-triazoles with aldehydes

Org. and Biomol. Chem. - 19 hours 45 min ago

Org. Biomol. Chem., 2014, 12,7474-7477
DOI: 10.1039/C4OB01406E, CommunicationQingshan Tian, Ping He, Chunxiang Kuang
A palladium-catalyzed ortho-acylation of 2-benzyl-1,2,3-triazoles with aldehydes as an acyl source was developed. A wide variety of ketones containing 1,2,3-triazoles were obtained in good to excellent yields. This methodology provides a convenient access to the acylation of 2-substituted-1,2,3-triazoles.
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Palladium-catalyzed carbonylation of halo arene-cis-dihydrodiols to the corresponding carboxylates. Access to compounds unavailable by toluene dioxygenase-mediated dihydroxylation of the corresponding benzoate esters

Org. and Biomol. Chem. - 19 hours 45 min ago

Org. Biomol. Chem., 2014, 12,7810-7819
DOI: 10.1039/C4OB01417K, PaperJordan Froese, Jason Reed Hudlicky, Tomas Hudlicky
Compounds of high synthetic value were produced in a much more efficient manner than was previously possible through fermentation.
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Catalytic amide allylation of [small alpha]-ketoesters: extremely high enantioselective synthesis of ester functionalised [small alpha]-methylene-[gamma]-butyrolactones

Org. and Biomol. Chem. - 19 hours 45 min ago

Org. Biomol. Chem., 2014, 12,7686-7689
DOI: 10.1039/C4OB01508H, CommunicationMasaki Takahashi, Yusuke Murata, Masahiro Ishida, Fumitoshi Yagishita, Masami Sakamoto, Tetsuya Sengoku, Hidemi Yoda
A significant breakthrough on the novel amide allylation on the acyclic [small alpha]-ketoester systems, achieving extremely high enantioselective synthesis of ester functionalised [small alpha]-methylene-[gamma]-butyrolactones, is reported.
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Preparation, anti-trypanosomal activity and localisation of a series of dipeptide-based vinyl sulfones

Org. and Biomol. Chem. - 19 hours 45 min ago

Org. Biomol. Chem., 2014, 12,7561-7571
DOI: 10.1039/C4OB01412J, PaperWilliam Doherty, Jinju James, Paul Evans, Laura Martin, Nikoletta Adler, Derek Nolan, Andrew Knox
An improved, Weinreb amide-based, synthesis of anti-trypanosomal lysine-containing vinyl sulfones is described incorporating, as a feature, diversity at the [varepsilon]-lysine amino group.
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Rhodium-catalyzed olefination of aryl tetrazoles via direct C-H bond activation

Org. and Biomol. Chem. - 19 hours 45 min ago

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01440E, CommunicationLiang Wang, Wenting Wu, Qun Chen, Mingyang He
Rh(III)-catalyzed direct olefination reaction via aromatic C-H bond activation is described using tetrazole as the directing group.
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Oxidative cleavage of benzylic C-N bonds under metal-free conditions

Org. and Biomol. Chem. - 19 hours 45 min ago

Org. Biomol. Chem., 2014, 12,7486-7488
DOI: 10.1039/C4OB01633E, CommunicationJin-Long Gong, Xinxin Qi, Duo Wei, Jian-Bo Feng, Xiao-Feng Wu
An interesting and practical metal-free strategy has been developed for the synthesis of aromatic aldehydes using various N,N-dimethylbenzylamines as starting materials.
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