Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Structurally modified natural sesquiterpene lactones constitute effective and less toxic schistosomicidal compounds

30 September, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,7957-7964
DOI: 10.1039/C4OB00426D, PaperDaiane Cristina Sass, Gustavo Oliveira Morais, Ricardo Augusto Crema Miranda, Lizandra Guidi Magalhaes, Wilson Roberto Cunha, Raquel Alves dos Santos, Nilton Syogo Arakawa, Fernando Batista Da Costa, Mauricio Gomes Constantino, Vladimir Constantino Gomes Heleno
Selective obtention of novel natural sesquiterpene lactone derivatives with interesting schistosomicidal activity and low toxicity, together with complete NMR assignments.
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Conversion of S-phenylsulfonylcysteine residues to mixed disulfides at pH 4.0: utility in protein thiol blocking and in protein-S-nitrosothiol detection

30 September, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,7942-7956
DOI: 10.1039/C4OB00995A, PaperB. D. Reeves, N. Joshi, G. C. Campanello, J. K. Hilmer, L. Chetia, J. A. Vance, J. N. Reinschmidt, C. G. Miller, D. P. Giedroc, E. A. Dratz, D. J. Singel, P. A. Grieco
A protocol denoted as the thiosulfonate switch featuring sequential protein thiol blocking and conversion of protein-S-nitrosothiols to mixed disulfides bearing a fluorescent probe at pH 4.0 is reported.
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Surface patterning with natural and synthetic polymers via an inverse electron demand Diels-Alder reaction employing microcontact chemistry

28 September, 2014 - 03:54

Org. Biomol. Chem., 2014, 12,7828-7835
DOI: 10.1039/C4OB01379D, PaperOliver Roling, Artur Mardyukov, Sebastian Lamping, Benjamin Vonhoren, Stefan Rinnen, Heinrich F. Arlinghaus, Armido Studer, Bart Jan Ravoo
Bioorthogonal ligation methods are the focus of current research due to their versatile applications in biotechnology and materials science for post-functionalization and immobilization of biomolecules.
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Evolution of a strategy for preparing bioactive small molecules by sequential multicomponent assembly processes, cyclizations, and diversification

28 September, 2014 - 03:54

Org. Biomol. Chem., 2014, 12,7659-7672
DOI: 10.1039/C4OB00835A, Review ArticleJames J. Sahn, Brett A. Granger, Stephen F. Martin
Multicomponent assembly processes are key steps in the synthesis of diverse polycyclic heterocycles with a broad array of biological activities.
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Exploring functional cyclophellitol analogues as human retaining beta-glucosidase inhibitors

28 September, 2014 - 03:54

Org. Biomol. Chem., 2014, 12,7786-7791
DOI: 10.1039/C4OB01611D, PaperKah-Yee Li, Jianbing Jiang, Martin D. Witte, Wouter W. Kallemeijn, Wilma E. Donker-Koopman, Rolf G. Boot, Johannes M. F. G. Aerts, Jeroen D. C. Codee, Gijsbert A. van der Marel, Herman S. Overkleeft
Of six cyclophellitol analogues, the N-pentylaziridine is the most effective retaining human beta-glucosidase inhibitor considering potency and compound stability.
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Theoretical insight into the antioxidant properties of melatonin and derivatives

26 September, 2014 - 03:17

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

26 September, 2014 - 03:17

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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Iron-catalyzed direct difunctionalization of alkenes with dioxygen and sulfinic acids: a highly efficient and green approach to [small beta]-ketosulfones

26 September, 2014 - 03:17

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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Total synthesis and biological evaluation of atrop-O-benzyl-desmethylabyssomicin C

26 September, 2014 - 03:17

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

26 September, 2014 - 03:17

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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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

26 September, 2014 - 03:17

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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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

26 September, 2014 - 03:17

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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Chiroptical molecular propellers based on hexakis(phenylethynyl)benzene through the complexation-induced intramolecular transmission of local point chirality

24 September, 2014 - 02:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01601G, PaperRyo Katoono, Keiichi Kusaka, Shunsuke Kawai, Yuki Tanaka, Keisuke Hanada, Tatsuo Nehira, Kenshu Fujiwara, Takanori Suzuki
We designed hexakis(phenylethynyl)benzene derivatives with a tertiary amide group on each blade to achieve a helically biased propeller arrangement.
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1,3-Halogen migration as an entry to aryl coppers from an unintuitive starting material

24 September, 2014 - 02:54

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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Generalized access to fluorinated [small beta]-keto amino compounds through asymmetric additions of [small alpha],[small alpha]-difluoroenolates to CF3-sulfinylimine

24 September, 2014 - 02:54

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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Catalytic amide allylation of [small alpha]-ketoesters: extremely high enantioselective synthesis of ester functionalised [small alpha]-methylene-[gamma]-butyrolactones

24 September, 2014 - 02:54

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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The transition-metal-catalyst-free oxidative homocoupling of organomanganese reagents prepared by the insertion of magnesium into organic halides in the presence of MnCl2[middle dot]2LiCl

24 September, 2014 - 02:54

Org. Biomol. Chem., 2014, 12,7800-7809
DOI: 10.1039/C4OB01235F, PaperZhihua Peng, Na Li, Xinyang Sun, Fang Wang, Lanjian Xu, Cuiyu Jiang, Linhua Song, Zi-Feng Yan
An oxidative homocoupling of organomanganese reagents was performed in one pot without an additional transition-metal catalyst.
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An economical and environmentally friendly oxidative biaryl coupling promoted by activated MnO2

24 September, 2014 - 02:54

Org. Biomol. Chem., 2014, 12,7774-7779
DOI: 10.1039/C4OB01409J, PaperJingjing Yang, Shutao Sun, Ziyu Zeng, Hongbo Zheng, Wei Li, Hongxiang Lou, Lei Liu
A mild, economical, and environmentally friendly oxidative biaryl coupling by MnO2 was developed to deliver five- to eight-membered tricyclic products.
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Ultrasound-assisted 1,3-dipolar cycloaddition and cyclopropanation reactions for the synthesis of bis-indolizine and bis-cyclopropane derivatives

24 September, 2014 - 02:54

Org. Biomol. Chem., 2014, 12,7859-7863
DOI: 10.1039/C4OB01305K, PaperMehdi Abaszadeh, Mohammad Seifi
We report a new method for the synthesis of bis-indolizine and bis-cyclopropane derivatives under ultrasound irradiation, using a 1,3-dipolar cycloaddition reaction or a cyclopropanation reaction, respectively.
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Palladium-catalyzed one pot 2-arylquinazoline formation via hydrogen-transfer strategy

24 September, 2014 - 02:54

Org. Biomol. Chem., 2014, 12,7792-7799
DOI: 10.1039/C4OB01296H, PaperHuamin Wang, Hui Chen, Ya Chen, Guo-Jun Deng
2-Arylquinazolines were prepared from nitroarenes and benzyl alcohols or benzyl amines via a hydrogen transfer strategy.
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