Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Molecular design and synthesis of a pH independent and cell permeant fluorescent dye and its applications

9 June, 2015 - 18:17

Org. Biomol. Chem., 2015, 13,6647-6653
DOI: 10.1039/C5OB00448A, PaperXiaojie Jiao, Chang Liu, Kun Huang, Siwen Zhang, Song He, Liancheng Zhao, Xianshun Zeng
A novel xanthene fluorescent dye with a combination of the desirable characters for fluorescent chemosensors and biomarkers including low molecular weight, water solubility, cell permeability, good biocompatibility, and strong tolerance to pH has been designed and synthesized.
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Uncatalysed diaryldiazo cyclopropanations on bicyclic lactams: access to annulated prolines

9 June, 2015 - 18:17

Org. Biomol. Chem., 2015, 13,6522-6550
DOI: 10.1039/C5OB00648A, PaperLawrence Harris, Martin Gilpin, Amber L. Thompson, Andrew R. Cowley, Mark G. Moloney
The uncatalysed cycloaddition of substituted diaryldiazo compounds onto bicyclic unsaturated lactams derived from pyroglutamic acid efficiently leads to highly functionalised azatricyclononanes.
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Improvement of the immune efficacy of carbohydrate vaccines by chemical modification on the GM3 antigen

9 June, 2015 - 18:17

Org. Biomol. Chem., 2015, 13,6399-6406
DOI: 10.1039/C5OB00405E, PaperXiu-Jing Zheng, Fan Yang, Mingwei Zheng, Chang-Xin Huo, Ye Zhang, Xin-Shan Ye
N-modified GM3 glycoconjugates improved the efficiency of the vaccination without the combination of metabolic oligosaccharide engineering technology.
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Azetidine- and N-carboxylic azetidine-iminosugars as amyloglucosidase inhibitors: synthesis, glycosidase inhibitory activity and molecular docking studies

9 June, 2015 - 18:17

Org. Biomol. Chem., 2015, 13,6634-6646
DOI: 10.1039/C5OB00668F, PaperKishor S. Gavale, Shrawan R. Chavan, Ayesha Khan, Rakesh Joshi, Dilip D. Dhavale
Azetidine and an unprecedented N-carboxylic azetidine iminosugars were synthesized from D-glucose, which showed prominent amyloglucosidase inhibitory activity.
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Design and synthesis of new fluconazole analogues

9 June, 2015 - 18:17

Org. Biomol. Chem., 2015, 13,6551-6561
DOI: 10.1039/C5OB00590F, PaperVandana S. Pore, Sandip G. Agalave, Pratiksha Singh, Praveen K. Shukla, Vikash Kumar, Mohammad I. Siddiqi
The synthesis of new fluconazole analogues containing two different 1,2,3-triazole units and an amide group is described. All the compounds showed very high antifungal activity and no toxicity.
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Facile synthesis of acridines via Pd(0)-diphosphine complex-catalyzed tandem coupling/cyclization protocol

9 June, 2015 - 18:17

Org. Biomol. Chem., 2015, 13,6580-6586
DOI: 10.1039/C5OB00755K, PaperTing-Jun Wang, Wen-Wen Chen, Yi Li, Ming-Hua Xu
A facile and efficient approach for the synthesis of a variety of acridines via the tandem coupling/cyclization of substituted 2-bromobenzaldehydes and anilines is described.
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Fucofullerenes as tight ligands of RSL and LecB, two bacterial lectins

9 June, 2015 - 18:17

Org. Biomol. Chem., 2015, 13,6482-6492
DOI: 10.1039/C5OB00689A, PaperKevin Buffet, Emilie Gillon, Michel Holler, Jean-Francois Nierengarten, Anne Imberty, Stephane P. Vincent
A series of water-soluble glycofullerenes containing up to 24 fucose residues were tested against the two bacterial lectins LecB and RSL, and C60(E)12 bearing 24 fucose residues appeared to be the best known inhibitor of both lectins to date.
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"Pruning of biomolecules and natural products (PBNP)": an innovative paradigm in drug discovery

9 June, 2015 - 18:17

Org. Biomol. Chem., 2015, 13,6432-6448
DOI: 10.1039/C5OB00403A, Review ArticleSurendar Reddy Bathula, Srirama Murthy Akondi, Prathama S. Mainkar, Srivari Chandrasekhar
Smart Schneider: 'Nature' is the most intelligent tailor with an ability to utilize the resources. Researchers are still at an infant stage learning this art. The present review highlights some of the man made pruning of bio-molecules and NPs (PBNP) in finding chemicals with a better therapeutic index.
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Enzymatic kinetic resolution of internal propargylic diols. Part I: a new approach for the synthesis of (S)-pent-2-yn-1,4-diol, a natural product from Clitocybe catinus

9 June, 2015 - 18:17

Org. Biomol. Chem., 2015, 13,6458-6462
DOI: 10.1039/C5OB00386E, CommunicationJeiely G. Ferreira, Cleverson R. Princival, Dyego M. Oliveira, Renata X. Nascimento, Jefferson L. Princival
An efficient two round EKR of bis-substituted propargylic diols has been described and applied for synthesize (S)-pent-2-yn-1,4-diol, a natural product from Clitocybe catinus.
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A fluorescence study of isofagomine protonation in [small beta]-glucosidase

9 June, 2015 - 18:17

Org. Biomol. Chem., 2015, 13,6562-6566
DOI: 10.1039/C5OB00624D, PaperEmil Lindback, Bo Wegge Laursen, Jens Christian Navarro Poulsen, Kristine Kilsa, Christian Marcus Pedersen, Mikael Bols
N-(10-Chloro-9-anthracenemethyl)isofagomine 5 inhibits [small beta]-glucosidase strongly yet the nitrogen atom plays little role in binding.
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Stereoselective synthesis of 2-acetamido-1,2-dideoxynojirimycin (DNJNAc) and ureido-DNJNAc derivatives as new hexosaminidase inhibitors

9 June, 2015 - 18:17

Org. Biomol. Chem., 2015, 13,6500-6510
DOI: 10.1039/C5OB00507H, PaperAlex de la Fuente, Teresa Mena-Barragan, Ronald A. Farrar-Tobar, Xavier Verdaguer, Jose M. Garcia Fernandez, Carmen Ortiz Mellet, Antoni Riera
A novel approach to the synthesis of 2-acetamido-1,2-dideoxynojirimycin (DNJNAc) and ureido-DNJNAc derivatives as potent hexosaminidase inhibitors is reported.
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Discovery of novel isatin-based sulfonamides with potent and selective inhibition of the tumor-associated carbonic anhydrase isoforms IX and XII

9 June, 2015 - 18:17

Org. Biomol. Chem., 2015, 13,6493-6499
DOI: 10.1039/C5OB00688K, PaperOzlen Guzel-Akdemir, Atilla Akdemir, Nilgun Karal[i without dot], Claudiu T. Supuran
A series of 2/3/4-[(2-oxo-1,2-dihydro-3H-indol-3-ylidene)amino]benzenesulfonamides, obtained from substituted isatins and 2-, 3- or 4-aminobenzenesulfonamide, showed low nanomolar inhibitory activity against the tumor associated carbonic anhydrases IX and XII.
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A general Pd-catalyzed [small alpha]- and [gamma]-benzylation of aldehydes for the formation of quaternary centers

9 June, 2015 - 18:17

Org. Biomol. Chem., 2015, 13,6338-6343
DOI: 10.1039/C5OB00702J, PaperIvan Franzoni, Laure Guenee, Clement Mazet
A palladium-catalyzed benzylation of [small alpha]-branched aldehydes has been developed using benzyl methyl carbonates.
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Copper-free arylation of 3,3-disubstituted allylic halides with triazene-softened aryl Grignard reagents

9 June, 2015 - 18:17

Org. Biomol. Chem., 2015, 13,6333-6337
DOI: 10.1039/C5OB00594A, PaperLijun Xu, Zhubo Liu, Weipeng Dong, Jinyu Song, Maozhong Miao, Jianfeng Xu, Hongjun Ren
A copper-free allylic arylation reaction between 3,3-disubstituted allylic halides and triazene-softened aryl Grignard reagents has been developed.
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Diaminodiacid-based solid-phase synthesis of all-hydrocarbon stapled [small alpha]-helical peptides

9 June, 2015 - 18:17

Org. Biomol. Chem., 2015, 13,6286-6290
DOI: 10.1039/C5OB00741K, PaperFeng-Liang Wang, Ye Guo, Si-Jian Li, Qing-Xiang Guo, Jing Shi, Yi-Ming Li
An alternative stapling strategy is described herein using Fmoc-solid phase peptide synthesis (SPSS) that employed pre-prepared diaminodiacid building blocks to introduce all-hydrocarbon staples into peptides by on-resin cyclization.
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Titanium carbenoid-mediated cyclopropanation of allylic alcohols: selectivity and mechanism

9 June, 2015 - 18:17

Org. Biomol. Chem., 2015, 13,6325-6332
DOI: 10.1039/C5OB00544B, PaperM. J. Duran-Pena, J. M. Botubol-Ares, J. R. Hanson, R. Hernandez-Galan, I. G. Collado
A new method for the chemo- and stereoselective conversion of allylic alcohols into the corresponding cyclopropane derivatives has been developed using a titanium carbenoid. The scope, limitations and mechanism are discussed.
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Thermodynamics of various F420 coenzyme models as sources of electrons, hydride ions, hydrogen atoms and protons in acetonitrile

9 June, 2015 - 18:17

Org. Biomol. Chem., 2015, 13,6255-6268
DOI: 10.1039/C5OB00538H, PaperKe Xia, Guang-Bin Shen, Xiao-Qing Zhu
32 F420 coenzyme model were designed and synthesized; their thermodynamic driving forces to release electrons, hydride ions, hydrogen atoms and protons in acetonitrile were determined. The difference between F420 coenzyme and NADH coenzyme as sources of electrons, hydride ions, hydrogen atoms and protons was examined.
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Gold-catalyzed [small alpha]-furanylations of quinoline N-oxides with alkenyldiazo carbonyl species

9 June, 2015 - 18:17

Org. Biomol. Chem., 2015, 13,6166-6169
DOI: 10.1039/C5OB00696A, CommunicationVinayak Vishnu Pagar, Rai-Shung Liu
Gold-catalyzed [small alpha]-furanylations of 8-alkylquinoline N-oxides have been achieved using various alkenyldiazo carbonyl species as nucleophiles.
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Trienamine catalysis for asymmetric Diels-Alder reactions of 2,4-dienones: a theoretical investigation

7 June, 2015 - 17:54

Org. Biomol. Chem., 2015, 13,6313-6324
DOI: 10.1039/C5OB00797F, PaperZhishan Su, Chan Kyung Kim
In the Diels-Alder reactions of 2,4-dienones with two dienophiles, cinchona alkaloid acts as an efficient bifunctional catalyst by generating an extended trienamine [small pi]-conjugated system and by orienting the dienophile at an appropriate position for a cycloaddition reaction.
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A regioselective facile synthesis of furo[3,4-b]carbazolones: application to the total synthesis of mafaicheenamine E and claulansine D

7 June, 2015 - 17:54

Org. Biomol. Chem., 2015, 13,6344-6352
DOI: 10.1039/C5OB00575B, PaperDipakranjan Mal, Joyeeta Roy
1-Hydroxycarbazole-2,3-dicarboxylates have been shown to undergo chemoselective reductive cyclization to furo[3,4-b]carbazolones with LiAlH4.
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