Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Crispene E, a cis-clerodane diterpene inhibits STAT3 dimerization in breast cancer cells

24 March, 2015 - 23:17

Org. Biomol. Chem., 2015, 13,3882-3886
DOI: 10.1039/C5OB00052A, CommunicationJulia Mantaj, S. M. Abdur Rahman, Bishwajit Bokshi, Choudhury M. Hasan, Paul J. M. Jackson, Richard B. Parsons, Khondaker M. Rahman
Crispene E inhibited STAT3 dimerization in a cell-free fluorescent polarization assay and was found to have significant toxicity against STAT3-dependent MDA-MB 231 breast cancer cell line and selectively inhibited the expression of STAT3 and STAT3 target genes.
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Design and solid phase synthesis of new DOTA conjugated (+)-biotin dimers planned to develop molecular weight-tuned avidin oligomers

24 March, 2015 - 23:17

Org. Biomol. Chem., 2015, 13,3988-4001
DOI: 10.1039/C4OB02685C, PaperAlessandro Pratesi, Mauro Ginanneschi, Fabrizio Melani, Marco Chinol, Angela Carollo, Giovanni Paganelli, Marco Lumini, Mattia Bartoli, Marco Frediani, Luca Rosi, Giorgio Petrucci, Luigi Messori, Anna Maria Papini
Oligomeric architectures of avidin generated by a new class of bis-biotins.
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Visible-light-induced cleavage of 4-[small alpha]-amino acid substituted naphthalimides and its application in DNA photocleavage

22 March, 2015 - 22:54

Org. Biomol. Chem., 2015, 13,3931-3935
DOI: 10.1039/C5OB00302D, PaperJin Zhou, Canliang Fang, Ying Liu, Yao Zhao, Nan Zhang, Xiangjun Liu, Fuyi Wang, Dihua Shangguan
4-[small alpha]-Amino acid substituted naphthalimides can be photocleaved at the C-N bond between the 4-amino and the amino acid residue under visible light irradiation, releasing a fluorophore, 4-aminonaphthalimide.
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Manganese catalysed sulfenylation of N-methyl amides with arenesulfonyl hydrazides

22 March, 2015 - 22:54

Org. Biomol. Chem., 2015, 13,3878-3881
DOI: 10.1039/C5OB00133A, CommunicationJinwei Sun, Yi Wang, Yi Pan
A convenient oxidative sulfenylation method for the formation of various sulfenyl amides has been reported.
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Rh(III)-catalyzed direct C-H/C-H cross-coupling of quinones with arenes assisted by a directing group: identification of carbazole quinones as GSK[small beta] inhibitors

22 March, 2015 - 22:54

Org. Biomol. Chem., 2015, 13,3918-3923
DOI: 10.1039/C4OB02624A, PaperYoungtaek Moon, Yujeong Jeong, Daehyuk Kook, Sungwoo Hong
Rh-catalyzed direct cross-coupling of various (hetero)arenes with quinones is developed. This protocol is effective for a broad range of substrates and a wide range of directing groups.
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Transition-metal-free decarboxylation of dimethyl malonate: an efficient construction of [small alpha]-amino acid esters using TBAI/TBHP

22 March, 2015 - 22:54

Org. Biomol. Chem., 2015, 13,3982-3987
DOI: 10.1039/C5OB00109A, PaperJie Zhang, Ying Shao, Yaxiong Wang, Huihuang Li, Dongmei Xu, Xiaobing Wan
A new strategy has been developed for the synthesis of [small alpha]-amino acid esters via a tandem hydrolysis/decarboxylation/nucleophilic substitution using TBAI/TBHP.
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An efficient synthesis of quinolines via copper-catalyzed C-N cleavage

22 March, 2015 - 22:54

Org. Biomol. Chem., 2015, 13,3924-3930
DOI: 10.1039/C5OB00075K, PaperLong-Yi Xi, Ruo-Yi Zhang, Lei Zhang, Shan-Yong Chen, Xiao-Qi Yu
An efficient method to synthesize substituted quinolines from ketones and 2-amino benzylamines is described.
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Synthesis of phenstatin/isocombretastatin-chalcone conjugates as potent tubulin polymerization inhibitors and mitochondrial apoptotic inducers

22 March, 2015 - 22:54

Org. Biomol. Chem., 2015, 13,3963-3981
DOI: 10.1039/C4OB02606C, PaperAhmed Kamal, G. Bharath Kumar, M. V. P. S. Vishnuvardhan, Anver Basha Shaik, Vangala Santhosh Reddy, Rasala Mahesh, Ibrahim Bin Sayeeda, Jeevak Sopanrao Kapure
A series of phenstatin/isocombretastatin-chalcones were synthesized and screened for their cytotoxic activity.
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Harmony of CdI2 with CuBr for the one-pot synthesis of optically active [small alpha]-allenols

22 March, 2015 - 22:54

Org. Biomol. Chem., 2015, 13,4080-4089
DOI: 10.1039/C4OB02673J, PaperJiasheng Zhang, Juntao Ye, Shengming Ma
A highly efficient one-pot synthesis of chiral [small alpha]-allenols from propargylic alcohols, aldehydes and pyrrolidine induced by CuBr and (R,Ra)-N-PINAP or (R,Sa)-N-PINAP and CdI2 has been developed.
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Rapid probing of sialylated glycoproteins in vitro and in vivo via metabolic oligosaccharide engineering of a minimal cyclopropene reporter

22 March, 2015 - 22:54

Org. Biomol. Chem., 2015, 13,3911-3917
DOI: 10.1039/C5OB00069F, PaperDe-Cai Xiong, Jingjing Zhu, Ming-Jie Han, Hui-Xin Luo, Cong Wang, Yang Yu, Yuqian Ye, Guihua Tai, Xin-Shan Ye
A minimal and efficient cyclopropene chemical handle was identified both in vitro and in vivo.
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Molecular characterization of the boron adducts of the proteasome inhibitor bortezomib with epigallocatechin-3-gallate and related polyphenols

22 March, 2015 - 22:54

Org. Biomol. Chem., 2015, 13,3887-3899
DOI: 10.1039/C4OB02512A, PaperStephen J. Glynn, Kevin J. Gaffney, Marcos A. Sainz, Stan G. Louie, Nicos A. Petasis
Green tea polyphenol EGCG antagonizes Bortezomib's anticancer activity through a stable intramolecular cyclic borate adduct involving the adjacent amide bond.
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Total syntheses of five uvacalols: structural validation of uvacalol A, uvacalol B and uvacalol C and disproval of the structures of uvacalol E and uvacalol G

22 March, 2015 - 22:54

Org. Biomol. Chem., 2015, 13,3900-3910
DOI: 10.1039/C4OB02663B, PaperAdiyala Vidyasagar, Kana M. Sureshan
The first total syntheses of five uvacalols have been achieved from chiral pool starting material D-mannitol. This study validates the structures of uvacalol A, B and C, it also disproves the structures of uvacalol E and G.
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Editorial: Recognition and reactivity at interfaces

16 March, 2015 - 21:17

Org. Biomol. Chem., 2015, 13,3508-3509
DOI: 10.1039/C5OB90040A, EditorialPaolo Scrimin
Showcasing a collection of cutting edge contributions on the topic of Recognition and Reactivity at Interfaces.
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Amido-bridged nucleic acids with small hydrophobic residues enhance hepatic tropism of antisense oligonucleotides in vivo

16 March, 2015 - 21:17

Org. Biomol. Chem., 2015, 13,3757-3765
DOI: 10.1039/C5OB00242G, PaperTsuyoshi Yamamoto, Aiko Yahara, Reiko Waki, Hidenori Yasuhara, Fumito Wada, Mariko Harada-Shiba, Satoshi Obika
High scalability of a novel bicyclic nucleoside building block, amido-bridged nucleic acid (AmNA), to diversify pharmacokinetic properties of therapeutic antisense oligonucleotides is described.
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Synthesis of 3-aminoBODIPY dyes via copper-catalyzed vicarious nucleophilic substitution of 2-halogeno derivatives

16 March, 2015 - 21:17

Org. Biomol. Chem., 2015, 13,3819-3829
DOI: 10.1039/C4OB02626H, PaperJulian G. Knight, Rua B. Alnoman, Paul G. Waddell
Copper catalysed vicarious nucleophilic substitution of 2-halogeno BODIPYs with alkyl amines, anilines and an amide produces the corresponding 3-aminoBODIPY derivatives.
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Thiophene-based dyes for probing membranes

16 March, 2015 - 21:17

Org. Biomol. Chem., 2015, 13,3792-3802
DOI: 10.1039/C4OB02507E, PaperIsmael Lopez-Duarte, Phoom Chairatana, Yilei Wu, Javier Perez-Moreno, Philip M. Bennett, James E. Reeve, Igor Boczarow, Wojciech Kaluza, Neveen A. Hosny, Samuel D. Stranks, Robin J. Nicholas, Koen Clays, Marina K. Kuimova, Harry L. Anderson
We report the synthesis of four new cationic push-pull membrane probes based on a thiophene core and evaluate their photobiological properties.
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Bichromophoric dyes for wavelength shifting of dye-protein fluoromodules

16 March, 2015 - 21:17

Org. Biomol. Chem., 2015, 13,3699-3710
DOI: 10.1039/C4OB02522A, PaperHa H. Pham, Christopher Szent-Gyorgyi, Wendy L. Brotherton, Brigitte F. Schmidt, Kimberly J. Zanotti, Alan S. Waggoner, Bruce A. Armitage
Dye-protein fluoromodules consist of fluorogenic dyes and single chain antibody fragments that form brightly fluorescent noncovalent complexes.
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A novel 2-cyanobenzothiazole-based 18F prosthetic group for conjugation to 1,2-aminothiol-bearing targeting vectors

16 March, 2015 - 21:17

Org. Biomol. Chem., 2015, 13,3667-3676
DOI: 10.1039/C4OB02637C, PaperJames A. H. Inkster, Didier J. Colin, Yann Seimbille
[18F]FPyPEGCBT is a new 18F labelling agent which contains a 2-substituted pyridine for incorporation of [18F]F- and a 2-cyanobenzothiazole moiety for chemo-selective conjugation to 1,2-aminothiol-bearing biomolecules.
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Developing principles for predicting ionic liquid effects on reaction outcome. The importance of the anion in controlling microscopic interactions

16 March, 2015 - 21:17

Org. Biomol. Chem., 2015, 13,3771-3780
DOI: 10.1039/C4OB02482F, PaperSinead T. Keaveney, Ronald S. Haines, Jason B. Harper
Predictable changes in the rate constant of a condensation reaction were seen as the solvent composition was varied. The cation-nucleophile interaction could be controlled in a predictable manner; activation parameters varied linearly with the H-bond acceptor ability of the anions used.
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Photoinduced formation of stable Ag-nanoparticles from a ternary ligand-DNA-Ag+ complex

16 March, 2015 - 21:17

Org. Biomol. Chem., 2015, 13,3766-3770
DOI: 10.1039/C5OB00295H, PaperDaria V. Berdnikova, Heiko Ihmels, Holger Schonherr, Marc Steuber, Daniel Wesner
The irradiation of a ternary complex between an intercalator crown-ether conjugate, double-stranded DNA, and Ag+ ions leads to the formation of stable Ag nanoparticles.
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