Royal Society of Chemistry

Importance of D-glycopyranoside structure to the bioactivity and target affinity of jasmonic acid glucoside

Org. and Biomol. Chem. - 10 hours 11 min ago
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02106A, CommunicationMinoru Ueda, Gangqiang Yang, Yuuki Nukadzuka, Yasuhiro Ishimaru , Satoru Tamura, Yoshiyuki Manabe
12-O-[small beta]-D-Glucopyranosyljasmonic acid (JAG) induces nyctinastic leaf-folding of Samanea saman. The SAR studies of 1 revealed the unique role of its glycone moiety. Biological activity and target affinity of JAG were...
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Correction: Non-isoprenoid polyene natural products - structures and synthetic strategies

Org. and Biomol. Chem. - 10 hours 11 min ago
Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB90153C, CorrectionKatrina S. Madden, Fathia A. Mosa, Andrew Whiting
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Design strategies for bioorthogonal smart probes

Org. and Biomol. Chem. - 10 hours 11 min ago

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01632G, Review ArticlePeyton Shieh, Carolyn R. Bertozzi
This review covers approaches used to develop probes activated by bioorthogonal ligation reactions.
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Solution structure of a cucurbit[8]uril induced compact supramolecular protein dimer

Org. and Biomol. Chem. - 10 hours 11 min ago
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01729C, CommunicationDang Dang, Ralph Bosmans, Christian Moitzi, Ilja Karina Voets, Luc Brunsveld
Supramolecular assembly of a beta-barrel protein via cucurbit[8]uril results in compact z-shaped protein dimers. SAXS data reveal the formation of a well ordered protein dimer, notwithstanding being connected by a...
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Synthesis of PS/PO-Chimeric Oligonucleotides Using Mixed Oxathiaphospholane and Phosphoramidite Chemistry

Org. and Biomol. Chem. - 10 hours 11 min ago
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01837K, PaperJanina Baraniak, Ewa Radzikowska
Chimeric oligonucleotides containing phosphodiester and phosphorothioate linkages have been obtained using the solid phase synthesis. The oligonucleotide parts possessing natural internucleotide phosphate bonds were assembled using commercially available nucleoside 3'-O-(2-cyanoethyl-N,N-diisopropylamino)phosphoramidites...
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Construction of Dispirocyclohexanes via Amine-Catalyzed [2 + 2 + 2] Annulations of Morita-Baylis-Hillman Acetates with Exocyclic Alkenes

Org. and Biomol. Chem. - 10 hours 11 min ago
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01927J, PaperRongshun Chen, Silong Xu, Xia Fan, Hanyuan Li, Yuhai Tang, Zhengjie He
Amine-catalyzed [2 + 2 + 2] annulations of one molecule of Morita-Baylis-Hillman (MBH) acetates 1 with two molecules of 2-(arylmethylidene)indane-1,3-diones 2 or methyleneindolinones 4 have been developed under very mild...
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Novel naphthoquinone derivatives and evaluation of trypanocidal and leishmanicidal activities

Org. and Biomol. Chem. - 10 hours 11 min ago
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01869A, PaperDenis Pires de Lima, Aline Alves dos Santos Naujorks, Adriano O da Silva, Rosangela S Lopes, Sergio de Albuquerque, Adilson Beatriz, Maria Rita Marques
Herein it is reported the synthesis of 12 new naphthoquinone derivatives, comprising 6 substituted 1,4-naphthoquinones and 6 heterocycle-fused naphthoquinones, as well as the evaluation of their trypanocidal and leishmanicidal activities....
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Synthesis of novel symmetrical 2-oxo-spiro[indole-3,4'-pyridines] by reaction of oxindoles with 1,2-diaza-1,3-dienes

Org. and Biomol. Chem. - 10 hours 11 min ago
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01959H, PaperFabio Mantellini, O A Attanasi, Lucia De Crescentini, Gianfranco Favi, Linda Antonella Campisi
A simple reaction of some oxindole derivatives with 1,2-diaza-1,3-dienes to produce 2-oxo-spiro[indole-3,4'-pyridines] in good yields is here described. This transformation represents a practical two steps approach to new and biologically...
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Biomineralization-inspired synthesis of functional organic/inorganic hybrid materials: organic molecular control of self-organization of hybrids

Org. and Biomol. Chem. - 10 hours 11 min ago
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01796J, Review ArticleAtushi Arakaki, Katsuhiko Shimizu, Mayumi Oda, Takeshi Sakamoto, Tatsuya Nishimura, Takashi Kato
Organisms produce various organic/inorganic hybrid materials, which are called biominerals. They form through the self-organization of organic molecules and inorganic elements under ambient conditions. Biominerals often show highly organized and...
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Synthesis and Biological Evaluation of (-)-Kainic Acid Analogues as Phospholipase D-Coupled Metabotropic Glutamate Receptor Ligands

Org. and Biomol. Chem. - 10 hours 11 min ago
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02002B, PaperChiara - Zanato, Sonia - Watson, Guy S. Bewick, Matteo Zanda, William T Harrison
(-)-Kainic acid potently increases stretch-induced afferent firing in muscle spindles, probably acting through a hitherto uncloned phospholipase D (PLD)-coupled mGlu receptor. Structural modification of (-)-kainic acid was undertaken to explore...
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Improving catalyst activity in secondary amine catalysed transformations

Org. and Biomol. Chem. - 10 hours 11 min ago
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01916D, PaperJohn B Brazier, Julian Rowley, Timothy J K Gibbs, Sze Chak Yau, A R Kennedy, James A Platts, Leo Samulis, Nicholas C O Tomkinson
The effect on catalyst performance of altering substituents at the 2-position of the Macmillan imidazolidinone has been examined. Condensation of L-phenylalanine N-methyl amide with acetophenone derivatives results in a series...
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Bidirectional Macrocyclization of Peptides by Double Multicomponent Reaction

Org. and Biomol. Chem. - 10 hours 11 min ago
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01915F, PaperManuel G Ricardo, Fidel E Morales, Hilda Garay, Osvaldo Reyes, Dimitar Vasilev, Ludger A. Wessjohann, Daniel G. Rivera
Increasing the diversity of peptide cyclization methods is an effective way to access new types of macrocyclic chemotypes featuring a wide variety of ring sizes and topologies. Multicomponent reactions (MCRs)...
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Copper-Catalysed [small alpha]-Selective Allylic Alkylation of Heteroaryllithium Reagents

Org. and Biomol. Chem. - 10 hours 11 min ago
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01896F, CommunicationCarlos Vila, Valentin Hornillos, Martin Fananas-Mastral, Ben L Feringa
2-Allyl-substituted thiophenes and furans are synthesised efficiently in a direct procedure using 2-heteroaryllithium reagents and allyl bromides and chlorides catalysed by ligand-free copper (I). The reactions take place under mild...
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Highly Enantioselective Reaction of 2-Oxindoles with (3-Indolyl)methanols by Cooperative Catalysis of Lewis Acid and Organocatalyst

Org. and Biomol. Chem. - 10 hours 11 min ago
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02035A, CommunicationChuan-Li ren, tao zhang, Xing-Yong Wang, Tao Wu, Jing Ma, Qing-Qing Xuan, Feng Wei, Hong-Yan Huang, Dong Wang, Li Liu
An efficient cooperative biscinchona alkaloid and Lewis acid catalytic system was developed in the enantioselective alpha-alkylation of 2-oxindoles with (3-indolyl)(phenyl)methanols to provide (2-oxindole)-linker-indole derivatives in good yields(70-83%) with high enantioselectivities(81-92%).
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Synthesis and biological evaluation of imidazo[1,5-a]pyridine-benzimidazole hybrids as inhibitors of both tubulin polymerization and PI3K/Akt pathway

Org. and Biomol. Chem. - 10 hours 11 min ago
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01930J, PaperAhmed Kamal, Subba Rao A.V., Lakshma Nayak V, Subba Reddy N. V., Swapna Konderu, Ramakrishna G, Mallika Alvala
A series of imidazo[1,5-a]pyridine-benzimidazole hybrids (5a-aa) were prepared and evaluated for their cytotoxic activity against a panel of sixty human tumor cell lines. Among them compounds 5d and 5l showed...
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An Efficient Continuous Flow Approach to Furnish Furan-Based Biaryls.

Org. and Biomol. Chem. - 10 hours 11 min ago
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01641F, PaperChristopher Gordon, Trieu Trinh, Lacey Hizartzidis, Andrew Lin, Adam McCluskey, David Harman
Suzuki cross-couplings of 5-formyl-2-furanylboronic acid with activated or neutral aryl bromides were performed under continuous flow conditions in the presence of (Bu)4N+F- and the immobilised t-butyl based palladium catalyst CatCart[trade mark sign]...
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New Insights in the Structure-Spectrum Relationship in S65T/H148D and E222Q/H148D Green Fluorescent Protein Mutants. A Theoretical Assessment.

Org. and Biomol. Chem. - 10 hours 11 min ago
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01462F, PaperPau Armengol, Ricard Gelabert, Miquel Moreno, Jose M Lluch
Green Fluorescent Protein (GFP) variant S65T/H148D recovers the A-band fluorescence lost in the single mutant S65T and it has been established that Asp148 is the alternate proton acceptor for the...
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Synthesis of highly functionalized C60 fullerene derivatives and their applications in material and life sciences

Org. and Biomol. Chem. - 10 hours 11 min ago
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01663G, Review ArticleWeibo Yan, Stefan Seifermann, Philippe Pierrat, Stefan Brase
Highly functionalized fullerenes can be efficiently constructed by various techniques. However, the challenge is to synthesize highly symmetrical fullerenes. Recently, a number of X-Ray structures have been disclosed showing the...
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Intramolcular Redox Reaction for the Synthesis of N-Aryl Pyrroles Catalyzed by Lewis Acids

Org. and Biomol. Chem. - 10 hours 11 min ago
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02009J, PaperHong-Jin Du, Le Zhen, Xiaoan Wen, Qing-Long Xu, Hongbin Sun
An efficient approach to N-aryl pyrroles via Lewis acid-mediated 1,5-hydride shift and isomerization of 2-(3-pyrroline-1-yl)arylaldehydes has been achieved in up to 89% yield. This methodology is applicable to the synthesis...
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Base-switched annuloselectivity in the reactions of ethyl malonyl chloride and imines

Org. and Biomol. Chem. - 10 hours 11 min ago
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01454E, PaperZhanhui Yang, Siqi Li, Zhong Zhang, Jiaxi Xu
The base-switched annuloselectivity, namely [2+2] and [2+2+2] selectivitiy, in the reactions of ethyl malonyl chloride and imines is successfully realized. In the presence of the weak nucleophilic base 2-chloropyridine, the...
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