Org. and Biomol. Chem.

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Synthesis and characterization of chiral aza-macrocycles and study of their enantiomer recognition ability for organo-phosphoric acid and phosphonic acid derivatives by 31P NMR and fluorescence spectroscopy

11 February, 2016 - 03:54

Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02616D, PaperAditya N. Khanvilkar, Ashutosh V. Bedekar
Two diastereomers of optically active N,O-containing new macrocycles with dual chirality were synthesized and evaluated for chiral discrimination of organo phosphoric and phosphonic acids by 31P NMR and fluorescence spectroscopy.
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Pushing the limits of catalytic C-H amination in polyoxygenated cyclobutanes

11 February, 2016 - 03:54

Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02602D, PaperPierre-Antoine Nocquet, Raphael Hensienne, Joanna Wencel-Delord, Eugenie Laigre, Khadidja Sidelarbi, Frederic Becq, Caroline Norez, Damien Hazelard, Philippe Compain
The limits of catalytic C-H amination were explored in polyoxygenated cyclobutanes to access original spiranic iminosugars of biological interest.
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Oxidative coupling between C(sp2)-H and C(sp3)-H bonds of indoles and cyclic ethers/cycloalkanes

11 February, 2016 - 03:54

Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C6OB00076B, CommunicationQingjing Yang, Pui Ying Choy, Yinuo Wu, Baomin Fan, Fuk Yee Kwong
Cross-dehydrogenative-coupling (CDC) between C-H/C-H bonds of indoles and cyclic ethers/cycloalkanes is made viable through a simple transition-metal-free pathway.
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Copper-catalyzed decarboxylative cross-coupling of cinnamic acids and ACCN via single electron transfer

11 February, 2016 - 03:54

Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02677F, CommunicationBao Gao, Yinjun Xie, Lei Yang, Hanmin Huang
A novel and convenient method for the synthesis of [small beta],[gamma]-unsaturated nitriles using ACCN (1,1[prime or minute]-azobis(cyclohexane-1-carbonitrile)) as a cyano source was described.
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Cross-dehydrogenative regioselective Csp3-Csp2 coupling of enamino-ketones followed by rearrangement: an amazing formation route to acridine-1,8-dione derivatives

11 February, 2016 - 03:54

Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02655E, PaperRajib Sarkar, Chhanda Mukhopadhyay
A novel route for the construction of acridine-1,8-dione derivatives through CDC coupling of enamino-ketones followed by rearrangement.
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Fluorescent IGF-II analogues for FRET-based investigations into the binding of IGF-II to the IGF-1R

11 February, 2016 - 03:54

Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02110C, PaperJ. M. Cottam Jones, P. W. R. Harris, D. B. Scanlon, B. E. Forbes, M. A. Brimble, A. D. Abell
Convergent-based synthesis of native IGF-II and two IGF-II analogues, with coumarin fluorescent probes incorporated at residues 19 and 28, and their use in FRET-based identification of interactions with the type 1 insulin-like growth factor receptor (IGF-IR).
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Talaroketals A and B, unusual bis(oxaphenalenone) spiro and fused ketals from the soil fungus Talaromyces stipitatus ATCC 10500

11 February, 2016 - 03:54

Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02657A, PaperYi Zang, Gregory Genta-Jouve, Pascal Retailleau, Alexandre Escargueil, Stephane Mann, Bastien Nay, Soizic Prado
Talaroketals A and B, unusual bis(oxaphenalenone) spiro and fused ketals were isolated from the soil fungus Talaromyces stipitatus ATCC 10500.
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A calixpyridinium-based supramolecular tandem assay for alkaline phosphatase and its application to ATP hydrolysis reaction

11 February, 2016 - 03:54

Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02381E, PaperKui Wang, Jian-Hua Cui, Si-Yang Xing, Hong-Xi Dou
We have successfully implemented the supramolecular tandem assay principle for monitoring alkaline phosphatase based on a novel calixpyridinium/dye reporter pair.
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QM/MM study on the enantioselectivity of spiroacetalization catalysed by an imidodiphosphoric acid catalyst: how confinement works

11 February, 2016 - 03:54

Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C6OB00045B, PaperLuis Simon, Robert S. Paton
An explanation of why confined imidodiphosphoric acid catalyst succeeds where other chiral phosphoric acid catalysts fail.
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Synthesis of tetra-substituted 5-trifluoromethylpyrazoles via sequential halogenation/palladium-catalyzed C-C and C-N cross-coupling

11 February, 2016 - 03:54

Org. Biomol. Chem., 2016, 14,2352-2359
DOI: 10.1039/C5OB02390D, PaperCarson Wiethan, Wilian C. Rosa, Helio G. Bonacorso, Mark Stradiotto
The assembly of tetra-substituted 5-trifluoromethylpyrazoles is presented, involving palladium-catalyzed Negishi or Buchwald-Hartwig cross-couplings to install carbon or nitrogen-based 4-substituents.
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A bio-inspired synthetic route to the core ring systems of Spiraea atisine-type diterpenoid alkaloids and related diterpenes

11 February, 2016 - 03:54

Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C6OB00053C, PaperDai-Hui Tang, Ding Ma, Hang Cheng, Yong-Li Li, Liang Xu
A bio-inspired synthetic strategy for the construction of the complex substructures of biologically active atisine-type diterpenoid alkaloids and related diterpenes was successfully developed.
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Ru-catalyzed asymmetric hydrogenation of [small delta]-keto Weinreb amides: enantioselective synthesis of (+)-Centrolobine

11 February, 2016 - 03:54

Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02622A, PaperMengmeng Zhao, Bin Lu, Guangni Ding, Kai Ren, Xiaomin Xie, Zhaoguo Zhang
An efficient asymmetric hydrogenation of [small delta]-keto Weinreb amides catalyzed by a Ru-Xyl-SunPhos-Daipen bifunctional catalyst has been achieved.
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Rational optimization of amber suppressor tRNAs toward efficient incorporation of a non-natural amino acid into protein in a eukaryotic wheat germ extract

11 February, 2016 - 03:54

Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02533H, PaperAtsushi Ogawa, Yuki Namba, Mai Gakumasawa
Amber suppressor tRNAs (sup-tRNAs) were rationally optimized toward efficient incorporation of a non-natural amino acid (AcPhe) into protein in a eukaryotic wheat germ extract.
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Antimicrobial activity of a quaternized BODIPY against Staphylococcus strains

11 February, 2016 - 03:54

Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02477C, PaperDuygu Ayd[i without dot]n Tekdas, Geetha Viswanathan, Sevinc Zehra Topal, Chung Yeng Looi, Won Fen Wong, Grace Min Yi Tan, Yunus Zorlu, Ayse Gul Gurek, Hong Boon Lee, Fabienne Dumoulin
A novel quaternized BODIPY derivative showed potent antimicrobial activity against Staphylococcus strains.
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Radical-mediated dehydrogenation of bile acids by means of hydrogen atom transfer to triplet carbonyls

11 February, 2016 - 03:54

Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02561C, PaperP. Miro, M. L. Marin, M. A. Miranda
The aim of the present paper is to explore the potential of radical-mediated dehydrogenation of bile salts (BSs), which is reminiscent of the enzymatic action of hydroxysteroid dehydrogenase enzymes (HSDH).
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Synthesis and evaluation of membrane permeabilizing properties of cationic amphiphiles derived from the disaccharide trehalose

11 February, 2016 - 03:54

Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C6OB00031B, CommunicationP. Shaul, R. I. Benhamou, I. M. Herzog, S. Louzoun Zada, Y. Ebenstein, M. Fridman
Cationic amphiphiles derived from trehalose have been synthesized; trehalose analogues substituted with n-pentyl or n-hexyl ethers exhibited membrane disrupting activities against clinically important Gram positive and Gram negative bacteria and fungi.
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Concise asymmetric syntheses of novel phenanthroquinolizidines

11 February, 2016 - 03:54

Org. Biomol. Chem., 2016, 14,2264-2271
DOI: 10.1039/C5OB02624E, PaperCintia Anton-Torrecillas, Maria Isabel Loza, Jose Brea, Jose C. Gonzalez-Gomez
A concise asymmetric synthesis of cytotoxic phenanthroquinolizidines with a quaternary center at C14a and a substituent at C9 is described.
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Characterization of deoxyribozymes with site-specific oxidative cleavage activity against DNA obtained by in vitro selection

11 February, 2016 - 03:54

Org. Biomol. Chem., 2016, 14,2347-2351
DOI: 10.1039/C6OB00148C, PaperMing-Qi Wang, Juan Dong, Huafan Zhang, Zhuo Tang
We have generated a new class of deoxyribozymes that required Mn2+ and Cu2+ to catalyze a site-specific oxidative cleavage of DNA.
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4R- and 4S-iodophenyl hydroxyproline, 4R-pentynoyl hydroxyproline, and S-propargyl-4-thiolphenylalanine: conformationally biased and tunable amino acids for bioorthogonal reactions

11 February, 2016 - 03:54

Org. Biomol. Chem., 2016, 14,2327-2346
DOI: 10.1039/C5OB02473K, PaperChristina R. Forbes, Anil K. Pandey, Himal K. Ganguly, Glenn P. A. Yap, Neal J. Zondlo
4 Amino acids, incorporating aryl iodide or alkyne bioorthogonal functional groups, exhibit defined structural preferences, suggesting their molecularly tailored application.
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Detection of weak hydrogen bonding to fluoro and nitro groups in solution using H/D exchange

11 February, 2016 - 03:54

Org. Biomol. Chem., 2016, 14,2223-2227
DOI: 10.1039/C5OB02360B, PaperC. R. Shugrue, J. R. DeFrancisco, A. J. Metrano, B. D. Brink, R. S. Nomoto, B. R. Linton
Hydrogen/deuterium (H/D) exchange can be a sensitive technique for measuring the strength of hydrogen bonding to neutral organic nitro and fluoro groups.
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