Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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4-(Dimethylamino)pyridine-Catalysed Iodolactonisation of [gamma],[small delta]-Unsaturated Carboxylic Acids

20 May, 2015 - 13:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00806A, PaperChuisong Meng, Zhihui Liu, Yu-Xiu Liu, Quingmin Wang
4-(Dimethylamino)pyridine functioned as an excellent catalyst for iodolactonisation reactions of [gamma],[small delta]-unsaturated carboxylic acids, affording [gamma]-lactones, [small delta]-lactones, or both under neutral conditions at room temperature. The effects of substrate structure on...
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Fundamental reaction pathway and free energy profile for proteasome inhibition by syringolin A (SylA)

20 May, 2015 - 13:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00737B, PaperDonghui Wei, Mingsheng Tang, Chang-Guo Zhan
In this study, molecular dynamics (MD) simulations and first-principles quantum mechanical/molecular mechanical free energy (QM/MM-FE) calculations have been performed to uncover the fundamental reaction pathway of proteasome with a representative...
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Nickel-catalyzed synthesis of diarylsulfides and sulfones via C-H bond functionalization of arylamides

20 May, 2015 - 13:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00149H, PaperVutukuri Prakash Reddy, Renhua Qiu, Takanori Iwasaki, Nobuaki Kambe
The direct sulfenylation and sulfonylation of (sp2)C-H bonds of benzamide derivatives were achieved using a Ni catalyst with the aid of an 8-aminoquinoline moiety as a bidentate directing group. These...
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Chelate effects in sulfate binding by amide/urea-based ligands

20 May, 2015 - 13:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00618J, PaperChuandong Jia, Qi-Qiang Wang, Rowshan Ara Begum, Victor W. Day, Kristin Bowman-James
Chelate and mini-chelate effects on sulfate binding was explored for six amide-, amide/amine-, urea-, and urea/amine-based ligands in water-mixed DMSO-d6. The urea hosts were highly selective for SO42-, and displayed enhanced binding and greater tolerance for increasing water content as the number of chelate groups increased.
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A general Pd-catalyzed [small alpha]- and [gamma]-benzylation of aldehydes for the formation of quaternary centers

20 May, 2015 - 13:17

Org. Biomol. Chem., 2015, Advance Article
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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Fucofullerenes as tight ligands of RSL and LecB, two bacterial lectins

20 May, 2015 - 13:17

Org. Biomol. Chem., 2015, Advance Article
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

20 May, 2015 - 13:17

Org. Biomol. Chem., 2015, Advance Article
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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Efficient assembly of oligomannosides using the hydrophobically assisted switching phase method

20 May, 2015 - 13:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00730E, PaperShuai Meng, Tian Tian, Dong Han, Lin-Na Wang, Shao-Geng Tang, Xiang-Bao Meng, Zhong-Jun Li
The hydrophobically assisted switching phase (HASP) method was applied in the assembly of oligomannosides.
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Copper-free arylation of 3,3-disubstituted allylic halides with triazene-softened aryl Grignard reagents

20 May, 2015 - 13:17

Org. Biomol. Chem., 2015, Advance Article
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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Titanium carbenoid-mediated cyclopropanation of allylic alcohols: selectivity and mechanism

20 May, 2015 - 13:17

Org. Biomol. Chem., 2015, Advance Article
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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Trienamine catalysis for asymmetric Diels-Alder reactions of 2,4-dienones: a theoretical investigation

20 May, 2015 - 13:17

Org. Biomol. Chem., 2015, Advance Article
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

20 May, 2015 - 13:17

Org. Biomol. Chem., 2015, Advance Article
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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Discovery of novel isatin-based sulfonamides with potent and selective inhibition of the tumor-associated carbonic anhydrase isoforms IX and XII

20 May, 2015 - 13:17

Org. Biomol. Chem., 2015, Advance Article
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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BINOL-Al catalysed asymmetric cyclization and amplification: preparation of optically active menthol analogs

20 May, 2015 - 13:17

Org. Biomol. Chem., 2015, 13,5817-5825
DOI: 10.1039/C5OB00433K, PaperHisanori Itoh, Hironori Maeda, Shinya Yamada, Yoji Hori, Takashi Mino, Masami Sakamoto
We report a highly selective asymmetric ring-closing ene reaction catalyzed by chiral aluminum complexes. Asymmetric amplification of this reaction was investigated by varying the ee of the BINOL employed in the catalyst.
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Muscarine-like compounds derived from a pyrolysis product of cellulose

20 May, 2015 - 13:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00339C, PaperAndrea Defant, Ines Mancini, Rosanna Matucci, Cristina Bellucci, Federico Dosi, Danilo Malferrari, Daniele Fabbri
Starting from a hydroxylactone anhydrosugar available from catalytic cellulose pyrolysis, five new muscarine-like compounds have been synthesized and studied for their binding affinity to human subtype muscarine receptors, obtaining results supported by docking calculation.
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Thioimidazoline based compounds reverse glucocorticoid resistance in human acute lymphoblastic leukemia xenografts

20 May, 2015 - 13:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00779H, PaperCara E. Toscan, Marwa Rahimi, Mohan Bhadbhade, Russell Pickford, Shelli R. McAlpine, Richard B. Lock
Glucocorticoids form a critical component of chemotherapy regimens for pediatric acute lymphoblastic leukemia and initial poor response to glucocorticoid therapy is predictive of inferior outcome.
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Effect of preorganization on the affinity of synthetic DNA binding motifs for nucleotide ligands

20 May, 2015 - 13:17

Org. Biomol. Chem., 2015, 13,5734-5742
DOI: 10.1039/C5OB00508F, PaperS. Vollmer, C. Richert
Triple helices with an abasic bridge between two oligopurine segments bind ligands like ATP, FAD, and cAMP with dissociation constants as low as 30 nM.
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Carbonic anhydrase II as host protein for the creation of a biocompatible artificial metathesase

20 May, 2015 - 13:17

Org. Biomol. Chem., 2015, 13,5652-5655
DOI: 10.1039/C5OB00428D, PaperJingming Zhao, Anna Kajetanowicz, Thomas R. Ward
We report an efficient artificial metathesase which combines an arylsulfonamide anchor within the protein scaffold human carbonic anhydrase II.
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Direct conversion of allyl arenes to aryl ethylketones via a TBHP-mediated palladium-catalyzed tandem isomerization-Wacker oxidation of terminal alkenes

20 May, 2015 - 13:17

Org. Biomol. Chem., 2015, 13,5613-5616
DOI: 10.1039/C5OB00586H, CommunicationJinWu Zhao, Li Liu, ShiJian Xiang, Qiang Liu, HuoJi Chen
A TBHP-mediated palladium-catalyzed tandem isomerization-Wacker oxidation of terminal alkenes was developed.
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Identification of a novel class of covalent modifiers of hemoglobin as potential antisickling agents

20 May, 2015 - 13:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00367A, PaperA. M. Omar, M. A. Mahran, M. S. Ghatge, N. Chowdhury, F. H. A. Bamane, M. E. El-Araby, O. Abdulmalik, M. K. Safo
Aromatic aldehydes and ethacrynic acid (ECA) exhibit antipolymerization properties that are beneficial for sickle cell disease therapy.
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