Org. and Biomol. Chem.

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Catalyst-free direct decarboxylative coupling of [small alpha]-keto acids with thiols: a facile access to thioesters

29 June, 2015 - 23:17

Org. Biomol. Chem., 2015, 13,7323-7330
DOI: 10.1039/C5OB00769K, PaperKelu Yan, Daoshan Yang, Wei Wei, Jing Zhao, Yuanyuan Shuai, Laijin Tian, Hua Wang
A catalyst-free protocol has been demonstrated for the synthesis of thioesters via the direct decarboxylation of [small alpha]-keto acids with thiols.
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Construction of photoswitchable rotaxanes and catenanes containing dithienylethene fragments

29 June, 2015 - 23:17

Org. Biomol. Chem., 2015, 13,7313-7322
DOI: 10.1039/C5OB00864F, PaperZiyong Li, Xie Han, Haiyan Chen, Di Wu, Fang Hu, Sheng Hua Liu, Jun Yin
Mechanically interlocked structures such as rotaxanes and catenanes provide a novel backbone for constructing functional materials with unique structural characteristics.
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Control of the 1,2-rearrangement process by oxidosqualene cyclases during triterpene biosynthesis

29 June, 2015 - 23:17

Org. Biomol. Chem., 2015, 13,7331-7336
DOI: 10.1039/C5OB00714C, PaperShohei Takase, Yusuke Saga, Nozomi Kurihara, Shingo Naraki, Kenta Kuze, Genki Nakata, Takeshi Araki, Tetsuo Kushiro
Critical residues controlling the 1,2-rearrangement process during cycloartenol and cucurbitadienol formation in oxidosqualene cyclase were identified.
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Cyanine fluorophores for cellular protection against ROS in stimulated macrophages and two-photon ROS detection

29 June, 2015 - 23:17

Org. Biomol. Chem., 2015, 13,7307-7312
DOI: 10.1039/C5OB00643K, PaperM. S. Chan, D. Xu, L. Guo, D. Y. Tam, L. S. Liu, Y. Chen, M. S. Wong, P. K. Lo
A novel biocompatible and macrophage cell-membrane permeable carbazole-based cyanine probe for ROS detection and cellular protection is reported.
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The design, synthesis, and biological evaluation of novel YC-1 derivatives as potent anti-hepatic fibrosis agents

29 June, 2015 - 23:17

Org. Biomol. Chem., 2015, 13,7257-7264
DOI: 10.1039/C5OB00710K, PaperJuan Xiao, Chunmei Jin, Zhixue Liu, Shujing Guo, Xiaochuan Zhang, Xin Zhou, Xue Wu
YC-1 and its derivatives have been demonstrated for the first time with significant effects on inhibiting LX-2 cell activation and inducing apoptosis of LX-2 cells, making them potential agents for hepatic fibrosis therapy.
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Copper catalysed direct amidation of methyl groups with N-H bonds

29 June, 2015 - 23:17

Org. Biomol. Chem., 2015, 13,7289-7293
DOI: 10.1039/C5OB00685F, PaperYao Huang, Tieqiao Chen, Qiang Li, Yongbo Zhou, Shuang-Feng Yin
An efficient copper catalysed direct aerobic oxidative amidation of methyl groups of azaarylmethanes with N-H bonds producing amides is developed, which can produce primary, secondary and tertiary amides, including those with functional groups. This reaction represents a straightforward method for the preparation of amides from the readily available hydrocarbon starting materials.
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An update on new methods to synthesize cyclotetrapeptides

29 June, 2015 - 23:17

Org. Biomol. Chem., 2015, 13,6906-6921
DOI: 10.1039/C5OB00880H, Review ArticleLuis M. De Leon Rodriguez, Andreas J. Weidkamp, Margaret A. Brimble
This review provides an account of the reported methods used for the synthesis of cyclotetrapeptides.
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Copper-catalyzed efficient direct amidation of 2-methylquinolines with amines

29 June, 2015 - 23:17

Org. Biomol. Chem., 2015, 13,6944-6948
DOI: 10.1039/C5OB00915D, CommunicationHao Xie, Yunfeng Liao, Shuqing Chen, Ya Chen, Guo-Jun Deng
A copper catalyzed efficient procedure for quinoline-2-carboxamides formation via direct amidation of 2-methylquinolines under oxygen is described.
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Selective photoregulation of the activity of glycogen synthase and glycogen phosphorylase, two key enzymes in glycogen metabolism

29 June, 2015 - 23:17

Org. Biomol. Chem., 2015, 13,7282-7288
DOI: 10.1039/C5OB00796H, PaperMireia Diaz-Lobo, Jaume Garcia-Amoros, Ignacio Fita, Dolores Velasco, Joan J. Guinovart, Joan C. Ferrer
An azobenzene glucoside was synthesized and was shown to be an excellent selective inhibitor of Escherichia coli glycogen synthase in its photogenerated (Z)-form, which structurally resembles the three terminal glucoses of a glycogen branch.
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Tanzawaic acids isolated from a marine-derived fungus of the genus Penicillium with cytotoxic activities

29 June, 2015 - 23:17

Org. Biomol. Chem., 2015, 13,7248-7256
DOI: 10.1039/C5OB00773A, PaperFaviola Cardoso-Martinez, Jose M. de la Rosa, Ana R. Diaz-Marrero, Jose Darias, Claudia Cerella, Marc Diederich, Mercedes Cueto
Tanzawaic acids M (1), N (2), O (3) and P (4) were isolated from an extract of a cultured marine-derived fungus (strain CF07370) identified as a member of the genus Penicillium.
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N-B dative bond-induced [3.3.0] bicyclic boronate-tethered exo-selective intramolecular Diels-Alder reaction

29 June, 2015 - 23:17

Org. Biomol. Chem., 2015, 13,7136-7139
DOI: 10.1039/C5OB00917K, CommunicationChao Feng, Hong Wang, Liang Xu, Pengfei Li
We report herein a highly exo-selective intramolecular Diels-Alder reaction of alkenyl boronates which employs an N-B dative bond-involved bicyclic rigid tether.
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A three-component reaction for rapid access to underexplored 1,3-thiazine-2-thiones

29 June, 2015 - 23:17

Org. Biomol. Chem., 2015, 13,7223-7229
DOI: 10.1039/C5OB00377F, PaperDenis Kroger, Fabian Brockmeyer, Christoph Kahrs
A newly developed multicomponent reaction opens access to a variety of (poly)heterocyclic structures containing the underexplored skeleton of 1,3-thiazine-2-thione.
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Isoxazolidine-fused meso-tetraarylchlorins as key tools for the synthesis of mono- and bis-annulated chlorins

29 June, 2015 - 23:17

Org. Biomol. Chem., 2015, 13,7131-7135
DOI: 10.1039/C5OB00800J, CommunicationAntonio Aguiar, Andreia Leite, Andre M. N. Silva, Augusto C. Tome, Luis Cunha-Silva, Baltazar de Castro, Maria Rangel, Ana M. G. Silva
An efficient synthetic approach to prepare novel annulated chlorin derivatives, a meso-tetraarylchlorin bearing an azepine ring and another bearing simultaneously an azepine and a 2H-pyran ring, is described.
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Asymmetric synthesis of 3-substituted tetrahydro-2-benzazepines

29 June, 2015 - 23:17

Org. Biomol. Chem., 2015, 13,7265-7281
DOI: 10.1039/C5OB00731C, PaperMatthias P. Quick, Roland Frohlich, Dirk Schepmann, Bernhard Wunsch
Diastereoselective opening of a tricyclic oxazolidine with allyltrimethylsilane represents a key step in the synthesis of enantiomerically pure 3-substituted tetrahydro-2-benzazepines.
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Anatomy of gold catalysts: facts and myths

29 June, 2015 - 23:17

Org. Biomol. Chem., 2015, 13,7103-7118
DOI: 10.1039/C5OB00736D, Review ArticleOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence.Beatrice Ranieri, Imma Escofet, Antonio M. Echavarren
This review article covers the main types of gold(I) complexes used as precatalysts under homogeneous conditions in organic synthesis and discusses the different ways of catalyst activation as well as ligand, silver, and anion effects.
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Locked nucleic acid (LNA) induced effect on the hybridization and fluorescence properties of oligodeoxyribonucleotides modified with nucleobase-functionalized DNA monomers

29 June, 2015 - 23:17

Org. Biomol. Chem., 2015, 13,7236-7247
DOI: 10.1039/C5OB00860C, PaperMamta Kaura, Patrick J. Hrdlicka
Mixmer oligonucleotides modified with LNA and C5-pyrene-functionalized DNA monomers are shown to display interesting fluorescence properties for the discrimination of single nucleotide polymorphisms (SNPs).
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RNA nucleosides as chiral sensing agents in NMR spectroscopy

29 June, 2015 - 23:17

Org. Biomol. Chem., 2015, 13,7230-7235
DOI: 10.1039/C5OB00513B, PaperN. Lokesh, S. L. Sachin, L. V. Narendra, K. Arun, N. Suryaprakash
The study reports chiral sensing properties of RNA nucleosides. A three component derivitazation protocol has been adopted to differentiate chiral amines. All RNA nucleosides exhibit chiral sensing property.
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Current complexity: a tool for assessing the complexity of organic molecules

29 June, 2015 - 23:17

Org. Biomol. Chem., 2015, 13,7164-7176
DOI: 10.1039/C5OB00709G, PaperJun Li, Martin D. Eastgate
A new complexity index is described, leveraging crowd-sourced knowledge to assess a molecules complexity in the context of current technology.
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5[prime or minute]-Methylene-triazole-substituted-aminoribosyl uridines as MraY inhibitors: synthesis, biological evaluation and molecular modeling

29 June, 2015 - 23:17

Org. Biomol. Chem., 2015, 13,7193-7222
DOI: 10.1039/C5OB00707K, PaperMickael J. Fer, Ahmed Bouhss, Mariana Patrao, Laurent Le Corre, Nicolas Pietrancosta, Ana Amoroso, Bernard Joris, Dominique Mengin-Lecreulx, Sandrine Calvet-Vitale, Christine Gravier-Pelletier
The synthesis of 5[prime or minute]-methylene-[1,4]-triazole-substituted aminoribosyl uridines is described. Their biological evaluation was performed and rationalized by molecular modeling.
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Synergism between genome sequencing, tandem mass spectrometry and bio-inspired synthesis reveals insights into nocardioazine B biogenesis

29 June, 2015 - 23:17

Org. Biomol. Chem., 2015, 13,7177-7192
DOI: 10.1039/C5OB00537J, PaperNorah Alqahtani, Suheel K. Porwal, Elle D. James, Dana M. Bis, Jonathan A. Karty, Amy L. Lane, Rajesh Viswanathan
A noz gene cluster encoded by Nocardiopsis sp. CMB M0232 is presented, revealing the actinomycetes' unique indole methylating and prenylating patterns, leading to anticancer nocardioazine alkaloids.
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