Royal Society of Chemistry

Hydrogen sulfide mediated cascade reaction forming iminocoumarin: Applications in fluorescent probe development and live-cell imaging

Org. and Biomol. Chem. - 28 May, 2015 - 15:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00785B, PaperPratyush Kumar Mishra, Tanmoy Saha, Pinaki Talukdar
The study on a fluorescent probe that undergoes a H2S mediated cascade reaction to form iminocoumarin fluorophore is reported. The probe features better water solubility and fast sensing time (t1/2...
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PhI(OAc)2-Mediated One-Pot Oxidative Decarboxylation and Aromatization of Tetrahydro-[small beta]-carbolines: Synthesis of Norharmane, Harmane, Eudistomin U and Eudistomin I

Org. and Biomol. Chem. - 28 May, 2015 - 15:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00871A, PaperAhmed Kamal, Yellaiah Tangella, Manasa Lakshmi Kesari, Sathish Manda, vunnam srinivasulu, Chetna Jadala, Abd-Allah Alarifi
Iodobenzene diacetate was employed as a mild and efficient reagent for one-pot oxidative decarboxylation of tetrahydro-[small beta]-carboline acids and dehydrogenation of tetrahydro-[small beta]-carbolines to access corresponding fully aromatized [small beta]-carbolines. To the best...
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Synthesis of 8-aza-3,7-dideaza-2'-deoxyadenosines possessing a new adenosine skeleton as an environmentally sensitive fluorescent nucleoside for monitoring DNA minor groove

Org. and Biomol. Chem. - 28 May, 2015 - 15:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00862J, PaperAzusa Suzuki, Mio Saito, Ryuuzi Katoh, Yoshio Saito
8-Aza-3,7-dideaza-2'-deoxyadenosine 1 and its C3-naphthylethynylated derivative 3n7zA (2) comprising a 8-aza-3,7-dideazapurine (pyrazolo[4,3-c]pyridine) skeleton were synthesized for the first time. In particular, nucleoside 3n7zA (2) exhibited environmentally sensitive intramolecular charge transfer...
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Catalyst-Free Direct Decarboxylative Coupling of [small alpha]-Keto Acids with Thiols: A Facile Access to Thioesters

Org. and Biomol. Chem. - 28 May, 2015 - 15:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00769K, PaperKelu Yan, Daoshan Yang, Wei Wei, Jing Zhao, Yuanyuan Shuai, Laijin Tian, Hua Wang
A novel, efficient, and catalyst-free strategy has been initially developed for the construction of thioesters via the direct radical oxidative decarboxylation of [small alpha]-keto acids with thiols, and the corresponding target...
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Construction of Photoswitchable Rotaxanes and Catenanes Containing Dithienylethene Fragments

Org. and Biomol. Chem. - 28 May, 2015 - 15:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00864F, PaperJun Yin, Ziyong Li, xie han, Haiyan Chen, Di Wu, Fang Hu, Shenghua Liu
Mechanically interlocked structures such as rotaxane and catenane provide a novel backbone for constructing the functional materials with a unique structural characterization. In this work, we design and synthesize a...
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Control of the 1,2-rearrangement process by oxidosqualene cyclases during triterpene biosynthesis

Org. and Biomol. Chem. - 28 May, 2015 - 15:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00714C, PaperShohei Takase, Yusuke Saga, Nozomi Kurihara, Shingo Naraki, Kenta Kuze, Genki Nakata, Takeshi Araki, Tetsuo Kushiro
Oxidosqualene cyclases (OSCs) catalyze the cyclization of an acyclic substrate into various polycyclic triterpenes through a series of cation-[small pi] cyclization and 1,2-rearrangement processes. The mechanisms by which OSCs control the...
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Truce-Smiles rearrangement of substituted phenyl ethers

Org. and Biomol. Chem. - 28 May, 2015 - 15:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00812C, PaperJoel R. Kosowan, Zemane W'Giorgis, Ravneet Grewal, Tabitha E. Wood
This study of the Truce-Smiles rearrangement has revealed interesting tandem reactions, unprecedented systematic substituent effects, and new mechanistic insight.
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Mitochondrially targeted redox probe reveals the variations in oxidative capacity of the haematopoietic cells

Org. and Biomol. Chem. - 28 May, 2015 - 15:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00928F, CommunicationAmandeep Kaur, Kurt W. L. Brigden, Timothy F. Cashman, Stuart T. Fraser, Elizabeth J. New
NpFR2 is a fluorescent sensor that can reversibly measure changes in the mitochondrial redox environment.
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Cyanine Fluorophore for Cellular Protection Against ROS in Stimulated Macrophages and Two-Photon ROS Detection

Org. and Biomol. Chem. - 28 May, 2015 - 15:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00643K, PaperMiu Shan Chan, Di Xu, Lei Guo, Dick Yan Tam, Ling Sum Liu, Man Shing Wong, Pik Kwan Lo
We report the first example of a novel two-photon active, biocompatible, and macrophage cell-membrane permeable carbazole-based cyanine fluorophore for detection of three biologically important ROS namely, .OH, O2- and OCl-...
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Gold and silver catalysis: from organic transformation to bioconjugation

Org. and Biomol. Chem. - 28 May, 2015 - 15:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00407A, Review ArticleVanessa Kar-Yan Lo, Anna On-Yee Chan, Chi-Ming Che
A summary of gold (including AuNPs, Au(I) and Au(III) complexes) and silver(I) catalysis and their application in bioconjugation reactions.
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Synthesis of tetraarylpyridines by chemo-selective Suzuki-Miyaura reactions of 3,5-dibromo-2,6-dichloropyridine

Org. and Biomol. Chem. - 28 May, 2015 - 15:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00866B, PaperSebastian Reimann, Silvio Parpart, Peter Ehlers, Muhammad Sharif, Anke Spannenberg, Peter Langer
Chemoselective Suzuki-Miyaura reactions on 3,5-dibromo-2,6-dichloropyridine were studied.
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The design, synthesis, and biological evaluation of novel YC-1 derivatives as potent anti-Hepatic Fibrosis agents

Org. and Biomol. Chem. - 28 May, 2015 - 15:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00710K, Paperxin zhou, xue wu, juan xiao, chunmei jin, Zhixue Liu, Shujing Guo, xiaochuan zhang
1-benzyl-3-(substituted aryl)-5-methylfuro[3, 2-c]pyrazoles (YC-1) is a well-known synthetic compound with various satisfactory pharmacological activities, such as the activation of soluble gualylate cyclase (sGC) and the inhibition of hypoxia-induced factor-1 (HIF-1)....
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Copper Catalysed Direct Amidation of Methyl Groups with N-H Bonds

Org. and Biomol. Chem. - 28 May, 2015 - 15:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00685F, PaperYao Huang, Tieqiao Chen, Qiang Li, Yongbo Zhou, S.-F. Yin
An efficient copper catalyzed direct aerobic oxidative amidation of methyl groups of azaarylmethanes with N-H bonds producing amides is successfully developed, which can produce primary, secondary and tertiary amides, including...
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An Update on New Methods to Synthesize Cyclotetrapeptides

Org. and Biomol. Chem. - 28 May, 2015 - 15:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00880H, PerspectiveMargaret A Brimble, Luis M De Leon Rodriguez, Andreas Weidkamp
Cyclotetrapeptides are important bioactive lead drug molecules that display a wide spectrum of pharmacological activities. However, the synthesis of cyclotetrapeptides from their linear precursors is challenging due to the highly...
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Synthesis of carbazoloquinone natural products 'on-water'

Org. and Biomol. Chem. - 28 May, 2015 - 15:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00852B, PaperChristopher McErlean, Philip Norcott
The total synthesis of a number of carbazolo-1,4-quinone natural products using on-water chemistry is described. A recently developed domino 'in-water, on-water' process is employed to rapidly and efficiently generate koniginequinone...
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Copper-Catalyzed Efficient Direct Amidation of 2-Methylquinolines with Amines

Org. and Biomol. Chem. - 28 May, 2015 - 15:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00915D, CommunicationGuo-Jun Deng, Hao Xie, Yunfeng Liao, Shuqing Chen, Ya Chen
A novel Cu-catalyzed direct amidation of 2-methylquinolines with amines is described. This method afforded an effieient approach for the synthesis of biologically important aromatic amides from readily available coupling partners...
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Selective photoregulation of the activity of glycogen synthase and glycogen phosphorylase, two key enzymes in glycogen metabolism

Org. and Biomol. Chem. - 28 May, 2015 - 15:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00796H, PaperJoan C Ferrer, Mireia Diaz-Lobo, Jaume Garcia-Amoros, Ignacio Fita, Dolores Velasco, Joan J Guinovart
Glycogen is a polymer of [small alpha]-1,4- and [small alpha]-1,6-linked glucose units that provides a readily available source of energy in living organisms. Glycogen synthase (GS) and glycogen phosphorylase (GP) are the...
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Discovery of novel Bcr-Abl inhibitors with diacylated piperazine as flexible linker

Org. and Biomol. Chem. - 28 May, 2015 - 15:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00430F, PaperXiaoyan Pan, Jinyun Dong, Yaling Shi, Ruili Shao, Fen Wei, Jinfeng Wang, Jie Zhang
Forty-two compounds (series 8, 9 and 10) incorporated with diacylated piperazine have been synthesized and characterized as novel Bcr-Abl inhibitors based on 'six-atom linker'. Five compounds 8d, 8h, 8l, 10m...
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Synthesis of 8-hydroxy-2-iminochromene derivatives as selective and potent inhibitors of human carbonyl reductase 1

Org. and Biomol. Chem. - 28 May, 2015 - 15:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00847F, PaperDawei Hu, Namiki Miyagi, Yuki Arai, Hiroaki Oguri, Takeshi Miura, Toru Nishinaka, Tomoyuki Terada, Hiroaki Gouda, Ossama El-Kabbani, Shuang Xia, Naoki Toyooka, Akira Hara, Toshiyuki Matsunaga, Akira Ikari, Satoshi Endo
Human carbonyl reductase 1 (CBR1), a member of the short-chain dehydrogenase/reductase superfamily, reduces anthracycline anticancer drugs to their less potent anticancer C-13 hydroxy metabolites, which are linked with pathogenesis of...
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Tanzawaic acids from a marine-derived fungus of the genus Penicillium with cytotoxic activities

Org. and Biomol. Chem. - 28 May, 2015 - 15:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00773A, PaperFaviola Cardoso-Martinez, Jose M. de la Rosa, Ana R. Diaz-Marrero, Jose Darias, Claudia Cerella, M Diederich, Mercedes Cueto
Tanzawaic acids M (1), N (2), O (3) and P (4) and the known tanzawaic acids B (5) and E (6), have been isolated from an extract of a cultured...
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