Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Cerium(III)-catalyzed cascade cyclization: an efficient approach to functionalized pyrrolo[1,2-a]quinolines

25 June, 2014 - 02:54

Org. Biomol. Chem., 2014, 12,4837-4840
DOI: 10.1039/C4OB00708E, CommunicationChengtao Feng, Yizhe Yan, Zhenglei Zhang, Kun Xu, Zhiyong Wang
A general and practical route to the synthesis of multisubstituted pyrrolo[1,2-a]quinolines has been described from 2-alkylazaarenes and nitroolefins using cerium chloride as a catalyst via a tandem Michael addition, cyclization and aromatization.
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DFT study on the reaction mechanisms and stereoselectivities of NHC-catalyzed [2 + 2] cycloaddition between arylalkylketenes and electron-deficient benzaldehydes

25 June, 2014 - 02:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00606B, PaperMengmeng Zhang, Donghui Wei, Yang Wang, Suiji Li, Jiefei Liu, Yanyan Zhu, Mingsheng Tang
Two possible mechanisms of ketene and aldehyde [2 + 2] cycloaddition catalyzed by NHC have been investigated using the DFT method.
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Design and synthesis of lipid-coupled inositol 1,2,3,4,5,6-hexakisphosphate derivatives exhibiting high-affinity binding for the HIV-1 MA domain

25 June, 2014 - 02:54

Org. Biomol. Chem., 2014, 12,5006-5022
DOI: 10.1039/C4OB00350K, PaperHiroshi Tateishi, Kensaku Anraku, Ryoko Koga, Yoshinari Okamoto, Mikako Fujita, Masami Otsuka
Lipid-coupled inositol 1,2,3,4,5,6-hexakisphosphate binds to HIV-1 MA tightly through both electrostatic and hydrophobic interactions.
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Antitumour indolequinones: synthesis and activity against human pancreatic cancer cells

25 June, 2014 - 02:54

Org. Biomol. Chem., 2014, 12,4848-4861
DOI: 10.1039/C4OB00711E, PaperMartyn Inman, Andrea Visconti, Chao Yan, David Siegel, David Ross, Christopher J. Moody
An important determinant of the growth inhibitory activity of indolequinones against pancreatic cancer cells is substitution on the 2-position with 2-unsubstituted derivatives being markedly more potent.
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A novel chemosensor with visible light excitability for sensing Zn2+ in physiological medium and in HeLa cells

25 June, 2014 - 02:54

Org. Biomol. Chem., 2014, 12,4975-4982
DOI: 10.1039/C4OB00653D, PaperBarun Kumar Datta, Durairaj Thiyagarajan, Soham Samanta, Aiyagari Ramesh, Gopal Das
A highly sensitive, fluorescent, non-cytotoxic turn-on chemosensor with visible light excitability for the detection of intracellular Zn2+ ions.
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A mitochondria-targeted turn-on fluorescent probe based on a rhodol platform for the detection of copper(I)

25 June, 2014 - 02:54

Org. Biomol. Chem., 2014, 12,4999-5005
DOI: 10.1039/C4OB00527A, PaperMasayasu Taki, Kazushi Akaoka, Koji Mitsui, Yukio Yamamoto
A new spirocyclized rhodol-based fluorescent probe has been developed for detecting mitochondrial Cu+.
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A colorimetric and ratiometric fluorescent probe for distinguishing cysteine from biothiols in water and living cells

25 June, 2014 - 02:54

Org. Biomol. Chem., 2014, 12,5023-5030
DOI: 10.1039/C4OB00463A, PaperQingxin Han, Zhaohua Shi, Xiaoliang Tang, Lizi Yang, Zuolin Mou, Jing Li, Jinmin Shi, Chunyang Chen, Wei Liu, Huan Yang, Weisheng Liu
A highly selective merocyanine-based fluorescent probe was developed, which can significantly distinguish Cys from Hcy and GSH by their kinetic profiles in water and respond to the intracellular Cys.
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A study of allosteric binding behaviour of a 1,3-alternate thiacalix[4]arene-based receptor using fluorescence signal

25 June, 2014 - 02:54

Org. Biomol. Chem., 2014, 12,4917-4923
DOI: 10.1039/C4OB00551A, PaperHirotsugu Tomiyasu, Cheng-Cheng Jin, Xin-Long Ni, Xi Zeng, Carl Redshaw, Takehiko Yamato
The allosteric binding behaviour of a receptor L bearing a 1,3-alternate conformation based thiacalix[4]arene has been evaluated by fluorescence and 1H NMR titration experiments.
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Recent advances in dearomatization of heteroaromatic compounds

25 June, 2014 - 02:54

Org. Biomol. Chem., 2014, 12,4807-4815
DOI: 10.1039/C4OB00371C, Review ArticleQiuping Ding, Xiaoli Zhou, Renhua Fan
This review summarizes the recent developments in dearomatization reactions of indoles, pyridines, quinolines, isoquinolines, and some other heteroaromatic compounds.
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'Clickable' 2,5-diketopiperazines as scaffolds for ligation of biomolecules: their use in A[small beta] inhibitor assembly

25 June, 2014 - 02:54

Org. Biomol. Chem., 2014, 12,4964-4974
DOI: 10.1039/C4OB00541D, PaperE. Dufour, L. Moni, L. Bonnat, S. Chierici, J. Garcia
The synthesis of 1,3,6-trisubstituted-2,5-diketopiperazine scaffolds bearing up to three 'clickable' sites for further oxime bond or alkyne-azide cycloaddition ligations is described.
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Experimental and theoretical studies on the effect of the oxo group in 1,4-benzodiazepines

25 June, 2014 - 02:54

Org. Biomol. Chem., 2014, 12,4905-4916
DOI: 10.1039/C4OB00444B, PaperPablo Pertejo, Maria Garcia-Valverde, Pablo Pena, Nicolas A. Cordero, Tomas Torroba, Alfonso Gonzalez-Ortega
Two families of regioisomeric 1,4-benzodiazepines have been synthesized through a similar Ugi/reduction cyclization sequence. Their conformation and stability depend on the relative position of the carbonyl group adjacent to the nitrogen at the 4-position in the benzodiazepine system.
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Tri-isopropylsilyl thioglycosides as masked glycosyl thiol nucleophiles for the synthesis of S-linked glycosides and glyco-conjugates

25 June, 2014 - 02:54

Org. Biomol. Chem., 2014, 12,4816-4819
DOI: 10.1039/C4OB00741G, CommunicationS. Mandal, U. J. Nilsson
Tri-isopropylsilyl thio-glycosides (TIPS S-glycosides), readily synthesized from glycosyl halides, glycosyl acetates, or p-methoxyphenyl glycosides, were in one-pot de-silylated and S-alkylated, -acylated, or -glycosylated in high yields and short time.
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Enthalpy-driven nuclease-like activity and mechanism of peptide-chlorambucil conjugates

25 June, 2014 - 02:54

Org. Biomol. Chem., 2014, 12,4890-4904
DOI: 10.1039/C4OB00123K, PaperRobin C. K. Yang, Jonathan T. B. Huang, Yu-Ling Chen, Chia-Chun Hung, Mokai Liao, Wen-Chen Yao, Chiu-Heng Chen, Chien-Chung Liou, Michael J. Waring, Leung Sheh
The chemical nuclease activity, energetics, and stepwise cleavage mechanism of chlorambucil-peptide conjugates are presented.
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Iodine-catalyzed aromatization of tetrahydrocarbazoles and its utility in the synthesis of glycozoline and murrayafoline A: a combined experimental and computational investigation

25 June, 2014 - 02:54

Org. Biomol. Chem., 2014, 12,4832-4836
DOI: 10.1039/C4OB00635F, CommunicationVivek Humne, Yuvraj Dangat, Kumar Vanka, Pradeep Lokhande
A new protocol for the aromatization of tetrahydrocarbazoles has been achieved using a catalytic amount of iodine. The role of iodine has been explained by DFT, and its scope is extended to the total synthesis of glycozoline and murrayafoline A.
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N[1,3]-sigmatropic shift in the benzidine rearrangement: experimental and theoretical investigation

25 June, 2014 - 02:54

Org. Biomol. Chem., 2014, 12,4952-4963
DOI: 10.1039/C4OB00080C, PaperShili Hou, Xinyao Li, Jiaxi Xu
The N[1,3]-sigmatropic shift with an inversion of the configuration in the migrating nitrogen atom exists in the formation of semidines and diphenyline.
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An easy route to synthetic analogues of radicamine B, codonopsine and codonopsinine from D-mannitol

25 June, 2014 - 02:54

Org. Biomol. Chem., 2014, 12,4983-4998
DOI: 10.1039/C4OB00503A, PaperSuresh Dharuman, Ashok Kumar Palanivel, Yashwant D. Vankar
Analogues of radicamine B, codonopsinine and codonopsine were synthesized from D-mannitol and found to be good inhibitors of various glycosidases.
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Mechanistic studies for tri-targeted inhibition of enzymes involved in cholesterol biosynthesis by green tea polyphenols

25 June, 2014 - 02:54

Org. Biomol. Chem., 2014, 12,4941-4951
DOI: 10.1039/C4OB00589A, PaperHu Ge, Jinggong Liu, Wenxia Zhao, Yu Wang, Qingqing He, Ruibo Wu, Ding Li, Jun Xu
The mechanism for lowering cholesterol using green tea polyphenols (ECG and EGCG) by the tri-targeted inhibition of FPPS, MVK and MDD.
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Novel 3-arylethynyl-substituted thieno[3,4-b]pyrazine derivatives as human transglutaminase 2 inhibitors

25 June, 2014 - 02:54

Org. Biomol. Chem., 2014, 12,4932-4940
DOI: 10.1039/C4OB00179F, PaperNayeon Kim, Se Hun Kwak, Seon-Hyeong Lee, Vinayak Juvekar, Byung-Il Lee, Hee-Chul Ahn, Soo-Youl Kim, Young-Dae Gong
In the process of optimization, we developed a novel core skeleton of thieno[3,4-b]pyrazine viaGK-13.
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Synthesis of benzofuro[2,3-c]pyridines via a one-pot three-component reaction

25 June, 2014 - 02:54

Org. Biomol. Chem., 2014, 12,4885-4889
DOI: 10.1039/C4OB00670D, PaperJiaxing Hu, Zhihong Deng, Xueqiong Zhang, Fanglin Zhang, Hua Zheng
A convenient one-pot synthesis of polysubstituted benzofuro[2,3-c]pyridines by three-component is developed. It provides a flexible and rapid synthetic route for the construction of benzofuro[2,3-c]pyridines under mild and metal-free reaction conditions in moderate to good yields (up to 83%).
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Construction of rotacatenanes using rotaxane and catenane frameworks

25 June, 2014 - 02:54

Org. Biomol. Chem., 2014, 12,4862-4871
DOI: 10.1039/C4OB00602J, PaperWen Xue, Ziyong Li, Guoxing Liu, Xiaoqiang Chen, Tingting Li, Sheng Hua Liu, Jun Yin
The construction of novel mechanically interlocked structures has become a topic of great current interest due to the requirements of topology and their potential application in molecular machines and devices.
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