45985-24-8Relevant academic research and scientific papers
Method for preparing hindered amine nitroxide free radical compound by alkaline heterogeneous catalysis system
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Paragraph 0042-0045; 0058-0059, (2021/09/26)
The method comprises the following steps: dissolving a hindered amine compound in an organic solvent; adjusting pH by a carbonate aqueous solution; reacting with an aqueous hydrogen peroxide solution; and generating a hindered amine nitroxide free radical compound (IV). (V) Or (VI). The method is high in universality, and the hindered amine nitroxide free radical compound with various structures is prepared. The method is high in catalytic activity, short in reaction time, high in yield, simple in preparation process and convenient to operate; a high-purity target product can be obtained through simple phase separation, drying and concentration in the post-treatment process; meanwhile, the aqueous solution system and ethyl acetate can be recycled. Small by-products.
A cyanine dye based supramolecular photosensitizer enabling visible-light-driven organic reaction in water
Fujitsuka, Mamoru,Kida, Toshiyuki,Mori, Tadashi,Ohkubo, Kei,Osakada, Yasuko,Shigemitsu, Hajime,Tamemoto, Tomoe
supporting information, p. 11217 - 11220 (2021/11/09)
We report the aggregation-induced photosensitizing activity of a cyanine dye in water and the mechanism. In addition, using the supramolecular assembly, visible-light-driven photooxidation of hydrophobic aromatic compounds in water was successfully performed. This journal is
Synthesis and evaluation of β-galactosidase-targeting spin-label probe: 5-o-β-d-galactosyl-5-hydroxy-1,1,3,3-tetramethylisoindoline-2-oxyl
Ito, Tomohiro,Konno, Hiroyuki,Sato, Shingo,Sugawara, Koya
, p. 1799 - 1815 (2020/11/19)
In this study, 3-hydroxymethyl-2,2,5,5-tetramethylpyrrolidine-1-oxyl, 4-hydroxy-2,2,6,6-tetramethylpiperidine-1-oxyl, and 5-hydroxy-1,1,3,3-tetra-methylisoindoline-2-oxyl O-galactosides (PG, TG, and IG) were synthesized. Moreover, their reduction reactivi
Light-Sensitive Alkoxyamines as Versatile Spatially- and Temporally- Controlled Precursors of Alkyl Radicals and Nitroxides
Baron, Marc,Morris, Jason C.,Telitel, Siham,Clément, Jean-Louis,Lalevée, Jacques,Morlet-Savary, Fabrice,Spangenberg, Arnaud,Malval, Jean-Pierre,Soppera, Olivier,Gigmes, Didier,Guillaneuf, Yohann
, p. 3339 - 3344 (2018/03/13)
The use of UV/visible light irradiation as a means to initiate organic syntheses is increasingly attractive due to the high spatial and temporal control conferred by photochemical processes. The aim of this work is thus to demonstrate that alkoxyamines be
2′-Alkynylnucleotides: A Sequence- and Spin Label-Flexible Strategy for EPR Spectroscopy in DNA
Haugland, Marius M.,El-Sagheer, Afaf H.,Porter, Rachel J.,Pe?a, Javier,Brown, Tom,Anderson, Edward A.,Lovett, Janet E.
supporting information, p. 9069 - 9072 (2016/08/05)
Electron paramagnetic resonance (EPR) spectroscopy is a powerful method to elucidate molecular structure through the measurement of distances between conformationally well-defined spin labels. Here we report a sequence-flexible approach to the synthesis of double spin-labeled DNA duplexes, where 2′-alkynylnucleosides are incorporated at terminal and internal positions on complementary strands. Post-DNA synthesis copper-catalyzed azide-alkyne cycloaddition (CuAAC) reactions with a variety of spin labels enable the use of double electron-electron resonance experiments to measure a number of distances on the duplex, affording a high level of detailed structural information.
Synthesis and properties of multifunctional nitroxyl radical hindered-amine light stabilizers
Zhang, Wen,Liu, Dong,Hua, Chengwen,Zhao, Junlong,Chen, Bang,Gou, Xiaofeng
, p. 77 - 81 (2015/04/27)
A series of novel nitroxyl radical hindered-amine light stabilizer monomers were designed and synthesized from 2,2,6,6-tetramethylpiperidine-N-oxyl-4-ol, cyanuric chloride, allylamine, and 2-hydroxyphenylbenzotriazole derivatives. Structures of the new stabilizers were confirmed by 1H NMR, 13C NMR, FT-IR, ESI-HRMS, and element analysis. The synthesized compounds 5a-f were evaluated for their antioxidant and antiaging properties, and a significant stabilizing effect against photodegradation was found.
Reactions of nitroxides XIV. Analogs of phenoxy carboxylic herbicides based on the piperidine scaffold; Unexpected fungicidal activity of the 2-[(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)oxy] butanoic acid
Zakrzewski, Jerzy,Krawczyk, Maria
, p. 89 - 91 (2014/07/07)
Alkanoic acid derivatives bearing a nitroxyl moiety 3a-e were synthesized from 4-hydroxy-2,2,6,6-tetramethylpiperidine-1-oxyl (1) and the corresponding 2-bromoalkane carboxylic acids 2a-e. The herbicidal and antifungal activity of 3a-e was tested. No herbicidal activity of the tested compounds was found. The 2-[(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)oxy]butanoic acid 3c revealed a strong antifungal activity against the pathogenic fungus Phytophthora cactorum.
Synthesis of novel spin-labeled derivatives of 5-FU as potential antineoplastic agents
Yang, Liu,Wang, Mei-Juan,Zhang, Zhi-Jun,Morris-Natschke, Susan L.,Goto, Masuo,Tian, Jing,Liu, Ying-Qian,Wang, Chih-Ya,Tian, Xuan,Yang, Xiao-Ming,Lee, Kuo-Hsiung
, p. 3269 - 3273 (2014/06/24)
Chemotherapy is a general treatment option for various cancers, including lung cancer. In order to find compounds with superior bioactivity and less toxicity against lung cancer, novel spin-labeled 5-fluorouracil (5-FU) derivatives (3a-f) were synthesized and evaluated against four human tumor cell lines (A-549, DU-145, KB, and KBvin). Two promising compounds 3d and 3f exhibited IC50 values of 2.76 and 2.38 μM, respectively, against non-small cell lung carcinoma cell line A-549. These compounds were twofold more cytotoxic than 5-FU and less toxic against other tested cell lines. Compound 3f exhibited seven times more selective cytotoxicity against A-549 than 5-FU. Our results suggest that compounds 3d and 3f merit further investigation for development into clinical trial candidates for non-small cell lung cancer.
A novel protecting group methodology for syntheses using nitroxides
Chalmers, Benjamin A.,Morris, Jason C.,Fairfull-Smith, Kathryn E.,Grainger, Richard S.,Bottle, Steven E.
supporting information, p. 10382 - 10384 (2013/10/22)
The methoxyamine group represents an ideal protecting group for the nitroxide moiety. It can be easily and selectively introduced in high yield (typically >90%) to a range of functionalised nitroxides using FeSO 4·7H2O and H2O2 in DMSO. Its removal is readily achieved under mild conditions in high yield (70-90%) using mCPBA in a Cope-type elimination process.
Synthesis and mechanistic studies of novel spin-labeled combretastatin derivatives as potential antineoplastic agents
Liu, Ying-Qian,Li, Xiao-Jing,Zhao, Chun-Yan,Nan, Xiang,Tian, Jing,Morris-Natschke, Susan L.,Zhang, Zhi-Jun,Yang, Xiao-Ming,Yang, Liu,Li, Lin-Hai,Zhou, Xing-Wen,Lee, Kuo-Hsiung
, p. 1248 - 1256 (2013/03/14)
Two series (14a-d and 21a-h) of novel spin-labeled combretastatin derivatives were synthesized and evaluated for cytotoxicity against four tumor cell lines (K562, SGC-7901, Hela and HepG-2). Simultaneously, a representative compound 21a was selected to investigate the antitumor mechanisms of these synthetic compounds. The results indicated that some of the compounds showed significant cytotoxicity against four tumor cell lines in vitro and were more active than etoposide, a clinically available anticancer drug. Among the newly synthesized compounds, 21a, 21b and 21c displayed the greatest cytotoxicity against three tested tumor cell lines (HEPG-2, BGC-832 and Hela), with IC 50 values ranging from 0.15 to 1.05 μM, compared with values of 0.014-0.403 μM for 3-amino-deoxycombretastatin A-4 (3). In addition, the mechanistic analysis revealed that compound 21a effectively interfered with tubulin dynamics to prevent mitosis in cancer cells, leading to cell cycle arrest and, eventually, dose dependent apoptosis.
