Cytoprotective organoselenium compounds for oligodendrocytes
作者： Pierre Andreoletti , Mustapha Cherkaoui-Malki , Amira Zarrouk , Amira Zarrouk , Ismail Althagafi
DOI: 10.1016/J.ARABJC.2021.103051
关键词: Combinatorial chemistry 、 Tetrazole 、 Cytotoxicity 、 Chemistry 、 Antioxidant 、 Redox 、 Organoselenium Compound
摘要: Abstract Herein we report the synthesis of peptide-like and tetrazole-based organoselenium compounds via Ugi Ugi-azide reactions, respectively. The compounds' intrinsic cytoprotective antioxidant capacities were evaluated in 158 N 158JP murine oligodendrocytes. Furthermore, their redox properties theoretically using Molecular Operating Environment-docking studies. Most did not exhibit any cytotoxicity against cells. Among tested compounds, tetrazole- (e.g., 6, 7, 9) pseudopeptide-based 11, 15, 17) displayed properties. On other hand, quinones- 4c 18) pseudopeptides-based 12, 14, exhibited prooxidant activities. 5 9 selenopeptide 11 15 showed good GPx-like activity. Some newly synthesized presented interesting activities are therefore considered potential myelin diseases drug candidates.
sci-hub.st 参考文章(81)
Saad Shaaban, Amr Negm, Mohamed A. Sobh, Ludger A. Wessjohann, Organoselenocyanates and symmetrical diselenides redox modulators: Design, synthesis and biological evaluation European Journal of Medicinal Chemistry. ,vol. 97, pp. 190- 201 ,(2015) , 10.1016/J.EJMECH.2015.05.002
Alain Krief, László Hevesi, Organoselenium Chemistry I: Functional Group Transformations ,(1988)
Djamila Meriane, Grégory Genta-Jouve, Mohamed Kaabeche, Sylvie Michel, Sabrina Boutefnouchet, Rapid Identification of Antioxidant Compounds of Genista saharae Coss. & Dur. by Combination of DPPH Scavenging Assay and HPTLC-MS Molecules. ,vol. 19, pp. 4369- 4379 ,(2014) , 10.3390/MOLECULES19044369
P.J. Evans, B. Halliwell, [7] Measurement of iron and copper in biological systems: Bleomycin and copper-phenanthroline assays Methods in Enzymology. ,vol. 233, pp. 82- 92 ,(1994) , 10.1016/S0076-6879(94)33010-7
Marie E. Bechler, Lauren Byrne, Charles ffrench-Constant, CNS Myelin Sheath Lengths Are an Intrinsic Property of Oligodendrocytes Current Biology. ,vol. 25, pp. 2411- 2416 ,(2015) , 10.1016/J.CUB.2015.07.056
Takenori Yamaguchi, Keiji Sano, Kintomo Takakura, Isamu Saito, Yukito Shinohara, Takao Asano, Hajime Yasuhara, Ebselen in Acute Ischemic Stroke A Placebo-Controlled, Double-blind Clinical Trial Stroke. ,vol. 29, pp. 12- 17 ,(1998) , 10.1161/01.STR.29.1.12
Marcos Raniel Straliotto, Jade de Oliveira, Gianni Mancini, Afonso CD Bainy, Alexandra Latini, Anna Maria Deobald, João BT Rocha, Andreza Fabro de Bem, None, Disubstituted diaryl diselenides as potential atheroprotective compounds: Involvement of TrxR and GPx-like systems European Journal of Pharmaceutical Sciences. ,vol. 48, pp. 717- 725 ,(2013) , 10.1016/J.EJPS.2013.01.001
Saad Shaaban, Randi Diestel, Bettina Hinkelmann, Yazh Muthukumar, Rajeshwar P. Verma, Florenz Sasse, Claus Jacob, Novel peptidomimetic compounds containing redox active chalcogens and quinones as potential anticancer agents. European Journal of Medicinal Chemistry. ,vol. 58, pp. 192- 205 ,(2012) , 10.1016/J.EJMECH.2012.09.033
Yingjun Liu, Jiawei Zhou, Oligodendrocytes in neurodegenerative diseases Frontiers of Biology in China. ,vol. 8, pp. 127- 133 ,(2013) , 10.1007/S11515-013-1260-4
Aurelia Magdalena Pisoschi, Aneta Pop, The role of antioxidants in the chemistry of oxidative stress: A review. European Journal of Medicinal Chemistry. ,vol. 97, pp. 55- 74 ,(2015) , 10.1016/J.EJMECH.2015.04.040