Literature DB >> 21333407

Synthesis and study of 2-amino-7-bromofluorenes modified with nitroxides and their precursors as dual anti-amyloid and antioxidant active compounds.

Tamás Kálai1, Jitka Petrlova, Mária Balog, Hnin Hnin Aung, John C Voss, Kálmán Hideg.   

Abstract

A series of 2-aminofluorenes N-alkylated with nitroxides or their precursors were synthesized. The new compounds were tested on hydroxyl radical and peroxyl radical scavenging ability and inflammatory assay on the endothelial brain cells. In agreement with ROS scavenging ability the same compound 7-bromo-N -[(1-Oxyl-2,2,6,6-tetramethyl-1,2,3,6-tetrahydropyridine-4yl)methyl]-9H-fluoren-2-amine (3b) and its hydroxylamine salt (3b/OH/HCl) showed the anti-inflammatory property on the endothelial brain cells.
Copyright © 2011. Published by Elsevier Masson SAS.

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Year:  2011        PMID: 21333407      PMCID: PMC3650846          DOI: 10.1016/j.ejmech.2011.01.059

Source DB:  PubMed          Journal:  Eur J Med Chem        ISSN: 0223-5234            Impact factor:   6.514


  25 in total

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Review 2.  Multiple antioxidants in the prevention and treatment of Alzheimer disease: analysis of biologic rationale.

Authors:  K N Prasad; A R Hovland; W C Cole; K C Prasad; P Nahreini; J Edwards-Prasad; C P Andreatta
Journal:  Clin Neuropharmacol       Date:  2000 Jan-Feb       Impact factor: 1.592

3.  Uncharged thioflavin-T derivatives bind to amyloid-beta protein with high affinity and readily enter the brain.

Authors:  W E Klunk; Y Wang; G F Huang; M L Debnath; D P Holt; C A Mathis
Journal:  Life Sci       Date:  2001-08-17       Impact factor: 5.037

4.  A beta (25-35) peptide displays H2O2-like reactivity towards aqueous Fe2+, nitroxide spin probes, and synaptosomal membrane proteins.

Authors:  D A Butterfield; L Martin; J M Carney; K Hensley
Journal:  Life Sci       Date:  1996       Impact factor: 5.037

5.  Structure-activity relationship studies of protective function of nitroxides in Fenton system.

Authors:  J Glebska; L Pulaski; K Gwozdzinski; J Skolimowski
Journal:  Biometals       Date:  2001-06       Impact factor: 2.949

6.  Spin traps: in vitro toxicity and stability of radical adducts.

Authors:  Nadeem Khan; Carmen M Wilmot; Gerald M Rosen; Eugene Demidenko; Jie Sun; Joy Joseph; Julia O'Hara; B Kalyanaraman; Harold M Swartz
Journal:  Free Radic Biol Med       Date:  2003-06-01       Impact factor: 7.376

7.  Structural and dynamic features of Alzheimer's Abeta peptide in amyloid fibrils studied by site-directed spin labeling.

Authors:  Marianna Török; Saskia Milton; Rakez Kayed; Peng Wu; Theresa McIntire; Charles G Glabe; Ralf Langen
Journal:  J Biol Chem       Date:  2002-08-13       Impact factor: 5.157

8.  Candidate anti-A beta fluorene compounds selected from analogs of amyloid imaging agents.

Authors:  Hyun-Seok Hong; Izumi Maezawa; Madhu Budamagunta; Sandeep Rana; Aibin Shi; Robert Vassar; Ruiwu Liu; Kit S Lam; R Holland Cheng; Duy H Hua; John C Voss; Lee-Way Jin
Journal:  Neurobiol Aging       Date:  2008-11-20       Impact factor: 4.673

9.  Dimethylamino-fluorenes: ligands for detecting beta-amyloid plaques in the brain.

Authors:  Chi-Wan Lee; Mei-Ping Kung; Catherine Hou; Hank F Kung
Journal:  Nucl Med Biol       Date:  2003-08       Impact factor: 2.408

Review 10.  Pathways towards and away from Alzheimer's disease.

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  9 in total

1.  Protective spin-labeled fluorenes maintain amyloid beta peptide in small oligomers and limit transitions in secondary structure.

Authors:  Robin Altman; Sonny Ly; Silvia Hilt; Jitka Petrlova; Izumi Maezawa; Tamás Kálai; Kálmán Hideg; Lee-Way Jin; Ted A Laurence; John C Voss
Journal:  Biochim Biophys Acta       Date:  2015-09-14

2.  Synthesis and functional survey of new Tacrine analogs modified with nitroxides or their precursors.

Authors:  Tamás Kálai; Robin Altman; Izumi Maezawa; Mária Balog; Christophe Morisseau; Jitka Petrlova; Bruce D Hammock; Lee-Way Jin; James R Trudell; John C Voss; Kálmán Hideg
Journal:  Eur J Med Chem       Date:  2014-03-12       Impact factor: 6.514

3.  Oligomerization Alters Binding Affinity Between Amyloid Beta and a Modulator of Peptide Aggregation.

Authors:  Silvia Hilt; Tatu Rojalin; Tapani Viitala; Artturi Koivuniemi; Alex Bunker; Sebastian Wachsmann Hogiu; Tamás Kálai; Kálmán Hideg; Marjo Yliperttula; John C Voss
Journal:  J Phys Chem C Nanomater Interfaces       Date:  2017-10-10       Impact factor: 4.126

4.  Mitochondrial oxidative stress-induced transcript variants of ATF3 mediate lipotoxic brain microvascular injury.

Authors:  Tun Nyunt; Monica Britton; Kwanjeera Wanichthanarak; Madhu Budamagunta; John C Voss; Dennis W Wilson; John C Rutledge; Hnin H Aung
Journal:  Free Radic Biol Med       Date:  2019-07-26       Impact factor: 7.376

5.  A Metal-Free Method for Producing MRI Contrast at Amyloid-β.

Authors:  Silvia Hilt; Tang Tang; Jeffrey H Walton; Madhu Budamagunta; Izumi Maezawa; Tamás Kálai; Kálmán Hideg; Vikrant Singh; Heike Wulff; Qizhi Gong; Lee-Way Jin; Angelique Louie; John C Voss
Journal:  J Alzheimers Dis       Date:  2017       Impact factor: 4.472

Review 6.  Functional Foods: An Approach to Modulate Molecular Mechanisms of Alzheimer's Disease.

Authors:  Anna Atlante; Giuseppina Amadoro; Antonella Bobba; Valentina Latina
Journal:  Cells       Date:  2020-10-23       Impact factor: 6.600

7.  The influence of spin-labeled fluorene compounds on the assembly and toxicity of the aβ peptide.

Authors:  Jitka Petrlova; Tamás Kálai; Izumi Maezawa; Robin Altman; Ghimire Harishchandra; Hyun-Seok Hong; Daniel A Bricarello; Atul N Parikh; Gary A Lorigan; Lee-Way Jin; Kálmán Hideg; John C Voss
Journal:  PLoS One       Date:  2012-04-30       Impact factor: 3.240

8.  A systems biology analysis of brain microvascular endothelial cell lipotoxicity.

Authors:  Hnin H Aung; Athanasios Tsoukalas; John C Rutledge; Ilias Tagkopoulos
Journal:  BMC Syst Biol       Date:  2014-07-04

9.  A Bifunctional Anti-Amyloid Blocks Oxidative Stress and the Accumulation of Intraneuronal Amyloid-Beta.

Authors:  Silvia Hilt; Robin Altman; Tamás Kálai; Izumi Maezawa; Qizhi Gong; Sebastian Wachsmann-Hogiu; Lee-Way Jin; John C Voss
Journal:  Molecules       Date:  2018-08-12       Impact factor: 4.411

  9 in total

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