Literature DB >> 24900645

A Fluorescent Styrylquinoline with Combined Therapeutic and Diagnostic Activities against Alzheimer's and Prion Diseases.

Matteo Staderini1, Suzana Aulić2, Manuela Bartolini3, Hoang Ngoc Ai Tran2, Víctor González-Ruiz1, Daniel I Pérez4, Nieves Cabezas1, Ana Martínez4, M Antonia Martín1, Vincenza Andrisano3, Giuseppe Legname2, J Carlos Menéndez1, Maria Laura Bolognesi3.   

Abstract

(E)-6-Methyl-4'-amino-2-styrylquinoline (3) is a small molecule with the proper features to potentially diagnose, deliver therapy and monitor response to therapy in protein misfolding diseases. These features include compound fluorescent emission in the NIR region and its ability to interact with both Aβ and prion fibrils, staining them with high selectivity. Styrylquinoline 3 also inhibits Aβ self-aggregation in vitro and prion replication in the submicromolar range in a cellular context. Furthermore, it is not toxic and is able to cross the blood brain barrier in vitro (PAMPA test).

Entities:  

Keywords:  Aggregation; amyloid; fibrillation inhibitors; protein misfolding diseases

Year:  2012        PMID: 24900645      PMCID: PMC4027132          DOI: 10.1021/ml3003605

Source DB:  PubMed          Journal:  ACS Med Chem Lett        ISSN: 1948-5875            Impact factor:   4.345


  25 in total

1.  Cell biology. A unifying role for prions in neurodegenerative diseases.

Authors:  Stanley B Prusiner
Journal:  Science       Date:  2012-06-22       Impact factor: 47.728

2.  The concept of privileged structures in rational drug design: focus on acridine and quinoline scaffolds in neurodegenerative and protozoan diseases.

Authors:  Salvatore Bongarzone; Maria Laura Bolognesi
Journal:  Expert Opin Drug Discov       Date:  2011-01-18       Impact factor: 6.098

3.  A small molecule targeting the multifactorial nature of Alzheimer's disease.

Authors:  Andrea Cavalli; Maria Laura Bolognesi; Simona Capsoni; Vincenza Andrisano; Manuela Bartolini; Elisa Margotti; Antonino Cattaneo; Maurizio Recanatini; Carlo Melchiorre
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

4.  Fluorescent probes for sensing and imaging.

Authors:  Tasuku Ueno; Tetsuo Nagano
Journal:  Nat Methods       Date:  2011-07-28       Impact factor: 28.547

5.  Curcumin inhibits formation of amyloid beta oligomers and fibrils, binds plaques, and reduces amyloid in vivo.

Authors:  Fusheng Yang; Giselle P Lim; Aynun N Begum; Oliver J Ubeda; Mychica R Simmons; Surendra S Ambegaokar; Pingping P Chen; Rakez Kayed; Charles G Glabe; Sally A Frautschy; Gregory M Cole
Journal:  J Biol Chem       Date:  2004-12-07       Impact factor: 5.157

6.  Monitoring and inhibition of insulin fibrillation by a small organic fluorogen with aggregation-induced emission characteristics.

Authors:  Yuning Hong; Luming Meng; Sijie Chen; Chris Wai Tung Leung; Lin-Tai Da; Mahtab Faisal; Daniel-Adriano Silva; Jianzhao Liu; Jacky Wing Yip Lam; Xuhui Huang; Ben Zhong Tang
Journal:  J Am Chem Soc       Date:  2012-01-10       Impact factor: 15.419

7.  Hot spots in prion protein for pathogenic conversion.

Authors:  Kazuo Kuwata; Noriyuki Nishida; Tomoharu Matsumoto; Yuji O Kamatari; Junji Hosokawa-Muto; Kota Kodama; Hironori K Nakamura; Kiminori Kimura; Makoto Kawasaki; Yuka Takakura; Susumu Shirabe; Jiro Takata; Yasufumi Kataoka; Shigeru Katamine
Journal:  Proc Natl Acad Sci U S A       Date:  2007-07-06       Impact factor: 11.205

8.  Design, synthesis, and testing of difluoroboron-derivatized curcumins as near-infrared probes for in vivo detection of amyloid-beta deposits.

Authors:  Chongzhao Ran; Xiaoyin Xu; Scott B Raymond; Brian J Ferrara; Krista Neal; Brian J Bacskai; Zdravka Medarova; Anna Moore
Journal:  J Am Chem Soc       Date:  2009-10-28       Impact factor: 15.419

9.  Styryl-based and tricyclic compounds as potential anti-prion agents.

Authors:  Erika Chung; Frances Prelli; Stephen Dealler; Woo Sirl Lee; Young-Tae Chang; Thomas Wisniewski
Journal:  PLoS One       Date:  2011-09-13       Impact factor: 3.240

10.  (E)-5-styryl-1H-indole and (E)-6-styrylquinoline derivatives serve as probes for β-amyloid plaques.

Authors:  Yang Yang; Hong-Mei Jia; Bo-Li Liu
Journal:  Molecules       Date:  2012-04-10       Impact factor: 4.411

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  9 in total

Review 1.  Therapeutic strategies for identifying small molecules against prion diseases.

Authors:  Elisa Uliassi; Lea Nikolic; Maria Laura Bolognesi; Giuseppe Legname
Journal:  Cell Tissue Res       Date:  2022-01-06       Impact factor: 5.249

2.  Steroid-Quinoline Hybrids for Disruption and Reversion of Protein Aggregation Processes.

Authors:  Hélio M T Albuquerque; Raquel Nunes da Silva; Marisa Pereira; André Maia; Samuel Guieu; Ana Raquel Soares; Clementina M M Santos; Sandra I Vieira; Artur M S Silva
Journal:  ACS Med Chem Lett       Date:  2022-02-14       Impact factor: 4.345

3.  Syntheses of novel pyridine-based low-molecular-weight luminogens possessing aggregation-induced emission enhancement (AIEE) properties.

Authors:  Masayori Hagimori; Tatsusada Yoshida; Yasuhisa Nishimura; Yukiko Ogawa; Keitaro Tanaka
Journal:  Beilstein J Org Chem       Date:  2022-05-24       Impact factor: 2.544

Review 4.  Advances in development of fluorescent probes for detecting amyloid-β aggregates.

Authors:  Ming-Ming Xu; Wen-Ming Ren; Xi-Can Tang; You-Hong Hu; Hai-Yan Zhang
Journal:  Acta Pharmacol Sin       Date:  2016-03-21       Impact factor: 6.150

5.  Synthesis of New Styrylquinoline Cellular Dyes, Fluorescent Properties, Cellular Localization and Cytotoxic Behavior.

Authors:  Marzena Rams-Baron; Mateusz Dulski; Anna Mrozek-Wilczkiewicz; Mateusz Korzec; Wioleta Cieslik; Ewelina Spaczyńska; Piotr Bartczak; Alicja Ratuszna; Jaroslaw Polanski; Robert Musiol
Journal:  PLoS One       Date:  2015-06-26       Impact factor: 3.240

6.  Theoretical and Experimental Investigations of Large Stokes Shift Fluorophores Based on a Quinoline Scaffold.

Authors:  Barbara Czaplińska; Katarzyna Malarz; Anna Mrozek-Wilczkiewicz; Aneta Slodek; Mateusz Korzec; Robert Musiol
Journal:  Molecules       Date:  2020-05-27       Impact factor: 4.411

7.  Substituent-Controlled Structural, Supramolecular, and Cytotoxic Properties of a Series of 2-Styryl-8-nitro and 2-Styryl-8-hydroxy Quinolines.

Authors:  Suman Sehlangia; Namyashree Nayak; Neha Garg; Chullikkattil P Pradeep
Journal:  ACS Omega       Date:  2022-07-08

Review 8.  Small-molecule theranostic probes: a promising future in neurodegenerative diseases.

Authors:  Suzana Aulić; Maria Laura Bolognesi; Giuseppe Legname
Journal:  Int J Cell Biol       Date:  2013-11-12

9.  Acid selective pro-dye for cellular compartments.

Authors:  Barbara Czaplińska; Katarzyna Malarz; Anna Mrozek-Wilczkiewicz; Robert Musiol
Journal:  Sci Rep       Date:  2019-10-25       Impact factor: 4.379

  9 in total

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