Synthesis and biological evaluation of new tetramethylpyrazine-based chalcone derivatives as potential anti-Alzheimer agents

Meng Wang, Hua Li Qin, Jing Leng, Ameeduzzafar, Muhammad Wahab Amjad, Maria Abdul Ghafoor Raja, Muhammad Ajaz Hussain, Bukhari Syed Nasir Abbas

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

In the current study, a series of new ligustrazine-based chalcones was synthesized. For insertion of tetramethylpyrazine (TMP, also designated as ligustrazine) in chemical backbone of chalcone, a new ligustrazine-based aldehyde was prepared. New ketones were synthesized for inclusion of quinazolin-4-yl amino and pyrazin-2-yl amino moieties. The newly synthesized compounds were screened for acetylcholinesterase, butyrylcholinesterase, and monoamine oxidases (MAO) inhibitory activities and also for in vitro cytotoxicity on PC12 cells. The effect of these compounds against amyloid β-induced cytotoxicity and aggregation was also investigated. The synthesized compounds effectively inhibited the related enzymes and also exhibited neuroprotective effects. Most of the compounds displayed better inhibitory potencies against Aβ aggregation than reference compounds. Some compounds such as 11e and 16b showed very potent effects on multiple targets exhibiting behavior as multifunctional anti-Alzheimer agents.

Original languageEnglish
JournalChemical Biology and Drug Design
DOIs
Publication statusAccepted/In press - 1 Jan 2018
Externally publishedYes

Fingerprint

Chalcone
Derivatives
Cytotoxicity
Agglomeration
Chalcones
Thymidine Monophosphate
Butyrylcholinesterase
PC12 Cells
Monoamine Oxidase
Neuroprotective Agents
Acetylcholinesterase
Ketones
Amyloid
Aldehydes
tetramethylpyrazine
Enzymes

Keywords

  • Acetylcholinesterase
  • Amyloid β
  • Chalcone
  • Ligustrazine
  • Monoamine oxidases

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine

Cite this

Synthesis and biological evaluation of new tetramethylpyrazine-based chalcone derivatives as potential anti-Alzheimer agents. / Wang, Meng; Qin, Hua Li; Leng, Jing; Ameeduzzafar; Amjad, Muhammad Wahab; Raja, Maria Abdul Ghafoor; Hussain, Muhammad Ajaz; Syed Nasir Abbas, Bukhari.

In: Chemical Biology and Drug Design, 01.01.2018.

Research output: Contribution to journalArticle

Wang, Meng ; Qin, Hua Li ; Leng, Jing ; Ameeduzzafar ; Amjad, Muhammad Wahab ; Raja, Maria Abdul Ghafoor ; Hussain, Muhammad Ajaz ; Syed Nasir Abbas, Bukhari. / Synthesis and biological evaluation of new tetramethylpyrazine-based chalcone derivatives as potential anti-Alzheimer agents. In: Chemical Biology and Drug Design. 2018.
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AU - Amjad, Muhammad Wahab

AU - Raja, Maria Abdul Ghafoor

AU - Hussain, Muhammad Ajaz

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