Polyphosphoric acid-promoted one-pot synthesis and neuroprotective effects of flavanones against NMDA-induced injury in PC12 cells

We report herein an efficient polyphosphoric acid (PPA) promoted one-pot protocol for the synthesis of flavanone derivatives from 2-hydroxyacetophenones and benzaldehydes. A variety of flavanones were produced in moderate to excellent yields and evaluated for their neuroprotective effects against N-...

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Autores principales: Wang, Enhua, Yang, Lishou, Yang, Qian, Yang, Fanghong, Luo, Ji, Gan, Menglan, Wang, Xue, Song, Shanmin, Lei, Yang, Yang, Xiaosheng
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9528730/
https://www.ncbi.nlm.nih.gov/pubmed/36320275
http://dx.doi.org/10.1039/d2ra03562f
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author Wang, Enhua
Yang, Lishou
Yang, Qian
Yang, Fanghong
Luo, Ji
Gan, Menglan
Wang, Xue
Song, Shanmin
Lei, Yang
Yang, Xiaosheng
author_facet Wang, Enhua
Yang, Lishou
Yang, Qian
Yang, Fanghong
Luo, Ji
Gan, Menglan
Wang, Xue
Song, Shanmin
Lei, Yang
Yang, Xiaosheng
author_sort Wang, Enhua
collection PubMed
description We report herein an efficient polyphosphoric acid (PPA) promoted one-pot protocol for the synthesis of flavanone derivatives from 2-hydroxyacetophenones and benzaldehydes. A variety of flavanones were produced in moderate to excellent yields and evaluated for their neuroprotective effects against N-methyl-d-aspartate (NMDA)-induced excitotoxicity in PC12 cells. Derivatives bearing electron-donating groups exhibited better neuroprotective activity. Compound 3m demonstrated the best protective potency and reversed the intracellular calcium (Ca(2+)) influx caused by NMDA, suggesting that flavanones protected the PC12 cells against NMDA-induced neurotoxicity via inhibition of Ca(2+) overload.
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spelling pubmed-95287302022-10-31 Polyphosphoric acid-promoted one-pot synthesis and neuroprotective effects of flavanones against NMDA-induced injury in PC12 cells Wang, Enhua Yang, Lishou Yang, Qian Yang, Fanghong Luo, Ji Gan, Menglan Wang, Xue Song, Shanmin Lei, Yang Yang, Xiaosheng RSC Adv Chemistry We report herein an efficient polyphosphoric acid (PPA) promoted one-pot protocol for the synthesis of flavanone derivatives from 2-hydroxyacetophenones and benzaldehydes. A variety of flavanones were produced in moderate to excellent yields and evaluated for their neuroprotective effects against N-methyl-d-aspartate (NMDA)-induced excitotoxicity in PC12 cells. Derivatives bearing electron-donating groups exhibited better neuroprotective activity. Compound 3m demonstrated the best protective potency and reversed the intracellular calcium (Ca(2+)) influx caused by NMDA, suggesting that flavanones protected the PC12 cells against NMDA-induced neurotoxicity via inhibition of Ca(2+) overload. The Royal Society of Chemistry 2022-10-03 /pmc/articles/PMC9528730/ /pubmed/36320275 http://dx.doi.org/10.1039/d2ra03562f Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Wang, Enhua
Yang, Lishou
Yang, Qian
Yang, Fanghong
Luo, Ji
Gan, Menglan
Wang, Xue
Song, Shanmin
Lei, Yang
Yang, Xiaosheng
Polyphosphoric acid-promoted one-pot synthesis and neuroprotective effects of flavanones against NMDA-induced injury in PC12 cells
title Polyphosphoric acid-promoted one-pot synthesis and neuroprotective effects of flavanones against NMDA-induced injury in PC12 cells
title_full Polyphosphoric acid-promoted one-pot synthesis and neuroprotective effects of flavanones against NMDA-induced injury in PC12 cells
title_fullStr Polyphosphoric acid-promoted one-pot synthesis and neuroprotective effects of flavanones against NMDA-induced injury in PC12 cells
title_full_unstemmed Polyphosphoric acid-promoted one-pot synthesis and neuroprotective effects of flavanones against NMDA-induced injury in PC12 cells
title_short Polyphosphoric acid-promoted one-pot synthesis and neuroprotective effects of flavanones against NMDA-induced injury in PC12 cells
title_sort polyphosphoric acid-promoted one-pot synthesis and neuroprotective effects of flavanones against nmda-induced injury in pc12 cells
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9528730/
https://www.ncbi.nlm.nih.gov/pubmed/36320275
http://dx.doi.org/10.1039/d2ra03562f
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