Antioxidative and anti-inflammatory activity of psiguadial B and its halogenated analogues as potential neuroprotective agents

Tara Man Kadayat, Dong Eun Kim, Sang Bong Lee, Kyungjin Jung, Sang Eun Park, Ji Ye Hong, Jina Kim, Aarajana Shrestha, Dong Su Kim, Hongchan An, Nayeon Kim, Su Jeong Lee, Sugyeong Kwon, Suhui Kim, Jun Yeon Hwang, Shinae Kim, Dongyup Hahn, Hyukjae Choi, Sang Jip Nam, Yong Hyun JeonJung Jin Hwang, Sung Jin Cho, Jungwook Chin

Research output: Contribution to journalArticlepeer-review

Abstract

Psiguadial B (8), and its fluoro- (8a), chloro- (8b), and bromo- (8c) derivatives were synthesized using a sodium acetate-catalyzed single step coupling of three components: β-caryophyllene (5), diformylphloroglucinol (11), and benzaldehyde (12). These compounds efficiently and dose-dependently decreased H2O2-induced cell death, a quantitative marker of cell death, in primary cultures of mouse cortical neurons. Psiguadial B also decreased neuronal death and accumulation of ROS induced by FeCl2 in cortical cultures. The in vitro effects of these compounds in lipopolysaccharide (LPS)-induced expression of nitric oxide (NO), and TNF-α and IL-6 by suppressing the NF-κB pathway in immune cells demonstrated their antioxidative and anti-inflammatory activity. The present findings warrant further research on the development of psiguadial B-based neuroprotective agents for the treatment of neurodegenerative diseases, acute brain injuries and immunological disorders.

Original languageEnglish
Article number105027
JournalBioorganic Chemistry
Volume113
DOIs
StatePublished - Aug 2021

Keywords

  • Anti-inflammatory effect
  • Antioxidative effect
  • Neuroprotective agent
  • Psiguadial B
  • Reactive oxygen species
  • Short synthetic route

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