2. Academic Validation
  3. Antioxidative and anti-inflammatory activity of psiguadial B and its halogenated analogues as potential neuroprotective agents

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

  • Bioorg Chem. 2021 Aug:113:105027. doi: 10.1016/j.bioorg.2021.105027.
Tara Man Kadayat 1,  Dong Eun Kim 2,  Sang Bong Lee 3,  Kyungjin Jung 1,  Sang Eun Park 2,  Ji-Ye Hong 2,  Jina Kim 1,  Aarajana Shrestha 1,  Dong-Su Kim 4,  Hongchan An 1,  Nayeon Kim 1,  Su-Jeong Lee 1,  Sugyeong Kwon 1,  Suhui Kim 1,  Jun Yeon Hwang 1,  Shinae Kim 1,  Dongyup Hahn 5,  Hyukjae Choi 6,  Sang-Jip Nam 7,  Yong Hyun Jeon 8,  Jung Jin Hwang 9,  Sung Jin Cho 10,  Jungwook Chin 11
Affiliations

Affiliations

  • 1 New Drug Development Center, Daegu-Gyeongbuk Medical Innovation Foundation, Daegu 41061, Republic of Korea.
  • 2 Asan Institute for Life Sciences, Asan Medical Center, Seoul 05505, Republic of Korea.
  • 3 Vaccine Commercialization Center, Gyeongbuk Institute for Bio Industry, Andong 33618, Republic of Korea.
  • 4 Therapeutics and Biotechnology Division, Korea Research Institute of Chemical Technology, 34114 Daejeon, Republic of Korea.
  • 5 School of Food Science and Biotechnology, Kyungpook National University, Daegu 41566, Republic of Korea.
  • 6 College of Pharmacy, Yeungnam University, Gyeongbuk 38541, Republic of Korea.
  • 7 Department of Chemistry and Nanoscience, Ewha Womans University, Seoul 03760, Republic of Korea.
  • 8 Laboratory Animal Center, Daegu-Gyeongbuk Medical Innovation Foundation, Daegu 41061, Republic of Korea.
  • 9 Asan Institute for Life Sciences, Asan Medical Center, Seoul 05505, Republic of Korea; Department of Convergence Medicine, Asan Medical Center, University of Ulsan College of Medicine, Seoul 05505, Republic of Korea. Electronic address: jjhwang@amc.seoul.kr.
  • 10 Convergence Research Center for Diagnosis, Treatment and Care System of Dementia, Korea Institute of Science and Technology, Seoul 02792, Republic of Korea. Electronic address: sjcho@kist.re.kr.
  • 11 New Drug Development Center, Daegu-Gyeongbuk Medical Innovation Foundation, Daegu 41061, Republic of Korea. Electronic address: jwchin@dgmif.re.kr.
PMID: 34098398 DOI: 10.1016/j.bioorg.2021.105027
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.

Keywords

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

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