2. Academic Validation
  3. New sesquiterpenoids with neuroprotective effects in vitro and in vivo from the Picrasma chinensis

New sesquiterpenoids with neuroprotective effects in vitro and in vivo from the Picrasma chinensis

  • Fitoterapia. 2024 Mar 11:105908. doi: 10.1016/j.fitote.2024.105908.
Xian-Zhe Fan 1,  Jia-Qi Song 1,  Xin-Yi Shi 1,  Jin-Fang Zhou 1,  Rui-Juan Yuan 1,  Ting Liu 1,  Xiang-Qian Kong 2,  Ya-Si Huang 3,  Li-Jun Zhang 4,  Hai-Bing Liao 5
Affiliations

Affiliations

  • 1 State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources, Collaborative Innovation Center for Guangxi Ethnic Medicine, School of Chemistry and Pharmaceutical Sciences, Guangxi Normal University, Guilin 541004, China.
  • 2 GuangZhou Institutes of Biomedicine and Health, Chinese Academy of Science, Guangzhou 510530, China.
  • 3 Key Laboratory of Basic Pharmacology of Ministry of Education and Joint International Research Laboratory of Ethnomedicine of Ministry of Education, Zunyi Medical University, Zunyi, Guizhou 563006, China.. Electronic address: uiuivtee@163.com.
  • 4 State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources, Collaborative Innovation Center for Guangxi Ethnic Medicine, School of Chemistry and Pharmaceutical Sciences, Guangxi Normal University, Guilin 541004, China. Electronic address: ajun840618@mailbox.gxnu.edu.cn.
  • 5 State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources, Collaborative Innovation Center for Guangxi Ethnic Medicine, School of Chemistry and Pharmaceutical Sciences, Guangxi Normal University, Guilin 541004, China. Electronic address: lhbing188@163.com.
PMID: 38479621 DOI: 10.1016/j.fitote.2024.105908
Abstract

Three undescribed Sesquiterpenes, designed as pichinenoid A-C (1-3), along with nine known ones (4-12) were isolated from the stems and leaves of Picrasma chinensis. The new isolates including their absolute configurations were elucidated based on extensive spectroscopic methods, single crystal X-ray diffraction, and electronic circular dichroism (ECD) experiments, as well as comparison with literature data. Structurally, compounds 1 and 2 are descending Sesquiterpenes, while pichinenoid C (3) is a rare sesquiterpene bearing a 2-methylenebut-3-enoic acid moiety at the C-6 side chain. All the isolated compounds were tested for their neuroprotective effects against the H2O2-induced damage on human neuroblastoma SH-SY5Y cells, and most of them showed moderate neuroprotective activity. Especially, compounds 1, 3-5, and 7 showed a potent neuroprotective effect at 25 or 50 μM. Moreover, the neuroprotective effects of compounds 1 and 4 were tested on a 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP)-induced Parkinson's disease (PD) mouse model. Results of western blot and immunofluorescence indicated that compound 4 significantly counteract the toxicity of MPTP, and reversed the expression of tyrosine hydroxylase (TH) in substantia nigra (SN) and striatum (ST) of the mouse brain. Interestingly, western blot data suggested compound 4 also enhanced B-cell lymphoma-2 (Bcl-2) and heme oxygenase 1 (HO-1) expressions in the brain tissues from MPTP damaged mouse.

Keywords

Neuroprotective effect; Picrasma chinensis; Sesquiterpene; Simaroubaceae; Striatum; Trolox.

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