Quassinoids from Twigs of Harrisonia perforata (Blanco) Merr and Their Anti-Parkinson’s Disease Effect

Author:

Cai Min123,Bai Xiao-Lin34,Zang Hao-Jing123,Tang Xiao-Han123,Yan Ying15,Wan Jia-Jia13,Peng Min-You15,Liang Hong13,Liu Lin13,Guo Feng13,Zhao Pei-Ji2,Liao Xun4ORCID,Di Ying-Tong1ORCID,Hao Xiao-Jiang15

Affiliation:

1. State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China

2. School of Life Sciences, Yunnan University, Kunming 650091, China

3. University of Chinese Academy of Sciences, Beijing 100049, China

4. Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, China

5. State Key Laboratory of Functions and Applications of Medicinal Plants & College of Pharmacy, Guizhou Provincial Engineering Technology Research Center for Chemical Drug R&D, Guizhou Medical University, Guiyang 550014, China

Abstract

Six new C-20 and one new C-19 quassinoids, named perforalactones F-L (1–7), were isolated from twigs of Harrisonia perforata. Spectroscopic and X-ray crystallographic experiments were conducted to identify their structures. Through oxidative degradation of perforalactone B to perforaqussin A, the biogenetic process from C-25 quassinoid to C-20 via Baeyer–Villiger oxidation was proposed. Furthermore, the study evaluated the anti-Parkinson’s disease potential of these C-20 quassinoids for the first time on 6-OHDA-induced PC12 cells and a Drosophila Parkinson’s disease model of PINK1B9. Perforalactones G and I (2 and 4) showed a 10–15% increase in cell viability of the model cells at 50 μM, while compounds 2 and 4 (100 μM) significantly improved the climbing ability of PINK1B9 flies and increased the dopamine level in the brains and ATP content in the thoraces of the flies.

Funder

the National Natural Science Foundation of China

the Yunnan Provincial Science and Technology Department

the Fund of State Key Laboratory of Phytochemistry and Plant Resources in West China

the Sichuan Science and Technology Program

DR PLANT project

Publisher

MDPI AG

Subject

Inorganic Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Computer Science Applications,Spectroscopy,Molecular Biology,General Medicine,Catalysis

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