Cargando…

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

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 bi...

Descripción completa

Detalles Bibliográficos
Autores principales: Cai, Min, Bai, Xiao-Lin, Zang, Hao-Jing, Tang, Xiao-Han, Yan, Ying, Wan, Jia-Jia, Peng, Min-You, Liang, Hong, Liu, Lin, Guo, Feng, Zhao, Pei-Ji, Liao, Xun, Di, Ying-Tong, Hao, Xiao-Jiang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10671724/
https://www.ncbi.nlm.nih.gov/pubmed/38003386
http://dx.doi.org/10.3390/ijms242216196
_version_ 1785140224784859136
author Cai, Min
Bai, Xiao-Lin
Zang, Hao-Jing
Tang, Xiao-Han
Yan, Ying
Wan, Jia-Jia
Peng, Min-You
Liang, Hong
Liu, Lin
Guo, Feng
Zhao, Pei-Ji
Liao, Xun
Di, Ying-Tong
Hao, Xiao-Jiang
author_facet Cai, Min
Bai, Xiao-Lin
Zang, Hao-Jing
Tang, Xiao-Han
Yan, Ying
Wan, Jia-Jia
Peng, Min-You
Liang, Hong
Liu, Lin
Guo, Feng
Zhao, Pei-Ji
Liao, Xun
Di, Ying-Tong
Hao, Xiao-Jiang
author_sort Cai, Min
collection PubMed
description 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 PINK1(B9). 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 PINK1(B9) flies and increased the dopamine level in the brains and ATP content in the thoraces of the flies.
format Online
Article
Text
id pubmed-10671724
institution National Center for Biotechnology Information
language English
publishDate 2023
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-106717242023-11-11 Quassinoids from Twigs of Harrisonia perforata (Blanco) Merr and Their Anti-Parkinson’s Disease Effect Cai, Min Bai, Xiao-Lin Zang, Hao-Jing Tang, Xiao-Han Yan, Ying Wan, Jia-Jia Peng, Min-You Liang, Hong Liu, Lin Guo, Feng Zhao, Pei-Ji Liao, Xun Di, Ying-Tong Hao, Xiao-Jiang Int J Mol Sci Article 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 PINK1(B9). 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 PINK1(B9) flies and increased the dopamine level in the brains and ATP content in the thoraces of the flies. MDPI 2023-11-11 /pmc/articles/PMC10671724/ /pubmed/38003386 http://dx.doi.org/10.3390/ijms242216196 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Cai, Min
Bai, Xiao-Lin
Zang, Hao-Jing
Tang, Xiao-Han
Yan, Ying
Wan, Jia-Jia
Peng, Min-You
Liang, Hong
Liu, Lin
Guo, Feng
Zhao, Pei-Ji
Liao, Xun
Di, Ying-Tong
Hao, Xiao-Jiang
Quassinoids from Twigs of Harrisonia perforata (Blanco) Merr and Their Anti-Parkinson’s Disease Effect
title Quassinoids from Twigs of Harrisonia perforata (Blanco) Merr and Their Anti-Parkinson’s Disease Effect
title_full Quassinoids from Twigs of Harrisonia perforata (Blanco) Merr and Their Anti-Parkinson’s Disease Effect
title_fullStr Quassinoids from Twigs of Harrisonia perforata (Blanco) Merr and Their Anti-Parkinson’s Disease Effect
title_full_unstemmed Quassinoids from Twigs of Harrisonia perforata (Blanco) Merr and Their Anti-Parkinson’s Disease Effect
title_short Quassinoids from Twigs of Harrisonia perforata (Blanco) Merr and Their Anti-Parkinson’s Disease Effect
title_sort quassinoids from twigs of harrisonia perforata (blanco) merr and their anti-parkinson’s disease effect
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10671724/
https://www.ncbi.nlm.nih.gov/pubmed/38003386
http://dx.doi.org/10.3390/ijms242216196
work_keys_str_mv AT caimin quassinoidsfromtwigsofharrisoniaperforatablancomerrandtheirantiparkinsonsdiseaseeffect
AT baixiaolin quassinoidsfromtwigsofharrisoniaperforatablancomerrandtheirantiparkinsonsdiseaseeffect
AT zanghaojing quassinoidsfromtwigsofharrisoniaperforatablancomerrandtheirantiparkinsonsdiseaseeffect
AT tangxiaohan quassinoidsfromtwigsofharrisoniaperforatablancomerrandtheirantiparkinsonsdiseaseeffect
AT yanying quassinoidsfromtwigsofharrisoniaperforatablancomerrandtheirantiparkinsonsdiseaseeffect
AT wanjiajia quassinoidsfromtwigsofharrisoniaperforatablancomerrandtheirantiparkinsonsdiseaseeffect
AT pengminyou quassinoidsfromtwigsofharrisoniaperforatablancomerrandtheirantiparkinsonsdiseaseeffect
AT lianghong quassinoidsfromtwigsofharrisoniaperforatablancomerrandtheirantiparkinsonsdiseaseeffect
AT liulin quassinoidsfromtwigsofharrisoniaperforatablancomerrandtheirantiparkinsonsdiseaseeffect
AT guofeng quassinoidsfromtwigsofharrisoniaperforatablancomerrandtheirantiparkinsonsdiseaseeffect
AT zhaopeiji quassinoidsfromtwigsofharrisoniaperforatablancomerrandtheirantiparkinsonsdiseaseeffect
AT liaoxun quassinoidsfromtwigsofharrisoniaperforatablancomerrandtheirantiparkinsonsdiseaseeffect
AT diyingtong quassinoidsfromtwigsofharrisoniaperforatablancomerrandtheirantiparkinsonsdiseaseeffect
AT haoxiaojiang quassinoidsfromtwigsofharrisoniaperforatablancomerrandtheirantiparkinsonsdiseaseeffect