Phytochemical analysis and anticholinesterase activity of aril of Myristica fragrans Houtt

Abstract In this study, the ethyl acetate fraction of Myristica fragrans Houtt. was investigated for its in vitro anticholinesterase activity as well as neuroprotectivity against H2O2-induced cell death in PC12 neuronal cells and the ability to chelate bio-metals (Zn2+, Fe2+, and Cu2+). The fraction...

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Main Authors: Arezoo Rastegari, Azadeh Manayi, Mahdi Rezakazemi, Mahdieh Eftekhari, Mahnaz Khanavi, Tahmineh Akbarzadeh, Mina Saeedi
Format: Article
Language:English
Published: BMC 2022-11-01
Series:BMC Chemistry
Subjects:
Online Access:https://doi.org/10.1186/s13065-022-00897-9
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author Arezoo Rastegari
Azadeh Manayi
Mahdi Rezakazemi
Mahdieh Eftekhari
Mahnaz Khanavi
Tahmineh Akbarzadeh
Mina Saeedi
author_facet Arezoo Rastegari
Azadeh Manayi
Mahdi Rezakazemi
Mahdieh Eftekhari
Mahnaz Khanavi
Tahmineh Akbarzadeh
Mina Saeedi
author_sort Arezoo Rastegari
collection DOAJ
description Abstract In this study, the ethyl acetate fraction of Myristica fragrans Houtt. was investigated for its in vitro anticholinesterase activity as well as neuroprotectivity against H2O2-induced cell death in PC12 neuronal cells and the ability to chelate bio-metals (Zn2+, Fe2+, and Cu2+). The fraction was inactive toward acetylcholinesterase (AChE); however, it inhibited the butyrylcholinesterase (BChE) with IC50 value of 68.16 µg/mL, compared with donepezil as the reference drug (IC50 = 1.97 µg/mL) via Ellman’s method. It also showed good percentage of neuroprotection (86.28% at 100 µg/mL) against H2O2-induced neurotoxicity and moderate metal chelating ability toward Zn2+, Fe2+, and Cu2+. The phytochemical study led to isolation and identification of malabaricone A (1), malabaricone C (2), 4-(4-(3,4-dimethoxyphenyl)-2,3-dimethylbutyl)benzene-1,2-diol (3), nectandrin B (4), macelignan (5), and 4-(4-(benzo[d][1,3]dioxol-5-yl)-1-methoxy-2,3-dimethylbutyl)-2-methoxyphenol (6) which were assayed for their cholinesterase (ChE) inhibitory activity. Compounds 1 and 3 were not previously reported for M. fragrans. Among isolated compounds, compound 2 showed the best activity toward both AChE and BChE with IC50 values of 25.02 and 22.36 μM, respectively, compared with donepezil (0.07 and 4.73 μM, respectively).
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spelling doaj.art-0ac8647ad521472388c542ac23256b1b2022-12-22T04:17:25ZengBMCBMC Chemistry2661-801X2022-11-011611910.1186/s13065-022-00897-9Phytochemical analysis and anticholinesterase activity of aril of Myristica fragrans HouttArezoo Rastegari0Azadeh Manayi1Mahdi Rezakazemi2Mahdieh Eftekhari3Mahnaz Khanavi4Tahmineh Akbarzadeh5Mina Saeedi6Persian Medicine and Pharmacy Research Center, Tehran University of Medical SciencesMedicinal Plants Research Center, Faculty of Pharmacy, Tehran University of Medical SciencesDepartment of Pharmacognosy, Faculty of Pharmacy, Tehran University of Medical SciencesDepartment of Pharmacognosy and Pharmaceutical Biotechnology, Faculty of Pharmacy, Kermanshah University of Medical SciencesDepartment of Pharmacognosy, Faculty of Pharmacy, Tehran University of Medical SciencesPersian Medicine and Pharmacy Research Center, Tehran University of Medical SciencesPersian Medicine and Pharmacy Research Center, Tehran University of Medical SciencesAbstract In this study, the ethyl acetate fraction of Myristica fragrans Houtt. was investigated for its in vitro anticholinesterase activity as well as neuroprotectivity against H2O2-induced cell death in PC12 neuronal cells and the ability to chelate bio-metals (Zn2+, Fe2+, and Cu2+). The fraction was inactive toward acetylcholinesterase (AChE); however, it inhibited the butyrylcholinesterase (BChE) with IC50 value of 68.16 µg/mL, compared with donepezil as the reference drug (IC50 = 1.97 µg/mL) via Ellman’s method. It also showed good percentage of neuroprotection (86.28% at 100 µg/mL) against H2O2-induced neurotoxicity and moderate metal chelating ability toward Zn2+, Fe2+, and Cu2+. The phytochemical study led to isolation and identification of malabaricone A (1), malabaricone C (2), 4-(4-(3,4-dimethoxyphenyl)-2,3-dimethylbutyl)benzene-1,2-diol (3), nectandrin B (4), macelignan (5), and 4-(4-(benzo[d][1,3]dioxol-5-yl)-1-methoxy-2,3-dimethylbutyl)-2-methoxyphenol (6) which were assayed for their cholinesterase (ChE) inhibitory activity. Compounds 1 and 3 were not previously reported for M. fragrans. Among isolated compounds, compound 2 showed the best activity toward both AChE and BChE with IC50 values of 25.02 and 22.36 μM, respectively, compared with donepezil (0.07 and 4.73 μM, respectively).https://doi.org/10.1186/s13065-022-00897-9AChEBChEMaceMetal chelatingMyristica fragrans Houtt.Neuroprotectivity
spellingShingle Arezoo Rastegari
Azadeh Manayi
Mahdi Rezakazemi
Mahdieh Eftekhari
Mahnaz Khanavi
Tahmineh Akbarzadeh
Mina Saeedi
Phytochemical analysis and anticholinesterase activity of aril of Myristica fragrans Houtt
BMC Chemistry
AChE
BChE
Mace
Metal chelating
Myristica fragrans Houtt.
Neuroprotectivity
title Phytochemical analysis and anticholinesterase activity of aril of Myristica fragrans Houtt
title_full Phytochemical analysis and anticholinesterase activity of aril of Myristica fragrans Houtt
title_fullStr Phytochemical analysis and anticholinesterase activity of aril of Myristica fragrans Houtt
title_full_unstemmed Phytochemical analysis and anticholinesterase activity of aril of Myristica fragrans Houtt
title_short Phytochemical analysis and anticholinesterase activity of aril of Myristica fragrans Houtt
title_sort phytochemical analysis and anticholinesterase activity of aril of myristica fragrans houtt
topic AChE
BChE
Mace
Metal chelating
Myristica fragrans Houtt.
Neuroprotectivity
url https://doi.org/10.1186/s13065-022-00897-9
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