Evaluation of antioxidant, antimicrobial, antidiabetic, anti-tyrosinase, and neuroprotective effects of β-ionone: in vitro and in silico analysis

β-Ionone is a bioactive phytochemical that has been extracted from many flowers, vegetables, and fruits. β-Ionone is an intriguing lead molecule from which several derivatives have been generated and exhibiting a variety of biological effects. Here, we investigated the β-Ionones’ antioxidant, anti-c...

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Main Authors: Jihane Touhtouh, Mustapha Laghmari, Taoufiq Benali, Tarik Aanniz, Mohamed Akhazzane, Khang Wen Goh, Waleed Al Abdulmonem, Abdelhakim Bouyahya, Gokhan Zengin, Khalil Hammani
Format: Article
Language:English
Published: Elsevier 2024-12-01
Series:Results in Chemistry
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Online Access:http://www.sciencedirect.com/science/article/pii/S2211715624005708
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author Jihane Touhtouh
Mustapha Laghmari
Taoufiq Benali
Tarik Aanniz
Mohamed Akhazzane
Khang Wen Goh
Waleed Al Abdulmonem
Abdelhakim Bouyahya
Gokhan Zengin
Khalil Hammani
author_facet Jihane Touhtouh
Mustapha Laghmari
Taoufiq Benali
Tarik Aanniz
Mohamed Akhazzane
Khang Wen Goh
Waleed Al Abdulmonem
Abdelhakim Bouyahya
Gokhan Zengin
Khalil Hammani
author_sort Jihane Touhtouh
collection DOAJ
description β-Ionone is a bioactive phytochemical that has been extracted from many flowers, vegetables, and fruits. β-Ionone is an intriguing lead molecule from which several derivatives have been generated and exhibiting a variety of biological effects. Here, we investigated the β-Ionones’ antioxidant, anti-cholinesterases (AChE and BChE), anti-α-amylase, anti-α-glucosidase, and anti-tyrosinase activities. The antibacterial and antifungal effects were also studied. Moreover, in silico studies using molecular docking were carried out to understand the obtained results. The antioxidant activity performed by six different assays including phosphomolybdenum, CUPRAC, FRAP, DPPH, ABTS and metal chelating assay showed that β-Ionone exhibits a promising antioxidant activity. Besides, a good inhibition of AChE and BChE, as well as α-glucosidase, α-amylase, and tyrosinase was obtained. Molecular docking evidenced that β-Ionone correctly occupied the active site of the five studied enzymes through various kind of interactions which corroborate the in vitro outcomes. Moreover, in silico ADMET assessment showed that β-Ionone presented a good ADMET profile. Gram positive bacteria, specifically S. aureus (DIZ = 25 ± 1.5 mm; MIC = 6.25 mg/mL; CMB = 6.25 mg/mL) and B. cereus (DIZ = 21.5 ± 1 mm; MIC = 0.78 mg/mL; CMB = 0.78 mg/mL), showed greater susceptibility. Regarding Gram negative ones, P. aeruginosa exhibited also marked sensitivity (DIZ = 20.33 ± 1.5 mm; MIC = 12.5 mg/mL; CMB = 12.5 mg/mL). Additionally, β-Ionone can limit the growth of C. albicans (DIZ = 23 ± 1 mm; MIC = 1.56 mg/mL; CMB = 1.56 mg/mL). A bactericidal and fungicidal efficacy could be suggested as the MBC/MIC towards all the four inhibited pathogens was equal to 1. To sum up, data suggested that β-Ionone could have potential applications as an antioxidant, antimicrobial, and antifungal compound, as well as a potential inhibitor of tyrosinase, α-amylase, α-glucosidase, and cholinesterases. Furthermore, it can serve as a lead chemical in the creation of a new semisynthetic drug intended in order to treat numerous illnesses, including diabetes, Alzheimer’s disease, and pigmentation disorders.
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spelling doaj-art-cd9861c226924f9a93ecd32be0897b0f2024-12-11T05:56:16ZengElsevierResults in Chemistry2211-71562024-12-0112101874Evaluation of antioxidant, antimicrobial, antidiabetic, anti-tyrosinase, and neuroprotective effects of β-ionone: in vitro and in silico analysisJihane Touhtouh0Mustapha Laghmari1Taoufiq Benali2Tarik Aanniz3Mohamed Akhazzane4Khang Wen Goh5Waleed Al Abdulmonem6Abdelhakim Bouyahya7Gokhan Zengin8Khalil Hammani9Natural Resources and Environment Laboratory, Multidisciplinary Faculty of Taza, Sidi Mohammed Ben Abdellah University, Fez 30000, MoroccoNatural Resources and Environment Laboratory, Multidisciplinary Faculty of Taza, Sidi Mohammed Ben Abdellah University, Fez 30000, MoroccoNatural Resources and Environment Laboratory, Multidisciplinary Faculty of Taza, Sidi Mohammed Ben Abdellah University, Fez 30000, Morocco; Environment and Health Team, Polydisciplinary Faculty of Safi, Cadi Ayyad University, Marrakesh-Safi, MoroccoMedical Biotechnology Laboratory (Medbiotech), Rabat Medical & Pharmacy School, Mohammed V University in Rabat, Rabat, MoroccoEngineering Laboratory of Organometallic, Molecular Materials and Environment, Faculty of Sciences Dhar EL Mahraz, Sidi Mohamed Ben Abdellah University, P.O. Box 1796 Atlas, Fez 30000, MoroccoFaculty of Data Science and Information Technology, INTI International University, Nilai, Malaysia; Faculty of Mathematics and Natural Sciences, Universitas Negeri Padang, Padang, IndonesiaDepartment of Pathology, College of Medicine, Qassim University, Buraydah, Saudi Arabia; Corresponding authors.Laboratory of Human Pathologies Biology, Department of Biology, Faculty of Sciences, Mohammed V University in Rabat, Rabat 10106, Morocco; Corresponding authors.Physiology and Biochemistry Research Laboratory, Department of Biology, Science Faculty, Selcuk University, Konya 42130, TurkeyNatural Resources and Environment Laboratory, Multidisciplinary Faculty of Taza, Sidi Mohammed Ben Abdellah University, Fez 30000, Moroccoβ-Ionone is a bioactive phytochemical that has been extracted from many flowers, vegetables, and fruits. β-Ionone is an intriguing lead molecule from which several derivatives have been generated and exhibiting a variety of biological effects. Here, we investigated the β-Ionones’ antioxidant, anti-cholinesterases (AChE and BChE), anti-α-amylase, anti-α-glucosidase, and anti-tyrosinase activities. The antibacterial and antifungal effects were also studied. Moreover, in silico studies using molecular docking were carried out to understand the obtained results. The antioxidant activity performed by six different assays including phosphomolybdenum, CUPRAC, FRAP, DPPH, ABTS and metal chelating assay showed that β-Ionone exhibits a promising antioxidant activity. Besides, a good inhibition of AChE and BChE, as well as α-glucosidase, α-amylase, and tyrosinase was obtained. Molecular docking evidenced that β-Ionone correctly occupied the active site of the five studied enzymes through various kind of interactions which corroborate the in vitro outcomes. Moreover, in silico ADMET assessment showed that β-Ionone presented a good ADMET profile. Gram positive bacteria, specifically S. aureus (DIZ = 25 ± 1.5 mm; MIC = 6.25 mg/mL; CMB = 6.25 mg/mL) and B. cereus (DIZ = 21.5 ± 1 mm; MIC = 0.78 mg/mL; CMB = 0.78 mg/mL), showed greater susceptibility. Regarding Gram negative ones, P. aeruginosa exhibited also marked sensitivity (DIZ = 20.33 ± 1.5 mm; MIC = 12.5 mg/mL; CMB = 12.5 mg/mL). Additionally, β-Ionone can limit the growth of C. albicans (DIZ = 23 ± 1 mm; MIC = 1.56 mg/mL; CMB = 1.56 mg/mL). A bactericidal and fungicidal efficacy could be suggested as the MBC/MIC towards all the four inhibited pathogens was equal to 1. To sum up, data suggested that β-Ionone could have potential applications as an antioxidant, antimicrobial, and antifungal compound, as well as a potential inhibitor of tyrosinase, α-amylase, α-glucosidase, and cholinesterases. Furthermore, it can serve as a lead chemical in the creation of a new semisynthetic drug intended in order to treat numerous illnesses, including diabetes, Alzheimer’s disease, and pigmentation disorders.http://www.sciencedirect.com/science/article/pii/S2211715624005708β-IononeAntioxidantsEnzyme activityAntimicrobial activityMolecular docking simulation
spellingShingle Jihane Touhtouh
Mustapha Laghmari
Taoufiq Benali
Tarik Aanniz
Mohamed Akhazzane
Khang Wen Goh
Waleed Al Abdulmonem
Abdelhakim Bouyahya
Gokhan Zengin
Khalil Hammani
Evaluation of antioxidant, antimicrobial, antidiabetic, anti-tyrosinase, and neuroprotective effects of β-ionone: in vitro and in silico analysis
Results in Chemistry
β-Ionone
Antioxidants
Enzyme activity
Antimicrobial activity
Molecular docking simulation
title Evaluation of antioxidant, antimicrobial, antidiabetic, anti-tyrosinase, and neuroprotective effects of β-ionone: in vitro and in silico analysis
title_full Evaluation of antioxidant, antimicrobial, antidiabetic, anti-tyrosinase, and neuroprotective effects of β-ionone: in vitro and in silico analysis
title_fullStr Evaluation of antioxidant, antimicrobial, antidiabetic, anti-tyrosinase, and neuroprotective effects of β-ionone: in vitro and in silico analysis
title_full_unstemmed Evaluation of antioxidant, antimicrobial, antidiabetic, anti-tyrosinase, and neuroprotective effects of β-ionone: in vitro and in silico analysis
title_short Evaluation of antioxidant, antimicrobial, antidiabetic, anti-tyrosinase, and neuroprotective effects of β-ionone: in vitro and in silico analysis
title_sort evaluation of antioxidant antimicrobial antidiabetic anti tyrosinase and neuroprotective effects of β ionone in vitro and in silico analysis
topic β-Ionone
Antioxidants
Enzyme activity
Antimicrobial activity
Molecular docking simulation
url http://www.sciencedirect.com/science/article/pii/S2211715624005708
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