Synthesis of Water-Soluble Menthol Derivatives Using Response Surface Methodology

In this study, menthol was glycosylated with starch in the presence of α-amylase to produce menthyl maltoside (MenM) as the primary product. Optimization of the experimental parameters, including the menthol-starch ratio, enzyme concentration, temperature, and time, was performed using response surf...

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Published in:Indonesian Journal of Chemistry
Main Authors: Shafaq Nisar, Muhammad Asif Hanif, Umer Rashid, Muhammad Idrees Jilani, Ijaz Ahmad Bhatti, Imtiaz Ali, Bartłomiej Zieniuk
Format: Article
Language:English
Published: Department of Chemistry, Universitas Gadjah Mada 2024-12-01
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Online Access:https://jurnal.ugm.ac.id/ijc/article/view/94761
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author Shafaq Nisar
Muhammad Asif Hanif
Umer Rashid
Muhammad Idrees Jilani
Ijaz Ahmad Bhatti
Imtiaz Ali
Bartłomiej Zieniuk
author_facet Shafaq Nisar
Muhammad Asif Hanif
Umer Rashid
Muhammad Idrees Jilani
Ijaz Ahmad Bhatti
Imtiaz Ali
Bartłomiej Zieniuk
author_sort Shafaq Nisar
collection DOAJ
container_title Indonesian Journal of Chemistry
description In this study, menthol was glycosylated with starch in the presence of α-amylase to produce menthyl maltoside (MenM) as the primary product. Optimization of the experimental parameters, including the menthol-starch ratio, enzyme concentration, temperature, and time, was performed using response surface methodology (RSM). The RSM-generated model displayed adequate accuracy and reasonable predictability for the MenM yield under the specified experimental conditions. Under the optimized reaction conditions of the menthol-to-starch ratio of 1:3 (50 °C, 18 h) and enzyme concentration of 50 U, the highest yield of MenM (23.7%) was obtained. Fourier transform infrared and nuclear magnetic resonance spectroscopies were employed to analyze the synthesized menthol derivative MenM. Compared with standard menthol, the synthesized menthol derivatives displayed various biological activities, including antioxidant, antibacterial, antifungal, and insecticidal properties. The results of this study demonstrate the effectiveness of RSM-optimized synthesis of MenM from the glycosylation of menthol with starch. This study showed that MenM is highly soluble in water and can be easily stored owing to its non-volatile nature.
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spelling doaj-art-daef300c23eb4c9fabf92183b8b4dfd52025-08-20T01:23:25ZengDepartment of Chemistry, Universitas Gadjah MadaIndonesian Journal of Chemistry1411-94202460-15782024-12-012461701171610.22146/ijc.9476136635Synthesis of Water-Soluble Menthol Derivatives Using Response Surface MethodologyShafaq Nisar0Muhammad Asif Hanif1Umer Rashid2Muhammad Idrees Jilani3Ijaz Ahmad Bhatti4Imtiaz Ali5Bartłomiej Zieniuk6Nano and Biomaterials Lab, Department of Chemistry, University of Agriculture Faisalabad, Faisalabad 38040, PakistanNano and Biomaterials Lab, Department of Chemistry, University of Agriculture Faisalabad, Faisalabad 38040, PakistanInstitute of Nanoscience and Nanotechnology (ION2), Universiti Putra Malaysia, 43400 Serdang, Selangor, Malaysia; Center of Excellence in Catalysis for Bioenergy and Renewable Chemicals (CBRC), Faculty of Science, Chulalongkorn University, Pathumwan, Bangkok 10330, ThailandPunjab Bio-energy Institute (PBI), University of Agriculture Faisalabad, Faisalabad 38040, PakistanNano and Biomaterials Lab, Department of Chemistry, University of Agriculture Faisalabad, Faisalabad 38040, PakistanDepartment of Chemical and Materials Engineering, Faculty of Engineering Rabigh, King Abdulaziz University, Rabigh 21911, Saudi ArabiaDepartment of Chemistry, Institute of Food Sciences, Warsaw University of Life Sciences, 159C Nowoursynowska Street, 02776 Warsaw, PolandIn this study, menthol was glycosylated with starch in the presence of α-amylase to produce menthyl maltoside (MenM) as the primary product. Optimization of the experimental parameters, including the menthol-starch ratio, enzyme concentration, temperature, and time, was performed using response surface methodology (RSM). The RSM-generated model displayed adequate accuracy and reasonable predictability for the MenM yield under the specified experimental conditions. Under the optimized reaction conditions of the menthol-to-starch ratio of 1:3 (50 °C, 18 h) and enzyme concentration of 50 U, the highest yield of MenM (23.7%) was obtained. Fourier transform infrared and nuclear magnetic resonance spectroscopies were employed to analyze the synthesized menthol derivative MenM. Compared with standard menthol, the synthesized menthol derivatives displayed various biological activities, including antioxidant, antibacterial, antifungal, and insecticidal properties. The results of this study demonstrate the effectiveness of RSM-optimized synthesis of MenM from the glycosylation of menthol with starch. This study showed that MenM is highly soluble in water and can be easily stored owing to its non-volatile nature.https://jurnal.ugm.ac.id/ijc/article/view/94761mentholstarchglycosylationmenthyl maltosideoptimization
spellingShingle Shafaq Nisar
Muhammad Asif Hanif
Umer Rashid
Muhammad Idrees Jilani
Ijaz Ahmad Bhatti
Imtiaz Ali
Bartłomiej Zieniuk
Synthesis of Water-Soluble Menthol Derivatives Using Response Surface Methodology
menthol
starch
glycosylation
menthyl maltoside
optimization
title Synthesis of Water-Soluble Menthol Derivatives Using Response Surface Methodology
title_full Synthesis of Water-Soluble Menthol Derivatives Using Response Surface Methodology
title_fullStr Synthesis of Water-Soluble Menthol Derivatives Using Response Surface Methodology
title_full_unstemmed Synthesis of Water-Soluble Menthol Derivatives Using Response Surface Methodology
title_short Synthesis of Water-Soluble Menthol Derivatives Using Response Surface Methodology
title_sort synthesis of water soluble menthol derivatives using response surface methodology
topic menthol
starch
glycosylation
menthyl maltoside
optimization
url https://jurnal.ugm.ac.id/ijc/article/view/94761
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AT muhammadidreesjilani synthesisofwatersolublementholderivativesusingresponsesurfacemethodology
AT ijazahmadbhatti synthesisofwatersolublementholderivativesusingresponsesurfacemethodology
AT imtiazali synthesisofwatersolublementholderivativesusingresponsesurfacemethodology
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