Lipase-catalyzed synthesis of kojic acid derivative in bioreactors and the analysis of its depigmenting and antioxidant activities

In this study, 7-O-kojic acid monopalmitate (7-O-KAP) was synthesized using palmitic acid and kojic acid where the yield and biological activities were analyzed. The highest yield of 7-O-KAP (43%) can be obtained at molar ratio of 1:1, enzyme loading of 5% (w/v), temperature of 70 °C, using immobili...

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Main Authors: Lajis, Ahmad Firdaus, Hamid, Muhajir, Ahmad, Syahida, Ariff, Arbakariya
Format: Article
Language:English
Published: M D P I AG 2017
Online Access:http://psasir.upm.edu.my/id/eprint/62314/1/Lipase-catalyzed%20synthesis%20of%20kojic%20acid%20derivative%20in%20bioreactors.pdf
http://psasir.upm.edu.my/id/eprint/62314/
https://www.mdpi.com/2079-9284/4/3/22
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spelling my.upm.eprints.623142019-10-31T03:09:45Z http://psasir.upm.edu.my/id/eprint/62314/ Lipase-catalyzed synthesis of kojic acid derivative in bioreactors and the analysis of its depigmenting and antioxidant activities Lajis, Ahmad Firdaus Hamid, Muhajir Ahmad, Syahida Ariff, Arbakariya In this study, 7-O-kojic acid monopalmitate (7-O-KAP) was synthesized using palmitic acid and kojic acid where the yield and biological activities were analyzed. The highest yield of 7-O-KAP (43%) can be obtained at molar ratio of 1:1, enzyme loading of 5% (w/v), temperature of 70 °C, using immobilized lipase N435 in solvent-free system. Stirred tank reactor (STR) provides better mixing of the substrates and biocatalyst with better yield of 7-O-KAP, compared to fluidized tank reactor (FTR) and packed bed reactor (PBR). The 7-O-KAP exhibited pseudoplastic behavior with flow behavior index (n) being less than 1. The 7-O-KAP showed better depigmenting activity with the reduction of melanin content in Danio rerio embryo to 18.70%, significantly lower than the positive control, kojic acid (60.39%) at highest concentration tested (250 μg/mL). Intracellular tyrosinase in Danio rerio embryo was also reduced when treated with 7-O-KAP (12.53%), compared to kojic acid (37.36%) at concentration of 250 μg/mL. In FRAP assay, 7-O-KAP had antioxidant activity of 8156 AAE/mL, which was higher than kojic acid (6794 AAE/mL) at concentration of 2 mg/mL. The 7-O-KAP also reduced peroxidation activity to 12.21%, which was better compared to kojic acid (31.68%) at 2 mg/mL. Moreover, it was found that lipid peroxidation activity of 7-O-KAP (12.21%) was comparable to BHT (11.56%) at 2 mg/mL. Based on this study, 7-O-KAP could be an alternative compound for whitening agent and antioxidant compared to kojic acid and BHT, respectively M D P I AG 2017 Article PeerReviewed text en http://psasir.upm.edu.my/id/eprint/62314/1/Lipase-catalyzed%20synthesis%20of%20kojic%20acid%20derivative%20in%20bioreactors.pdf Lajis, Ahmad Firdaus and Hamid, Muhajir and Ahmad, Syahida and Ariff, Arbakariya (2017) Lipase-catalyzed synthesis of kojic acid derivative in bioreactors and the analysis of its depigmenting and antioxidant activities. Cosmetics, 4 (3). pp. 1-18. ISSN 2079-9284 https://www.mdpi.com/2079-9284/4/3/22 10.3390/cosmetics4030022
institution Universiti Putra Malaysia
building UPM Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Universiti Putra Malaysia
content_source UPM Institutional Repository
url_provider http://psasir.upm.edu.my/
language English
description In this study, 7-O-kojic acid monopalmitate (7-O-KAP) was synthesized using palmitic acid and kojic acid where the yield and biological activities were analyzed. The highest yield of 7-O-KAP (43%) can be obtained at molar ratio of 1:1, enzyme loading of 5% (w/v), temperature of 70 °C, using immobilized lipase N435 in solvent-free system. Stirred tank reactor (STR) provides better mixing of the substrates and biocatalyst with better yield of 7-O-KAP, compared to fluidized tank reactor (FTR) and packed bed reactor (PBR). The 7-O-KAP exhibited pseudoplastic behavior with flow behavior index (n) being less than 1. The 7-O-KAP showed better depigmenting activity with the reduction of melanin content in Danio rerio embryo to 18.70%, significantly lower than the positive control, kojic acid (60.39%) at highest concentration tested (250 μg/mL). Intracellular tyrosinase in Danio rerio embryo was also reduced when treated with 7-O-KAP (12.53%), compared to kojic acid (37.36%) at concentration of 250 μg/mL. In FRAP assay, 7-O-KAP had antioxidant activity of 8156 AAE/mL, which was higher than kojic acid (6794 AAE/mL) at concentration of 2 mg/mL. The 7-O-KAP also reduced peroxidation activity to 12.21%, which was better compared to kojic acid (31.68%) at 2 mg/mL. Moreover, it was found that lipid peroxidation activity of 7-O-KAP (12.21%) was comparable to BHT (11.56%) at 2 mg/mL. Based on this study, 7-O-KAP could be an alternative compound for whitening agent and antioxidant compared to kojic acid and BHT, respectively
format Article
author Lajis, Ahmad Firdaus
Hamid, Muhajir
Ahmad, Syahida
Ariff, Arbakariya
spellingShingle Lajis, Ahmad Firdaus
Hamid, Muhajir
Ahmad, Syahida
Ariff, Arbakariya
Lipase-catalyzed synthesis of kojic acid derivative in bioreactors and the analysis of its depigmenting and antioxidant activities
author_facet Lajis, Ahmad Firdaus
Hamid, Muhajir
Ahmad, Syahida
Ariff, Arbakariya
author_sort Lajis, Ahmad Firdaus
title Lipase-catalyzed synthesis of kojic acid derivative in bioreactors and the analysis of its depigmenting and antioxidant activities
title_short Lipase-catalyzed synthesis of kojic acid derivative in bioreactors and the analysis of its depigmenting and antioxidant activities
title_full Lipase-catalyzed synthesis of kojic acid derivative in bioreactors and the analysis of its depigmenting and antioxidant activities
title_fullStr Lipase-catalyzed synthesis of kojic acid derivative in bioreactors and the analysis of its depigmenting and antioxidant activities
title_full_unstemmed Lipase-catalyzed synthesis of kojic acid derivative in bioreactors and the analysis of its depigmenting and antioxidant activities
title_sort lipase-catalyzed synthesis of kojic acid derivative in bioreactors and the analysis of its depigmenting and antioxidant activities
publisher M D P I AG
publishDate 2017
url http://psasir.upm.edu.my/id/eprint/62314/1/Lipase-catalyzed%20synthesis%20of%20kojic%20acid%20derivative%20in%20bioreactors.pdf
http://psasir.upm.edu.my/id/eprint/62314/
https://www.mdpi.com/2079-9284/4/3/22
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score 13.160551