Inhibitory effect of apocarotenoids on the activity of tyrosinase: Multi-spectroscopic and docking studies

Anantharaman, Amrita; Hemachandran, Hridya; Priya, R.; Mohan, Sankari; Gopalakrishnan, Mohan; Palanisami, Nallasamy; Siva, Ramamoorthy

doi:10.1016/j.jbiosc.2015.05.007

Cited by 45 publications

(28 citation statements)

References 39 publications

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“…It catalyzes both monophenolase and diphenolase activities in the melanogenesis process. On the other hand, the over expression of tyrosinase in human beings leads to various hyper‐pigmentation diseases such as freckles, melisma, and age spots . In the present study we demonstrated that the essential oil of aerial parts of B .…”

Section: Resultssupporting

confidence: 54%

“…vulgaris exhibited assignificantly anti‐tyrosinase activity, with an inhibition rate of 67% (cc = 100 μg/ml) compared to a well‐known tyrosinase inhibitor such as kojicacid (85%, 50 μg/ml), often used as a positive standard. In the previous studies, the apocarotenoids exhibited a potential diphenolase inhibitory activity on tyrosinase . Therefore, according to these results, the significant anti‐tyrosinase activity observed for B .…”

Section: Resultsmentioning

confidence: 57%

“…On the other hand, the over expression of tyrosinase in human beings leads to various hyperpigmentation diseases such as freckles, melisma, and age spots. [29] In the present study we demonstrated that the essential oil of aerial parts of B. vulgaris exhibited assignificantly anti-tyrosinase activity, with an inhibition rate of 67% (cc = 100 lg/ml) compared to a well-known tyrosinase inhibitor such as kojicacid (85%, 50 lg/ml), often used as a positive standard. In the previous studies, the apocarotenoids exhibited a potential diphenolase inhibitory activity on tyrosinase.…”

Section: Anti-tyrosinase Activitymentioning

confidence: 51%

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Chemical Composition and Biological Studies of the Essential Oil from Aerial Parts of Beta vulgaris subsp. maritima (L.) Arcang. Growing in Tunisia

Zardi‐Bergaoui

Nejma

Harzallah‐Skhiri

et al. 2017

Chemistry & Biodiversity

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The chemical composition, antioxidant, cytotoxic, anticholinesterase and anti-tyrosinase activities of the hydrodistilled essential oil of the aerial parts of Beta vulgaris subsp. maritime (L.) Arcang. from Tunisia have been evaluated. The chemical composition of the oil (yield 0.037% [w/w]), determined by GC-FID and GC/MS is reported for the first time. Twenty five components, accounting for 98.1% of the total oil have been identified. The oil was characterized by a high proportion of oxygenated sesquiterpenes (39.2%), followed by sesquiterpene hydrocarbons (30.3%) and one apocarotenoids (26.3%). The main compounds were γ-irone (26.3%), α-cadinol (12.1%), T-cadinol (10.6%), bicyclogermacrene (10.4%) and δ-cadinene (6.0%). The isolated oil was tested for its antioxidant activity using the DPPH , ABTS , catalase, and paraoxonase assays and also for its cytotoxic, anticholinesterase, and anti-tyrosinase activities. The essential oil exhibited high antioxidant activity (IC = 0.055 ± 0.006 mg/ml) and important result oncatalase (524.447 ± 2.58 Units/mg protein). Furthermore, it exerted a significant cytotoxic effect against A549 cell line, with IC = 42.44 ± 1.40 μg/ml. The results indicate that the essential oil of B. vulgaris subsp. maritima (L.) Arcang. aerial parts may be used in future as an alternative to synthetic antioxidant agents, with potential application in the food and pharmaceutical industries.

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Section: Resultssupporting

confidence: 54%

Section: Resultsmentioning

confidence: 57%

Section: Anti-tyrosinase Activitymentioning

confidence: 51%

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Chemical Composition and Biological Studies of the Essential Oil from Aerial Parts of Beta vulgaris subsp. maritima (L.) Arcang. Growing in Tunisia

Zardi‐Bergaoui

Nejma

Harzallah‐Skhiri

et al. 2017

Chemistry & Biodiversity

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“…After preparing the molecular structure, the molecular simulation was docked using an Autodock tools. The lowest free energy conformation is used as the final result of molecular docking (Anantharaman, Hemachandran, Priya, Sankari, & Siva, 2015).…”

Section: Molecular Dockingmentioning

confidence: 99%

Antityrosinase mechanism of ellagic acid in vitro and its effect on mouse melanoma cells

Huang

Chai

et al. 2019

J Food Biochem

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The activities of ellagic acid in inhibiting mushroom tyrosinase and cell proliferation were evaluated in this research. The results of enzyme kinetics indicated that ellagic acid could effectively inhibit tyrosinase activity. The value of the semi‐inhibitory rate (IC50) was 0.2 ± 0.05 mM. Ellagic acid inhibited tyrosinase activity in a reversible manner and was a mixed tyrosinase inhibitor. Furthermore, ellagic acid had a good inhibitory effect on the proliferation of mouse melanoma B16 cells and could induce apoptosis. The results acquired from fluorescence spectroscopy revealed that the interaction of ellagic acid with tyrosinase depended on hydrogen bond and electrostatic force. In addition, computational docking showed that ellagic acid interacted with amino acid residues of tyrosinase (Asn19 and Lys372) by hydrogen bond and produced electrostatic interaction with amino residue Lys18. Practical applications In the present research, the antityrosinase mechanism of ellagic acid and its effect on mouse melanoma cells were investigated. This study suggested that ellagic acid had a strong inhibitory activity against tyrosinase and cell proliferation,which laid an experimental foundation for the development of new drugs and whitening products. The combined multispectral methods used in this research can be applied to the screening of other antityrosinase inhibitors, further promoting the development and utilization of tyrosinase inhibitors.

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“…Several synthetic and natural inhibitors (galantamine and tacrine for AD; acarbose and voglibose for DM; kojic acid for SD) were developed for the management of these diseases by drug industry. However, many researches have reported that synthetic inhibitors have unfavorable effects such as nausea and diarrhea (Nouri et al, 2014; Anantharaman et al, 2016; Bekir et al, 2016). Due to these adverse effects, there is an increasing search for inhibitors derived from natural products (non-toxic and effective) against key enzymes related with these diseases (Day, 1998; Qin et al, 2013).…”

Section: Introductionmentioning

confidence: 99%

Cytotoxic and Enzyme Inhibitory Potential of Two Potentilla species (P. speciosa L. and P. reptans Willd.) and Their Chemical Composition

et al. 2017

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In this work, the biological and chemical fingerprints of three extracts (ethyl acetate, methanol, and water) from two Potentilla species (Potentilla reptans and P. speciosa) were investigated. Antioxidant, enzyme inhibitory, and cytotoxic activities were performed for the biological fingerprint. For the chemical characterization, total bioactive components, and individual phenolic components were determined using photometric and HPLC methods, respectively. The main identified phenolic compounds in these extracts were rutin and catechin. Methanol and water extracts contained the highest total phenolic and flavonoid content. The results of antioxidant assays showed that methanol and water extracts displayed higher antioxidant activity compared to the ethyl acetate extract. Generally, methanol and water extracts exhibited higher biological activities correlated with higher levels the bioactive components. For P. speciosa, the methanol extract exhibited the highest enzyme inhibitory activity (except BChE inhibitory activity). P. reptans exhibited also high antiproliferative activity against MCF-7 cells whilst P. speciosa had weak to moderate activity against both of A549 and MCF-7 cell lines. The results suggest that Potentilla species could be potential candidates for developing new phyto-pharmaceuticals and functional ingredients.

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Inhibitory effect of apocarotenoids on the activity of tyrosinase: Multi-spectroscopic and docking studies

Cited by 45 publications

References 39 publications

Chemical Composition and Biological Studies of the Essential Oil from Aerial Parts of Beta vulgaris subsp. maritima (L.) Arcang. Growing in Tunisia

Chemical Composition and Biological Studies of the Essential Oil from Aerial Parts of Beta vulgaris subsp. maritima (L.) Arcang. Growing in Tunisia

Antityrosinase mechanism of ellagic acid in vitro and its effect on mouse melanoma cells

Cytotoxic and Enzyme Inhibitory Potential of Two Potentilla species (P. speciosa L. and P. reptans Willd.) and Their Chemical Composition

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