Sesquiterpenoids and 2-(2-phenylethyl)chromones respectively acting as α-glucosidase and tyrosinase inhibitors from agarwood of an Aquilaria plant
The ethyl ether extract of agarwood from an Aquilaria plant afforded six new sesquiterpenoids, Agarozizanol A - F (1-6), together with four known sesquiterpenoids and six known 2-(2-phenylethyl)chromones. Their structures were elucidated via detailed spectroscopic analysis, X-ray diffraction, and comparisons with the published data. All the isolates were evaluated for the α-glucosidase and tyrosinase inhibitory activities in vitro. Compounds 5, 7, 8, and 10 showed significant inhibition of α-glucosidase with IC50 values ranging between 112.3 ± 4.5 and 524.5 ± 2.7 µM (acarbose, 743. 4 ± 3.3 µM). Compounds 13 and 14 exhibited tyrosinase inhibitory effect with IC50 values of 89.0 ± 1.7 and 51.5 ± 0.6 µM, respectively (kojic acid, 46.1 ± 1.3). In the kinetic studies, compounds 5 and 14 were found to be uncompetitive inhibitors for α-glucosidase and mixed type inhibitors for tyrosinase, respectively. Furthermore, molecular docking simulations revealed the binding sites and interactions of the most active compounds with α-glucosidase and tyrosinase.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2019 |
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| Erschienen: |
2019 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:34 |
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| Enthalten in: |
Journal of enzyme inhibition and medicinal chemistry - 34(2019), 1 vom: 01. Dez., Seite 853-862 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Yang, Li [VerfasserIn] |
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| Links: |
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| Anmerkungen: |
Date Completed 01.05.2019 Date Revised 25.02.2020 published: Print Citation Status MEDLINE |
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| doi: |
10.1080/14756366.2019.1576657 |
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| funding: |
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| Förderinstitution / Projekttitel: |
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| PPN (Katalog-ID): |
NLM296306878 |
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| 245 | 1 | 0 | |a Sesquiterpenoids and 2-(2-phenylethyl)chromones respectively acting as α-glucosidase and tyrosinase inhibitors from agarwood of an Aquilaria plant |
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| 500 | |a Date Revised 25.02.2020 | ||
| 500 | |a published: Print | ||
| 500 | |a Citation Status MEDLINE | ||
| 520 | |a The ethyl ether extract of agarwood from an Aquilaria plant afforded six new sesquiterpenoids, Agarozizanol A - F (1-6), together with four known sesquiterpenoids and six known 2-(2-phenylethyl)chromones. Their structures were elucidated via detailed spectroscopic analysis, X-ray diffraction, and comparisons with the published data. All the isolates were evaluated for the α-glucosidase and tyrosinase inhibitory activities in vitro. Compounds 5, 7, 8, and 10 showed significant inhibition of α-glucosidase with IC50 values ranging between 112.3 ± 4.5 and 524.5 ± 2.7 µM (acarbose, 743. 4 ± 3.3 µM). Compounds 13 and 14 exhibited tyrosinase inhibitory effect with IC50 values of 89.0 ± 1.7 and 51.5 ± 0.6 µM, respectively (kojic acid, 46.1 ± 1.3). In the kinetic studies, compounds 5 and 14 were found to be uncompetitive inhibitors for α-glucosidase and mixed type inhibitors for tyrosinase, respectively. Furthermore, molecular docking simulations revealed the binding sites and interactions of the most active compounds with α-glucosidase and tyrosinase | ||
| 650 | 4 | |a Journal Article | |
| 650 | 4 | |a 2-(2-phenylethyl)chromone | |
| 650 | 4 | |a Agarwood | |
| 650 | 4 | |a aquilaria plant | |
| 650 | 4 | |a sesquiterpenoid | |
| 650 | 4 | |a tyrosinase inhibition | |
| 650 | 4 | |a α-glucosidase inhibition | |
| 650 | 7 | |a Chromones |2 NLM | |
| 650 | 7 | |a Enzyme Inhibitors |2 NLM | |
| 650 | 7 | |a Glycoside Hydrolase Inhibitors |2 NLM | |
| 650 | 7 | |a Sesquiterpenes |2 NLM | |
| 650 | 7 | |a Monophenol Monooxygenase |2 NLM | |
| 650 | 7 | |a EC 1.14.18.1 |2 NLM | |
| 700 | 1 | |a Yang, Yi-Ling |e verfasserin |4 aut | |
| 700 | 1 | |a Dong, Wen-Hua |e verfasserin |4 aut | |
| 700 | 1 | |a Li, Wei |e verfasserin |4 aut | |
| 700 | 1 | |a Wang, Pei |e verfasserin |4 aut | |
| 700 | 1 | |a Cao, Xue |e verfasserin |4 aut | |
| 700 | 1 | |a Yuan, Jing-Zhe |e verfasserin |4 aut | |
| 700 | 1 | |a Chen, Hui-Qin |e verfasserin |4 aut | |
| 700 | 1 | |a Mei, Wen-Li |e verfasserin |4 aut | |
| 700 | 1 | |a Dai, Hao-Fu |e verfasserin |4 aut | |
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| 773 | 1 | 8 | |g volume:34 |g year:2019 |g number:1 |g day:01 |g month:12 |g pages:853-862 |
| 856 | 4 | 0 | |u http://dx.doi.org/10.1080/14756366.2019.1576657 |3 Volltext |
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