Screening and Characterizing Tyrosinase Inhibitors from Salvia miltiorrhiza and Carthamus tinctorius by Spectrum-Effect Relationship Analysis and Molecular Docking
Tyrosinase (TYR) is a rate-limiting enzyme in the synthesis of melanin, while direct TYR inhibitors are a class of important clinical antimelanoma drugs. This study established a spectrum-effect relationship analysis method and high-performance liquid chromatography-mass spectrometry (LC-MS) analysi...
Saved in:
| Main Authors: | , , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Wiley
2018-01-01
|
| Series: | Journal of Analytical Methods in Chemistry |
| Online Access: | http://dx.doi.org/10.1155/2018/2141389 |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| _version_ | 1832556954664304640 |
|---|---|
| author | Ya-Li Wang Guang Hu Qian Zhang Yu-Xiu Yang Qiao-Qiao Li Yuan-Jia Hu Hua Chen Feng-Qing Yang |
| author_facet | Ya-Li Wang Guang Hu Qian Zhang Yu-Xiu Yang Qiao-Qiao Li Yuan-Jia Hu Hua Chen Feng-Qing Yang |
| author_sort | Ya-Li Wang |
| collection | DOAJ |
| description | Tyrosinase (TYR) is a rate-limiting enzyme in the synthesis of melanin, while direct TYR inhibitors are a class of important clinical antimelanoma drugs. This study established a spectrum-effect relationship analysis method and high-performance liquid chromatography-mass spectrometry (LC-MS) analysis method to screen and identify the active ingredients that inhibited TYR in Salvia miltiorrhiza–Carthamus tinctorius (Danshen–Honghua, DH) herbal pair. Seventeen potential active compounds (peaks) in the extract of DH herbal pair were predicted, and thirteen of them were tentatively identified by LC-MS analysis. Furthermore, TYR inhibitory activities of five pure compounds obtained from the DH herbal pair were validated in the test in which kojic acid served as a positive control drug. Among them, three compounds including protocatechuic aldehyde, hydroxysafflor yellow A, and tanshinone IIA were verified to have high TYR inhibitory activity (IC50 value of 455, 498, and 1214 μM, resp.) and bind to the same amino acid residues in TYR catalytic pocket according to the results of the molecular docking test. However, the other two compounds lithospermic acid and salvianolic acid A had a weak effect on TYR, as they do not combine with the active amino acid residues or act on the active center of TYR. Therefore, the developed methods (spectrum-effect relationship analysis and molecular docking) could be used to effectively screen TYR inhibitors in complex mixtures such as natural products. |
| format | Article |
| id | doaj-art-4f11025ed27d471da110224e565ea896 |
| institution | Kabale University |
| issn | 2090-8865 2090-8873 |
| language | English |
| publishDate | 2018-01-01 |
| publisher | Wiley |
| record_format | Article |
| series | Journal of Analytical Methods in Chemistry |
| spelling | doaj-art-4f11025ed27d471da110224e565ea8962025-02-03T05:43:57ZengWileyJournal of Analytical Methods in Chemistry2090-88652090-88732018-01-01201810.1155/2018/21413892141389Screening and Characterizing Tyrosinase Inhibitors from Salvia miltiorrhiza and Carthamus tinctorius by Spectrum-Effect Relationship Analysis and Molecular DockingYa-Li Wang0Guang Hu1Qian Zhang2Yu-Xiu Yang3Qiao-Qiao Li4Yuan-Jia Hu5Hua Chen6Feng-Qing Yang7School of Pharmacy and Bioengineering, Chongqing University of Technology, Chongqing 400054, ChinaSchool of Pharmacy and Bioengineering, Chongqing University of Technology, Chongqing 400054, ChinaSchool of Chemistry and Chemical Engineering, Chongqing University, Chongqing 401331, ChinaSchool of Chemistry and Chemical Engineering, Chongqing University, Chongqing 401331, ChinaSchool of Chemistry and Chemical Engineering, Chongqing University, Chongqing 401331, ChinaState Key Laboratory of Quality Research in Chinese Medicine, Institute of Chinese Medical Sciences, University of Macau, MacauSchool of Chemistry and Chemical Engineering, Chongqing University, Chongqing 401331, ChinaSchool of Chemistry and Chemical Engineering, Chongqing University, Chongqing 401331, ChinaTyrosinase (TYR) is a rate-limiting enzyme in the synthesis of melanin, while direct TYR inhibitors are a class of important clinical antimelanoma drugs. This study established a spectrum-effect relationship analysis method and high-performance liquid chromatography-mass spectrometry (LC-MS) analysis method to screen and identify the active ingredients that inhibited TYR in Salvia miltiorrhiza–Carthamus tinctorius (Danshen–Honghua, DH) herbal pair. Seventeen potential active compounds (peaks) in the extract of DH herbal pair were predicted, and thirteen of them were tentatively identified by LC-MS analysis. Furthermore, TYR inhibitory activities of five pure compounds obtained from the DH herbal pair were validated in the test in which kojic acid served as a positive control drug. Among them, three compounds including protocatechuic aldehyde, hydroxysafflor yellow A, and tanshinone IIA were verified to have high TYR inhibitory activity (IC50 value of 455, 498, and 1214 μM, resp.) and bind to the same amino acid residues in TYR catalytic pocket according to the results of the molecular docking test. However, the other two compounds lithospermic acid and salvianolic acid A had a weak effect on TYR, as they do not combine with the active amino acid residues or act on the active center of TYR. Therefore, the developed methods (spectrum-effect relationship analysis and molecular docking) could be used to effectively screen TYR inhibitors in complex mixtures such as natural products.http://dx.doi.org/10.1155/2018/2141389 |
| spellingShingle | Ya-Li Wang Guang Hu Qian Zhang Yu-Xiu Yang Qiao-Qiao Li Yuan-Jia Hu Hua Chen Feng-Qing Yang Screening and Characterizing Tyrosinase Inhibitors from Salvia miltiorrhiza and Carthamus tinctorius by Spectrum-Effect Relationship Analysis and Molecular Docking Journal of Analytical Methods in Chemistry |
| title | Screening and Characterizing Tyrosinase Inhibitors from Salvia miltiorrhiza and Carthamus tinctorius by Spectrum-Effect Relationship Analysis and Molecular Docking |
| title_full | Screening and Characterizing Tyrosinase Inhibitors from Salvia miltiorrhiza and Carthamus tinctorius by Spectrum-Effect Relationship Analysis and Molecular Docking |
| title_fullStr | Screening and Characterizing Tyrosinase Inhibitors from Salvia miltiorrhiza and Carthamus tinctorius by Spectrum-Effect Relationship Analysis and Molecular Docking |
| title_full_unstemmed | Screening and Characterizing Tyrosinase Inhibitors from Salvia miltiorrhiza and Carthamus tinctorius by Spectrum-Effect Relationship Analysis and Molecular Docking |
| title_short | Screening and Characterizing Tyrosinase Inhibitors from Salvia miltiorrhiza and Carthamus tinctorius by Spectrum-Effect Relationship Analysis and Molecular Docking |
| title_sort | screening and characterizing tyrosinase inhibitors from salvia miltiorrhiza and carthamus tinctorius by spectrum effect relationship analysis and molecular docking |
| url | http://dx.doi.org/10.1155/2018/2141389 |
| work_keys_str_mv | AT yaliwang screeningandcharacterizingtyrosinaseinhibitorsfromsalviamiltiorrhizaandcarthamustinctoriusbyspectrumeffectrelationshipanalysisandmoleculardocking AT guanghu screeningandcharacterizingtyrosinaseinhibitorsfromsalviamiltiorrhizaandcarthamustinctoriusbyspectrumeffectrelationshipanalysisandmoleculardocking AT qianzhang screeningandcharacterizingtyrosinaseinhibitorsfromsalviamiltiorrhizaandcarthamustinctoriusbyspectrumeffectrelationshipanalysisandmoleculardocking AT yuxiuyang screeningandcharacterizingtyrosinaseinhibitorsfromsalviamiltiorrhizaandcarthamustinctoriusbyspectrumeffectrelationshipanalysisandmoleculardocking AT qiaoqiaoli screeningandcharacterizingtyrosinaseinhibitorsfromsalviamiltiorrhizaandcarthamustinctoriusbyspectrumeffectrelationshipanalysisandmoleculardocking AT yuanjiahu screeningandcharacterizingtyrosinaseinhibitorsfromsalviamiltiorrhizaandcarthamustinctoriusbyspectrumeffectrelationshipanalysisandmoleculardocking AT huachen screeningandcharacterizingtyrosinaseinhibitorsfromsalviamiltiorrhizaandcarthamustinctoriusbyspectrumeffectrelationshipanalysisandmoleculardocking AT fengqingyang screeningandcharacterizingtyrosinaseinhibitorsfromsalviamiltiorrhizaandcarthamustinctoriusbyspectrumeffectrelationshipanalysisandmoleculardocking |