Detection of Various Traditional Chinese Medicinal Metabolites as Angiotensin-Converting Enzyme Inhibitors: Molecular Docking, Activity Testing, and Surface Plasmon Resonance Approaches
Abstract
:1. Introduction
2. Results
2.1. Molecular Docking Analysis
2.2. Preparation of the Recombinant sACE1 Protein
2.3. SPR Determination between TCM Metabolites and sACE1
2.4. ACE1 Inhibitory Activity of Various Candidate TCM Metabolites
2.5. Correlation Analysis
3. Discussion
4. Materials and Methods
4.1. Instruments and Materials
4.2. Molecular Docking Simulation
4.3. Construction of the Expression Plasmids
4.4. Expression and Purification of sACE1 Recombinant Protein
4.5. SPR Sensor Measurements
4.6. ACE Inhibition Measurement
4.7. Analysis of Inhibition Rate Data
5. Conclusions
Author Contributions
Funding
Conflicts of Interest
Appendix A
References
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ACE Inhibitors | Docked Energy (kcal/mol) | Specific Amino Acids for Hydrophobic Interactions |
---|---|---|
Procyanidin | −9.6 | GLN-857,HIS-1089,TYR-1096,ARG-1098,GLU-987,PRO-983,GLY-980,HIS-963,ASN-642,TYR-936,ASP-934,ALA-932,HIS-963,ASP-991,GLU-952,HIS-959 |
Quercetin | −8.0 | ASN-787,SER-795,ALA-932,ARG-1098,ASP-697,GLY-980,LYS-1025,GLU-960,ALA-937,CYS-946,LYS-1030 |
Isoquercitrin | −8.1 | GLU-986,GLY-980,TYR-936,HIS-963,ASP-934,ALA-932,HIS-959,HIS-929,LEU-737,SER-998,SER-860 |
Resveratrol | −7.3 | HIS-1089,SER-795,HIS-963,ASP-934 |
Homoorientin | −8.2 | HIS-959,ASP-991,LYS-1025,LYS-1030,SER-998,GLU-987,HIS-963,ASP-934,LYS-1087,ASP-1029 |
Orientin | −8.4 | SER-860,GLN-857,LYS-1030,ASP-991,ARG-1098,TRP-796,SER-795,HIS-929,GLY-980,GLU-979,ASP-934,ARG-700 |
Isovitexin | −7.9 | GLU-979,HIS-929,HIS-959,SER-931,ALA-932,LYS-1030 |
Puerarin | −8.4 | LYS-1025,SER-998,LYS-1030,HIS-963,ALA-932,PRO-983,GLU-738,TRY-1096,HIS-1089,LYS-1087 |
Vitexin | −8.1 | GLN-857,HIS-1081,HIS-1030,HIS-957,ASP-991,GLY-980 |
Cianidanol | −7.2 | LYS-1030,SER-998,HIS-959,HIS-929,SER-931,SER-1093,SER-795,ALA-932,GLU-699,TRY-936,TYR-970 |
ACE Inhibitors | Docked Energy (kcal/mol) | Specific Amino Acids for Hydrophobic Interactions |
---|---|---|
Procyanidin | −9.7 | GLN-259,LYS-489,HIS-491,TYR-498,LYS-432,THR-358,TYR-186,ASP-393,HIS-361,GLU-389,ALA-334,ARG-500,TYR-501,TYR-498 |
Quercetin | −7.7 | TYR-501,TYR-498,HIS-491,GLN-259,GLY-382,ARG-381,ARG-90,TRY-369, ALA-334,HIS-361,SER-357 |
Isoquercitrin | −9.7 | GLN-259,LYS-432,HIS-491,ARG-500,GLU-389,ASP-393,HIS-331,HIS-361,SER-333,GLU-362,TYR-369,ARG-381,ARG-500,HIS-491,TRP-198,THR-97,TYR-186,TYR-111 |
Resveratrol | −7.0 | ARG-381,GLN-259,LYS-489,ARG-500,GLN-81,GLN-444 |
Homoorientin | −8.0 | HIS-365,ALA-334,ALA-332,SER-357,GLY-382,ARG-381,ARG-500, TYR-501,TYR-424,HIS-491,GLN-259 |
Orientin | −8.5 | ARG-381,PRO-385,ALA-334,ASP-393,TRP-201,ASN-203,SER-100,THR-97, TRP-201,GLN-259,LYS-432,ARG-96,GLY-93,ARG-89 |
Isovitexin | −8.5 | ALA-334,TYR-369,PRO-385,ARG-500,TYR-501,SER-35,GLN-62,TYR-24,ARG-90,ALA-101,ARG-96,TYR-197,SER-200,ASN-203,GLN-81 |
Puerarin | −7.9 | HIS-365,ALA-334,HIS-331,TYR-424,ARG-90,THR-97,ALN-81,GLN-259,SER-200 |
Vitexin | −7.5 | GLN-259,TYR-498,TRP-201,TYR-501,HIS-331,TYR-186,TYR-338,ARG-108 |
Cianidanol | −7.6 | SER-260,GLU-431,TYR-498,HIS-491,SER-200,TYR-338,SER-61,ARG-96 |
Compounds | KD (M) |
---|---|
Captopril | 1.01 × 10−8 |
Procyanidin | 4.34 × 10−6 |
Quercetin | 4.38 × 10−5 |
Isoquercitrin | 5.76 × 10−6 |
Homoorientin | 1.02 × 10−5 |
Orientin | 9.32 × 10−6 |
Puerarin | 1.38 × 10−5 |
Cianidanol | 4.83 × 10−5 |
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Wu, Q.; Jiao, Y.; Luo, M.; Wang, J.; Li, J.; Ma, Y.; Liu, C. Detection of Various Traditional Chinese Medicinal Metabolites as Angiotensin-Converting Enzyme Inhibitors: Molecular Docking, Activity Testing, and Surface Plasmon Resonance Approaches. Molecules 2023, 28, 7131. https://doi.org/10.3390/molecules28207131
Wu Q, Jiao Y, Luo M, Wang J, Li J, Ma Y, Liu C. Detection of Various Traditional Chinese Medicinal Metabolites as Angiotensin-Converting Enzyme Inhibitors: Molecular Docking, Activity Testing, and Surface Plasmon Resonance Approaches. Molecules. 2023; 28(20):7131. https://doi.org/10.3390/molecules28207131
Chicago/Turabian StyleWu, Qixin, Yue Jiao, Mingzhu Luo, Jingyi Wang, Jingzhe Li, Yanyan Ma, and Changzhen Liu. 2023. "Detection of Various Traditional Chinese Medicinal Metabolites as Angiotensin-Converting Enzyme Inhibitors: Molecular Docking, Activity Testing, and Surface Plasmon Resonance Approaches" Molecules 28, no. 20: 7131. https://doi.org/10.3390/molecules28207131