Phenolic compounds as potential adenosine deaminase inhibitors: molecular docking and dynamics simulation coupled with MM-GBSA calculations.

التفاصيل البيبلوغرافية
العنوان:	Phenolic compounds as potential adenosine deaminase inhibitors: molecular docking and dynamics simulation coupled with MM-GBSA calculations.
المؤلفون:	Uba AI; Department of Molecular Biology and Genetics, Istanbul AREL University, 34537, Istanbul, Turkey., Paradis NJ; College of Science and Mathematics, Rowan University, Glassboro, NJ, 08028, USA., Wu C; College of Science and Mathematics, Rowan University, Glassboro, NJ, 08028, USA. wuc@rowan.edu., Zengin G; Department of Biology, Science Faculty, Selcuk University, 42300, Konya, Turkey. gokhanzengin@selcuk.edu.tr.
المصدر:	Amino acids [Amino Acids] 2023 Dec; Vol. 55 (12), pp. 1729-1743. Date of Electronic Publication: 2023 Jul 30.
نوع المنشور:	Journal Article
اللغة:	English
بيانات الدورية:	Publisher: Springer-Verlag Country of Publication: Austria NLM ID: 9200312 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1438-2199 (Electronic) Linking ISSN: 09394451 NLM ISO Abbreviation: Amino Acids Subsets: MEDLINE
أسماء مطبوعة:	Original Publication: Wien ; New York : Springer-Verlag, c1991-
مواضيع طبية MeSH:	Adenosine Deaminase Inhibitors/pharmacology , Adenosine Deaminase Inhibitors/chemistry , Pentostatin*, Molecular Docking Simulation ; Quercetin/pharmacology ; Cladribine ; Ligands ; Chlorogenic Acid ; Molecular Dynamics Simulation
مستخلص:	Adenosine deaminase (ADA) is a Zn ²⁺ -containing enzyme that catalyzes the irreversible deamination of adenosine to inosine or deoxyadenosine to deoxyinosine. In addition to this enzymatic function, ADA mediates cell-to-cell interactions involved in lymphocyte co-stimulation or endothelial activation. ADA is implicated in cardiovascular pathologies such as atherosclerosis and certain types of cancers, including lymphoma and leukemia. To date, only two drugs (pentostatin and cladribine) have been approved for the treatment of hairy cell leukemia. In search of natural ADA inhibitors, we demonstrated the binding of selected phenolic compounds to the active site of ADA using molecular docking and molecular dynamics simulation. Our results show that phenolic compounds (chlorogenic acid, quercetin, and hyperoside) stabilized the ADA complex by forming persistent interactions with the catalytically essential Zn ²⁺ ion. Furthermore, MM-GBSA ligand binding affinity calculations revealed that hyperoside had a comparable binding energy score (ΔG = - 46.56 ± 8.26 kcal/mol) to that of the cocrystal ligand in the ADA crystal structure (PDB ID: 1O5R) (ΔG = - 51.97 ± 4.70 kcal/mol). Similarly, chlorogenic acid exhibited a binding energy score (ΔG = - 18.76 ± 4.60 kcal/mol) comparable to those of the two approved ADA inhibitor drugs pentostatin (ΔG = - 14.54 ± 2.25 kcal/mol) and cladribine (ΔG = - 25.52 ± 4.10 kcal/mol) while quercetin was found to have modest binding affinity (ΔG = - 8.85 ± 7.32 kcal/mol). This study provides insights into the possible inhibitory potential of these phenolic compounds against ADA. (© 2023. The Author(s), under exclusive licence to Springer-Verlag GmbH Austria, part of Springer Nature.)
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فهرسة مساهمة:	Keywords: ADA inhibitors; Adenosine deaminase (ADA); MM-GBSA; Molecular docking; Molecular dynamics simulation; Phenolic compounds
المشرفين على المادة:	0 (Adenosine Deaminase Inhibitors) 395575MZO7 (Pentostatin) 9IKM0I5T1E (Quercetin) 47M74X9YT5 (Cladribine) 0 (Ligands) 318ADP12RI (Chlorogenic Acid)
تواريخ الأحداث:	Date Created: 20230730 Date Completed: 20231218 Latest Revision: 20231218
رمز التحديث:	20231218
DOI:	10.1007/s00726-023-03310-4
PMID:	37517044
قاعدة البيانات:	MEDLINE

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تدمد:	1438-2199
DOI:	10.1007/s00726-023-03310-4