Anti-inflammatory biomolecular activity of chlorinated-phenyldiazenyl-naphthalene-2- sulfonic acid derivatives: perception from DFT, molecular docking, and molecular dynamic simulation

Udoikono, D. Akaninyene and AgwambA, C. Ernest and Louis, Hitler and Benjamin, Innocent and Ahmad, Igrar and Ejiofor, U. Emmanuel and Ahuekwe, Eze Frank and Chukwuemeka, Kelechi and Adeyinka, S. Adedapo and Patel, M. Haruna and Lee manicum, Amanda and Edim, Moses (2023) Anti-inflammatory biomolecular activity of chlorinated-phenyldiazenyl-naphthalene-2- sulfonic acid derivatives: perception from DFT, molecular docking, and molecular dynamic simulation. Journal of Biomolecular Structure and Dynamics, 41 (19).

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Abstract

In this study, two novel derivatives of naphthalene-2-sulfonic acid: 6-(((1S,5R)-3,5- dichloro-2,4,6-triazabicyclo [z3.1.0]hex-3-en-1-yl)amino)-5-((E)- phenyldiazenyl)naphthalene-2-sulfonic acid (DTPS1) and (E)-6-((4,6-dichloro-1,3,5- triazine2-yl)amino)-4-hydroxy-3-(phenyldiazenyl)naphthalene-2-sulfonic acid (DTPS2) have been synthesized and characterized using FT-IR, UV-vis, and NMR spectroscopic techniques. Applying density functional theory (DFT) at the B3LYP, APFD, PBEPBE, HCTH, TPSSTPSS, and ωB97XD/aug-cc-pVDZ level of theories for the electronic structural properties. In-vitro analysis, molecular docking, molecular dynamic (MD) simulation of the compounds was conducted to investigate the anti-inflammatory potential using COXs enzymes. Docking indicates binding affinity of −9.57, −9.60, −6.77 and −7.37 kcal/mol for DTPS1, DTPS2, Ibuprofen and Diclofenac which agrees with invitro assay. Results of MD simulation, indicates sulphonic group in DTPS1 has > 30% interaction with the hydroxyl and oxygen atoms in amino acid residues, but > 35% interaction with the DTPS2. It can be said that the DTPS1 and DTPS2 can induce inhibitory effect on COXs to halt biosynthesis of prostaglandins (PGs), a chief mediator of inflammation and pain in mammals. Communicated by Ramaswamy H. Sarma

Item Type:	Article
Uncontrolled Keywords:	 Anti-inflammation  DFT  in-vitro molecular docking  MD simulation  cyclooxygenases
Subjects:	Q Science > QH Natural history Q Science > QH Natural history > QH301 Biology Q Science > QR Microbiology
Divisions:	Faculty of Medicine, Health and Life Sciences > School of Biological Sciences
Depositing User:	ORIGBOEYEGHA
Date Deposited:	15 Jul 2024 13:30
Last Modified:	15 Jul 2024 13:30
URI:	http://eprints.covenantuniversity.edu.ng/id/eprint/18189

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