Design, Synthesis, Biological and Docking Studies of Novel 6-fluorobenzothiazole Substituted 1,2,4-Triazole Analogues as Prospective Anti-inflammatory Agents. | ||
| Egyptian Journal of Chemistry | ||
| Volume 67, Issue 12, December 2024, Pages 97-109 PDF (1.02 M) | ||
| Document Type: Original Article | ||
| DOI: 10.21608/ejchem.2024.277247.9460 | ||
| Authors | ||
| Yazdan Shaik Khadar1; Laksmi Deepthi Kurni2; Laxmi Devi BN3; Afreen Sajida4; Subramanyam Sibbala5; Bhadru Banothu6; Madhu Gudipati7; Vijay Kishore Kanakaraju8; Naresh Podila* 9 | ||
| 1Chebrolu Hanumaiah Institute of Pharmaceutical Sciences, Chowdavaram, Guntur -522019, A. P., India. | ||
| 2Sreedattha institute of pharmacy, Sheriguda, Ibrahimpatnam, Hyderabad, RR dist. Telangana, India | ||
| 3Joginapally B.R.Pharmacy college Yenkapally, Moinabad, Hyderabad, Telangana 500075 | ||
| 4Rbvrr Womens College of Pharmacy, Barkatpura.Hyderabad. | ||
| 5Department of Pharmaceutical Sciences, Vignan's Foundation for Sciences, Technology and Research, Vadlamudi, Guntur, A.P-522213. | ||
| 6Department of Pharmaceutical Analysis, CMR College of Pharmacy, Kandlakoya, Medchal, Hyderabad, Telangana, India. | ||
| 7Department of Pharmaceutics, KITS College of Pharmacy for Women, Divili, Tirupathi (V), Peddapuram (M), Kakinada (Dt)-533 433, Andhra Pradesh. | ||
| 8Department of Pharmaceutical Chemistry, College of Pharmaceutical Sciences, Acharya Nagarjuna University, Guntur, Andhra Pradesh, India. | ||
| 9Department of Pharmaceutical Sciences, School of Biotechnology and Pharmaceutical Sciences, Vignan's Foundation for Science, Technology and Research, Vadlamudi, Guntur, A.P., India-522213. | ||
| Abstract | ||
| The Part of the body's immunological reaction to an external stimulus is inflammation. It is helpful initially because it starts with the mending process. It is concerning, though, because inflammation has the ability to self-replicate, causing new inflammation to arise in reaction to pre-existing inflammation. In this study, a novel series of 6-Fluoro Benzothiazole substituted 1,2,4-Triazole derivatives were synthesized as prospective anti-inflammatory agents. The newly created substances were examined using mass spectrometry, 1H-NMR, 13C-NMR, and FTIR. First, the compounds underwent rigorous in vivo testing for acute toxicity and anti-inflammatory activity. To further validate these findings, an in silico docking study was carried out against COX-2 (PDB ID: 1pxx). The in vivo results revealed that three compounds-TZ9, TZ2, and TZ1, displayed no acute toxicity and significant anti-inflammatory activity, surpassing the efficacy of the standard drug, diclofenac sodium. Notably, TZ9, which featured diphenyl amino substitution, emerged as the most potent anti-inflammatory agent among the screened compounds. The computational analysis demonstrated that TZ9, and TZ2, exhibited substantial binding affinity, with the highest binding energies (-11.6 and -10.2, Kcal/mol) compared to diclofenac (-8.4 Kcal/mol). This alignment between in vivo and in silico data supported the robust anti-inflammatory potential of these derivatives. According to this work, the anti-inflammatory action of benzothiazole substituted with diphenyl amine, tyrosine, ortho Phenylene diamine and 4-amino benzoic acid at the seventh position is enhanced. The synthesised compounds were also characterised by solubility, TLC, analytical data, IR, 1HNMR, and mass spectrum examinations. | ||
| Keywords | ||
| Benzothiazole; COX-2; Anti-inflammatory activity; Binding affinity; Diclofenac | ||
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