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Yıl 2020, Cilt: 24 Sayı: 4, 436 - 451, 27.06.2025

Gizem Erensoy Kai Ding Chang-guo Zhan Ammar Elmezayen Kemal Yelekçi , Merve Duracik Özlem Bingöl Özakpınar , İlkay Küçükgüzel

https://doi.org/10.35333/jrp.2020.187

Öz

Kaynakça

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Synthesis, in silico studies and cytotoxicity evaluation of novel 1,3,4-oxadiazole derivatives designed as potential mPGES-1 inhibitors

Yıl 2020, Cilt: 24 Sayı: 4, 436 - 451, 27.06.2025

Gizem Erensoy Kai Ding Chang-guo Zhan Ammar Elmezayen Kemal Yelekçi , Merve Duracik Özlem Bingöl Özakpınar , İlkay Küçükgüzel

https://doi.org/10.35333/jrp.2020.187

Öz

A series of new 1,3,4-oxadizole derivatives containing thioether group, has been synthesized to investigate their mPGES-1 inhibitory activities. The synthesized compounds were also evaluated for their anticancer and COX-1/2 inhibitory activities. All compounds were checked for their purity using TLC and HPLC analyses. The melting points, elemental analysis, FT-IR, 1H-/13C-NMR and LR-MS data were utilized for structural characterization. The most potent derivative was 2-[5-{[2-methyl-5-(propan-2-yl)phenoxy]methyl}-1,3,4-oxadiazol-2-yl)sulphanyl]-1- (phenyl)ethan-1-one 3a, which showed inhibitory activity against mPGES-1 with an IC50 of 4.95 μM. Docking studies with mPGES-1 and COX-1/2 enzymes revealed their affinity and potential binding mechanism for the tested compounds.

Anahtar Kelimeler

1,3,4-Oxadiazoles thioethers mPGES-1 inhibition COX-1/2 inhibition anticancer activity molecular docking ADME prediction

Kaynakça

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  • [2] Charlier C, Michaux C. Dual inhibition of cyclooxygenase-2 (COX-2) and 5-lipoxygenase (5-LOX) as a new strategy to provide safer non-steroidal anti-inflammatory drugs. Eur J Med Chem. 2003; 38(7–8): 645-659. [CrossRef]
  • [3] Dannhardt G, Kiefer W. Cyclooxygenase Inhıbitors-Current Status and Future Prospects. Eur J Med Chem. 2001; 36: 109-126. [CrossRef]
  • [4] Samuelsson B, Morgenstern R, Jakobsson PJ. Membrane prostaglandin E synthase-1: A novel therapeutic target. Pharmacol Rev. 2007; 59: 207-224. [CrossRef]
  • [5] Akasaka H, So SP, Ruan KH. Relationship of the topological distances and activities between mPGES-1 and COX-2 versus COX-1: implications of the diffirent post- translational endoplasmic reticulum organizations of COX-1 and COX-2. Biochemistry. 2015; 54: 3707-3715. [CrossRef]
  • [6] Whittle BJR. Gastrointestinal effects of nonsteroidal anti‐inflammatory drugs. Fund Clin Pharmacol. 2003; 17(3): 301- 313. [CrossRef]
  • [7] Laine L. The gastrointestinal effects of nonselective NSAIDs and COX-2 selective inhibitors. Semin Arthritis Rheum. 2002; 32(3): 25-32. [CrossRef]
  • [8] Chang HH, Meuillet EJ. Identification and development of mPGES-1 inhibitors: where are we at? Future Med Chem. 2011; 3(15): 1909-1934. [CrossRef]
  • [9] Bülbül B, Küçükgüzel I. Microsamal prostaglandin E2 synthase-1 as a new macromolecular drug target in the prevention of inflammation and cancer. Anti-Cancer Agents Med Chem. 2019; 19(10): 1205-1222. [CrossRef]
  • [10] Kadi AA, El-Brollosy NR, Al-Deeb OA, Habib EE, Ibrahim TM, El-Emam AA. Synthesis,antimicrobial and a antiinflammatory activities of novel 2-(1-adamantyl)-5-substituted-1,3,4-oxadiazoles and 2-(1-adamantylamino)-5- substitued-1,3,4-thiadiazoles. Eur J Med Chem. 2007; 42: 235-242. [CrossRef]
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Toplam 73 adet kaynakça vardır.

Ayrıntılar

Birincil Dil İngilizce
Konular Farmasotik Kimya
Bölüm Articles
Yazarlar

Gizem Erensoy

Kai Ding

Chang-guo Zhan

Ammar Elmezayen

Kemal Yelekçi

Merve Duracik

Özlem Bingöl Özakpınar

İlkay Küçükgüzel

Yayımlanma Tarihi 27 Haziran 2025
Yayımlandığı Sayı Yıl 2020 Cilt: 24 Sayı: 4

Kaynak Göster

APA Erensoy, G., Ding, K., Zhan, C.-g., Elmezayen, A., vd. (2025). Synthesis, in silico studies and cytotoxicity evaluation of novel 1,3,4-oxadiazole derivatives designed as potential mPGES-1 inhibitors. Journal of Research in Pharmacy, 24(4), 436-451. https://doi.org/10.35333/jrp.2020.187
AMA Erensoy G, Ding K, Zhan Cg, Elmezayen A, Yelekçi K, Duracik M, Bingöl Özakpınar Ö, Küçükgüzel İ. Synthesis, in silico studies and cytotoxicity evaluation of novel 1,3,4-oxadiazole derivatives designed as potential mPGES-1 inhibitors. J. Res. Pharm. Haziran 2025;24(4):436-451. doi:10.35333/jrp.2020.187
Chicago Erensoy, Gizem, Kai Ding, Chang-guo Zhan, Ammar Elmezayen, Kemal Yelekçi, Merve Duracik, Özlem Bingöl Özakpınar, ve İlkay Küçükgüzel. “Synthesis, in Silico Studies and Cytotoxicity Evaluation of Novel 1,3,4-Oxadiazole Derivatives Designed As Potential MPGES-1 Inhibitors”. Journal of Research in Pharmacy 24, sy. 4 (Haziran 2025): 436-51. https://doi.org/10.35333/jrp.2020.187.
EndNote Erensoy G, Ding K, Zhan C-g, Elmezayen A, Yelekçi K, Duracik M, Bingöl Özakpınar Ö, Küçükgüzel İ (01 Haziran 2025) Synthesis, in silico studies and cytotoxicity evaluation of novel 1,3,4-oxadiazole derivatives designed as potential mPGES-1 inhibitors. Journal of Research in Pharmacy 24 4 436–451.
IEEE G. Erensoy, K. Ding, C.-g. Zhan, A. Elmezayen, K. Yelekçi, M. Duracik, Ö. Bingöl Özakpınar, ve İ. Küçükgüzel, “Synthesis, in silico studies and cytotoxicity evaluation of novel 1,3,4-oxadiazole derivatives designed as potential mPGES-1 inhibitors”, J. Res. Pharm., c. 24, sy. 4, ss. 436–451, 2025, doi: 10.35333/jrp.2020.187.
ISNAD Erensoy, Gizem vd. “Synthesis, in Silico Studies and Cytotoxicity Evaluation of Novel 1,3,4-Oxadiazole Derivatives Designed As Potential MPGES-1 Inhibitors”. Journal of Research in Pharmacy 24/4 (Haziran 2025), 436-451. https://doi.org/10.35333/jrp.2020.187.
JAMA Erensoy G, Ding K, Zhan C-g, Elmezayen A, Yelekçi K, Duracik M, Bingöl Özakpınar Ö, Küçükgüzel İ. Synthesis, in silico studies and cytotoxicity evaluation of novel 1,3,4-oxadiazole derivatives designed as potential mPGES-1 inhibitors. J. Res. Pharm. 2025;24:436–451.
MLA Erensoy, Gizem vd. “Synthesis, in Silico Studies and Cytotoxicity Evaluation of Novel 1,3,4-Oxadiazole Derivatives Designed As Potential MPGES-1 Inhibitors”. Journal of Research in Pharmacy, c. 24, sy. 4, 2025, ss. 436-51, doi:10.35333/jrp.2020.187.
Vancouver Erensoy G, Ding K, Zhan C-g, Elmezayen A, Yelekçi K, Duracik M, Bingöl Özakpınar Ö, Küçükgüzel İ. Synthesis, in silico studies and cytotoxicity evaluation of novel 1,3,4-oxadiazole derivatives designed as potential mPGES-1 inhibitors. J. Res. Pharm. 2025;24(4):436-51.