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Journals / Clinical and Experimental Health Sciences / 2022 / Cilt: 12 - Sayı: 2

Synthesis, Characterization and Biological Evaluation of Novel Thiourea Derivatives

Cansel ÇAKIR
Dilaycan ÇAM
Fatih TOK
Yusuf SICAK
Mustafa Murat KIRPAT
Pages
533–540
Publication Date
2022-10-11
DOI
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AI Summary & Key Takeaways

AI Insight
⚡ TL;DR(Too Long; Didn't Read)

Conclusion: Thiourea derivatives exhibited remarkable antioxidant activity and enzyme inhibition activity against tyrosinase, cholinesterase, α-amylase and α-glucosidase.

📌 3 Key Takeaways

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Objective & Hypothesis:Objective: A new series of 4-[3-(substitutedphenyl)thioureido]-N-(6-chloropyrazin-2-yl)benzenesulfonamide were synthesized from sulfaclozine.
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Key Findings & Data:Methods: All compounds were characterized by IR, 1H-NMR spectroscopic methods and elemental analysis.
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Conclusion & Impact:Conclusion: Thiourea derivatives exhibited remarkable antioxidant activity and enzyme inhibition activity against tyrosinase, cholinesterase, α-amylase and α-glucosidase.
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:Thiourea · antioxidant · anticholinesterase

Abstract

Objective: A new series of 4-[3-(substitutedphenyl)thioureido]-N-(6-chloropyrazin-2-yl)benzenesulfonamide were synthesized from sulfaclozine. Methods: All compounds were characterized by IR, 1H-NMR spectroscopic methods and elemental analysis. In addition to the antioxidant activity of the synthesis series, enzyme inhibition activities such as anticholinesterase, tyrosinase, α-amylase and α-glycosidase were determined for the first time in this study. Results: According to these biological activity test results, compound 2a in the DPPH, 2c in the ABTS˙+ assay exhibited more antioxidant activity than reference standard. All thiourea derivatives demonstrated good BChE inhibitory activity than galantamine. Among the compounds, 2e and 2f showed the best tyrosinase enzyme inhibition activity, while 2g had the best α-amylase and α-glucosidase enzyme inhibition activity. In addition, we evaluated the druglikeness properties of compounds and their oral bioavailability were also found to be high. Conclusion: Thiourea derivatives exhibited remarkable antioxidant activity and enzyme inhibition activity against tyrosinase, cholinesterase, α-amylase and α-glucosidase.

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Cite This Article

ÇAKIR, C., ÇAM, D., TOK, F., SICAK, Y., KIRPAT, M. M. (2022). Synthesis, Characterization and Biological Evaluation of Novel Thiourea Derivatives. Clinical and Experimental Health Sciences, Cilt: 12 - Sayı: 2, 533–540. https://ajindex.com/articles/474137

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References (12)

  1. Akhter S, Ullah S, Yousuf S, Wahab A, Siddiqui H, Choudhary MI. Synthesis, crystal structure and Hirshfeld Surface analysis of benzamide derivatives of thiourea as potent inhibitors of α-glucosidase in-vitro. Bioorg Chem 2021;107:1-9
  2. Teke Tuncel S, Erol Gunal S, Ekizoglu M, Gokhan Kelekci N, Erdem SS, Bulak E, Frey W, Dogan I. Thioureas and their cyclized derivatives: Synthesis, conformational analysis and antimicrobial evaluation. J Mol Struct 2019;1179:40- 56
  3. Bai W, Ji J, Huang Q, Wei W. Synthesis and evaluation of new thiourea derivatives as antitumor and antiangiogenic agents. Tetrahedron Lett 2020;61:1-7
  4. Krzywik J, Maj E, Nasulewics Goldeman A, Mozga W, Wietrzyk J, Huczynski A. Synthesis and antiproliferative screening of novel doubly modified colchicines containing urea, thiourea and guanidine moieties. Bioorg Med Chem Lett 2021;47:1-6
  5. Maalik A, Rahim H, Saleem M, Fatima N, Rauf A, Wadood A, Malik MI, Ahmed A, Rafique H, Zafar MN, Riaz M, Rasheed L, Mumtaz A. Synthesis, antimicrobial, antioxidant, cytotoxic, antiurease and molecular docking studies of N-(3- trifluoromethyl)benzoyl-N′-aryl thiourea derivatives. Bioorg Chem 2019;88:1-9
  6. Davies TQ, Tilby MJ, Skolc D, Hall A, Willis MC. Primary sulfonamide synthesis using the sulfinylamine reagent N-Sulfinyl-O-(tert-butyl)hydroxylamine, t-BuONSO. Org Lett 2020;22:9495-9499
  7. Mondal S, Malakar S. Synthesis of sulfonamide and their synthetic and therapeutic applications: Recent advances. Tetrahedron 2020;76:1-28
  8. Elgemeie GH, Azzam RA, Elsayed RE. Sulfa drug analogs: new classes of N-sulfonyl aminated azines and their biological and preclinical importance in medicinal chemistry (2000–2018). Med Chem Res 2019;28:1099-1131
  9. Kollu U, Avula VKR, Vallela S, Pasupuleti VR, Zyryanov GV, Neelam YS, Chamarthi NR. Synthesis, antioxidant activity and bioinformatics studies of L-3-hydroxytyrosine templated N-alkyl/aryl substituted urea/thioureas. Bioorg Chem 2021;111:1-13
  10. Yiğit M, Barut Celepci D, Taslimi P, Yiğit B, Çetinkaya E, Özdemir İ, Aygün M, Gülçin İ. Selenourea and thiourea derivatives of chiral and achiral enetetramines: Synthesis, characterization and enzyme inhibitory properties. Bioorg Chem 2022;120:1- 10
  11. Dayma V, Chopra J, Sharma P, Dwivedi A, Tripathi IP, Bhargava A, Murugesan V, Goswami AK, Baroliya PK. Synthesis, antidiabetic, antioxidant and anti-inflammatory activities of novel hydroxytriazenes based on sulpha drugs. Helijon 2020;6:1-10
  12. Ovais