Journals / Turkish Journal of Chemistry / 2020 / Cilt: 44 - Sayı: 1

Synthesis, spectroscopic studies, and antioxidant activities of novel thio/carbohydrazones and bis-isatin derivatives from terephthalaldehyde

Pages
237–248
Publication Date
2020-02-11
DOI
—
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AI Summary & Key Takeaways

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

Compound 2 showed the best antioxidant activity.

📌 3 Key Takeaways

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Objective & Hypothesis:New bis(isatins-thio/carbohydrazones) based on Schiff bases were prepared from terephthalaldehyde biscarbohydrazone and 5-substituted isatins in the presence of a drop of sulfuric acid under reflux in ethanol.
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Key Findings & Data:The structures of these synthesized compounds were determined using IR, 1H NMR, and 13C NMR spectroscopy and elemental analysis.
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Conclusion & Impact:Compound 2 showed the best antioxidant activity.
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:vIsatin · carbohydrazone · Schiff bases

Abstract

New bis(isatins-thio/carbohydrazones) based on Schiff bases were prepared from terephthalaldehyde biscarbohydrazone and 5-substituted isatins in the presence of a drop of sulfuric acid under reflux in ethanol. Terephthalaldehyde bis(thio/carbohydrazone) was synthesized by the reaction of (thio)/carbohydrazide and terephthalaldehyde in the presence of a few drops of acetic acid under reflux in ethanol. The structures of these synthesized compounds were determined using IR, 1H NMR, and 13C NMR spectroscopy and elemental analysis. The in vitro antioxidant activity of all the compounds was determined by the 1,1-diphenyl-2-picryl hydrazyl (DPPH.) free radical scavenging method. Compound 2 showed the best antioxidant activity.

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Cite This Article

MUĞLU, H., YAKAN, H., BAKIR, T. K. (2020). Synthesis, spectroscopic studies, and antioxidant activities of novel thio/carbohydrazones and bis-isatin derivatives from terephthalaldehyde. Turkish Journal of Chemistry, Cilt: 44 - Sayı: 1, 237–248. https://ajindex.com/articles/184180

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References (11)

  1. Sridhar SK, Pandeya SN, Stables JP, Ramesh A. Anticonvulsant activity of hydrazones, Schiff and Mannich bases of isatin derivatives. European Journal of Pharmaceutical Sciences 2002; 16: 129-132
  2. Verma M, Pandeya SN, Singh KN, Stables JP. Anticonvulsant activity of Schiff bases of isatin derivatives. Acta Pharmaceutica 2004; 54: 49-56
  3. Pandeya S, Sriram D, Nath G, DeClercq E. Synthesis, antibacterial, antifungal and anti-HIV activities of Schiff and Mannich bases derived from isatin derivatives and N-[4-(4′-chlorophenyl) thiazol-2-yl] thiosemicarbazide. European Journal of Pharmaceutical Sciences 1999; 9: 25-31
  4. Sriram D, Pandeya S, Nath G, De Clercq E. Synthesis, antibacterial, antifungal and anti-HIV evaluation of Schiff and Mannich bases of isatin and its derivatives with triazole. Arzneimittelforschung 2000; 50: 55-59
  5. Sridhar SK, Saravanan M, Ramesh A. Synthesis and antibacterial screening of hydrazones, Schiff and Mannich bases of isatin derivatives. European Journal of Medicinal Chemistry 2001; 36: 615-625
  6. Jarrahpour A, Khalili D, De Clercq E, Salmi C, Brunel J. Synthesis, antibacterial, antifungal and antiviral activity evaluation of some new bis-Schiff bases of isatin and their derivatives. Molecules 2007; 12: 1720-1730
  7. Jarrahpour A, Sheikh J, El Mounsi I, Juneja H, Hadda TB. Computational evaluation and experimental in vitro antibacterial, antifungal and antiviral activity of bis-Schiff bases of isatin and its derivatives. Medicinal Chemistry Research 2013; 22: 1203-1211
  8. El-Sawaf AK, El-Essawy F, Nassar AA, El-Samanody E-SA. Synthesis, spectral, thermal and antimicrobial studies on cobalt (II), nickel (II), copper (II), zinc (II) and palladium (II) complexes containing thiosemicarbazone ligand. Journal of Molecular Structure 2018; 1157: 381-394
  9. Akocak S, Lolak N, Tuneg M, Boga M. Antioxidant, acetylcholinesterase and butyrylcholinesterase inhibition profiles of histamine Schiff bases. Journal of the Turkish Chemical Society Section A 6: 157-164
  10. Kiran G, Sarangapani M, Gouthami T, Narsimha Reddy AR. Synthesis, characterization, and antimicrobial and antioxidant activities of novel bis-isatin carbohydrazone derivatives. Toxicological & Environmental Chemistry 2013; 95: 367-378
  11. Muğlu H, Çavuş MS, Bakır T, Yakan H. Synthesis, characterization, quantum chemical calculations and antioxidant activity of new bis-isatin carbohydrazone and thiocarbohydrazone derivatives. Journal of Molecular Structure 2019; 1196: 81