Journals / Turkish Journal of Chemistry / 2022 / Cilt: 46 - Sayı: 1

Synthesis of benzoyl hydrazones having 4-hydroxy-3,5-dimethoxy phenyl ring, their biological activities, and molecular modeling studies on enzyme inhibition activities

Pages
236–252
Publication Date
2022-11-01
DOI
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AI Summary & Key Takeaways

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

In the light of biological activity and in silico studies, it has the potential to guide studies for the development of new drugs for Alzheimer disease in the future.

📌 3 Key Takeaways

🎯
Objective & Hypothesis:Hydrazone compounds have high capacity in terms of antioxidant activity and enzyme inhibition activities such as anticholinesterase, tyrosinase, and urease.
📊
Key Findings & Data:In this study, benzoyl hydrazones compounds (7a-7m) were synthesized starting from 3,5-dimethoxy-4-hydroxybenzaldehyde.
💡
Conclusion & Impact:In the light of biological activity and in silico studies, it has the potential to guide studies for the development of new drugs for Alzheimer disease in the future.
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:Domain Parameters

Abstract

Hydrazone compounds have high capacity in terms of antioxidant activity and enzyme inhibition activities such as anticholinesterase, tyrosinase, and urease. In this study, benzoyl hydrazones compounds (7a-7m) were synthesized starting from 3,5-dimethoxy-4-hydroxybenzaldehyde. Antioxidant activity of the synthesized compounds was evaluated. In the β-carotene-linoleic acid and ABTS cation radical scavenging activities, compounds 7j, 7e, and 7m stood out as the most active compounds, respectively. In the anticholinesterase enzyme inhibition activity results, compound 7f exhibited the best activity against AChE and BChE enzymes in the synthesis series. In addition, molecular docking analysis was performed to understand the inhibition mechanism of the synthesized compounds with target enzymes at the atomic level. In the light of biological activity and in silico studies, it has the potential to guide studies for the development of new drugs for Alzheimer disease in the future.

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Cite This Article

TATAR, G., AKTAR, B. S. K., EMRE, E. E. O., SICAK, Y. (2022). Synthesis of benzoyl hydrazones having 4-hydroxy-3,5-dimethoxy phenyl ring, their biological activities, and molecular modeling studies on enzyme inhibition activities. Turkish Journal of Chemistry, Cilt: 46 - Sayı: 1, 236–252. https://ajindex.com/articles/601356

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References (16)

  1. Rao RJR, Rao BAKS, Murthy YLN. Efficient and industrially viable synthesis of donepezil. Synthetic Communications 2007; 37: 2847- 2853
  2. Jann MW. Rivastigmine, a new-generation cholinesterase inhibitor for the treatment of Alzheimer’s disease. Pharmacotherapy 2000; 20:1- 12
  3. Michaelis ML. Drugs targeting Alzheimer’s disease: some things old and some things new. Journal of Pharmacology and Experimental Therapeutics 2003; 304: 897-904
  4. Modolo LV, Souza AX, Horta LP, Araujo DP, Fátima A. An overview on the potential of natural products as ureases inhibitors: a review. Journal of Advanced Research 2015; 6: 35-44
  5. Chen JS, Wei C, Marshall MR. Inhibition mechanism of kojic acid on polyphenol oxidase. Journal of Agricultural and Food Chemistry 1991; 39: 1897-1901
  6. Cabanes J, García-Cánovas F, Tudela J, Lozano JA, García-Carmona F. L-mimosine a slow-binding inhibitor of mushroom tyrosinase. Phytochemistry 1987; 26: 917-919
  7. Shah MR, Soomro ZH. Urease inhibition. Enzyme İnhibition and Bioapplications 2012; 305-314
  8. Duong S, Patel T, Chang F. Dementia: What pharmacists need to know. Canadian Pharmacists Journal 2017; 150 (2): 118-129
  9. Drachman DA, Leawitt JMD, Chicago MA. Human Memory and the Cholinergic System A Relationship to Aging? Archives of Neurology 1974; 30 (2): 113-121
  10. Slominski A, Tobin DJ, Shibahara S, Wortsman J. Melanin pigmentation in mammalian skin and its hormonal regulation. Physiological Reviews 2004; 84: 1155-228
  11. Hearing VJ. Mammalian monophenol monooxygenase (tyrosinase): Purification, properties, and reactions catalysed. Methods in Enzymology 1987; 142: 154-165
  12. Kalka K, Mukhtar H, Turowski-Wanke A, Merk H. Biomelanin antioxidants in cosmetics: assessment based on inhibition of lipid peroxidation. Skin Pharmacology and Physiology 2000; 13: 143-149
  13. Kim YJ, Uyama H. Tyrosinase inhibitors from natural and synthetic sources: structure, inhibition mechanism and perspective for the future. Cellular and Molecular Life Sciences 2005; 62: 1707-1723
  14. Seiberg M, Paine C, Sharlow E, Andrade-Gordun P, Costanzo M et al. Inhibition of melanosome transfer results in skin lightening. Journal of Investigative Dermatology 2000; 115:162-167
  15. Sohal RS, Allen RG. Relationship between oxygen metabolism, aging and development. Advances in Free Radical Biology and Medicine 1986; 117-160
  16. Halliwell B, Gutterıdge JMC. Role of free radicals and catalytic metal ions in human disease: An overview. In: Methods in Enzym