Dergiler / Turkish Journal of Chemistry / 2022 / Cilt: 46 - Sayı: 3

Synthesis of some new isoxazole compounds and their biological tyrosinase and antioxidant activities

Sayfa
747–753
Yayın Tarihi
2022-11-04
DOI
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⚡ TL;DR(1 Cümlede Hızlı Çıkarım)

As a result, the change of functional groups in the synthesized compounds caused a significant difference in the biological properties of 8-14.

📌 3 Maddede Bu Makale

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Amaç & Hipotez:In this study, 7 new isoxazole compounds (8-14) were synthesized from the cyclization of chalcone compounds (1-7) containing different functional groups with hydroxylamine hydrochloride in alkaline medium.
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Temel Bulgular & Veri:Tyrosinase and antioxidant properties of 8-14 were investigated. $IC_{50}$ values for the tyrosinase enzyme inhibition of compounds 8, 11, 12, and 13 were varied between 61.47 ± 3.46 and 188.52 ± 5.85, while compounds 9, 10 and 14 did not show any inhibition effect.
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Sonuç & Katkı:As a result, the change of functional groups in the synthesized compounds caused a significant difference in the biological properties of 8-14.
🔬Tür:Araştırma Makalesi
📍Kapsam:Genişletilmiş Akademik Örneklem
⚙️Değişkenler:Alan Parametreleri

Abstract

In this study, 7 new isoxazole compounds (8-14) were synthesized from the cyclization of chalcone compounds (1-7) containing different functional groups with hydroxylamine hydrochloride in alkaline medium. Tyrosinase and antioxidant properties of 8-14 were investigated. $IC_{50}$ values for the tyrosinase enzyme inhibition of compounds 8, 11, 12, and 13 were varied between 61.47 ± 3.46 and 188.52 ± 5.85, while compounds 9, 10 and 14 did not show any inhibition effect. The antioxidant properties of 8-14 were investigated by DPPH and CUPRAC methods. Compound 12 showed the best DPPH radical scavenging activity (SC50: 40.21 ± 2.71), while 12 and 13 had shown the greatest Cupric ion reducing effect as 1.233 ± 0.015 and 1.245 ± 0.019 mg TEAC/mg, respectively. As a result, the change of functional groups in the synthesized compounds caused a significant difference in the biological properties of 8-14.

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Bu Makaleye Atıf Yap

FANDAKLI, S. (2022). Synthesis of some new isoxazole compounds and their biological tyrosinase and antioxidant activities. Turkish Journal of Chemistry, Cilt: 46 - Sayı: 3, 747–753. https://ajindex.com/articles/601386

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Kaynakça (11)

  1. Zhu J, Mo J, Lin HZ, Chen Y, Sun HP. The recent progress of isoxazole in medicinal chemistry. Bioorganic and Medicinal Chemistry 2018
  2. 26 (12): 3065–3075. doi: 10.1016/j.bmc.2018.05.013 2. Sysak A, Obminska-Mrukowicz B. Isoxazole ring as a useful scaffold in a search for new therapeutic agents. European Journal of Medicinal Chemistry 2017
  3. doi: 10.1016/j.ejmech.2017.06.002 3. Beam CF, Dyer MCD, Schwarz RA, Hauser CR. A new synthesis of isoxazoles from 1,4-dianions of oximes having an alpha hydrogen - mass spectrometry. Journal of Organic Chemistry 1970
  4. 35 (6): 1806-1810. doi: 10.1021/jo00831a020 4. Parul S, Ruchi B, Renu S. Various synthetic pathways for the synthesis of 3,4-disubstituted isoxazole by one pot multicomponent reaction. Orbital: The Electronic Journal of Chemistry 2020
  5. 12 (4): 267-275. doi: 10.17807/orbital.v12i4.1549 5. Rizvana KK, Hareeshbabu E. Synthesis and antimicrobial screening of modified isoxazoles: a short review. International Journal of Pharmacy and Pharmaceutical Research 2019
  6. 15 (3): 136-148. 6. Chikkula KV, Raja S. Isoxazole -a potent pharmacophore. International Journal of Pharmacy and Pharmaceutical Sciences 2017
  7. 9 (7): 13-24. doi: 10.22159/ijpps.2017.v9i7.1-9097 7. Ruthu M, Pradeepkumar Y, Madhusudhana CC, Prasanthi G, Redd VJS. Pharmacological activities of isoxazole derivatives. Journal of Global Trends in Pharmaceutical Sciences 2011
  8. 2 (1): 55-62. 8. Koufaki M, Fotopoulou T, Kapetanou M, Heropoulos GA, Gonos ES et al. Microwave-assisted synthesis of 3,5-disubstituted isoxazoles and evaluation of their anti-ageing activity. European Journal of Medicinal Chemistry 2014
  9. doi: 10.1016/j.ejmech.2014.06.046 9. Kuchana M. Synthesis and in vitro antioxidant activity of substituted α-cyano-N-(5-methylisoxazol-3-yl)cinnamides. World Journal of Pharmacy and Pharmaceutical Sciences 2014
  10. 3 (6): 1800-1808. 10. Prashanthi Y, Kiranmai K, Subhashini NJP. Shivaraj. Synthesis, potentiometric and antimicrobial studies on metal complexes of isoxazole Schiff bases. Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy. 2008, 70 (1): 30–35. doi: 10.1016/j.saa.2007.07.028 11. Ahrens H, Lange G, Muller T, Rosinger C, Willms L et al. 4-Hydroxyphenylpyruvate dioxygenase inhibitors in combination with safeners: solutions for modern and sustainable agriculture. Angewandte Chemie International Edition 2013
  11. 52 (36): 9388-9398. doi: 10.1002/anie.201302365 12. Fandaklı S, Kahriman N, Yücel TB, Karaoğlu SA