Dergiler / Marmara Pharmaceutical Journal / 2017 / Cilt: 21 - Sayı: 4

Antioxidant and cytotoxic properties of novel spirocyclic benzothiazolines

Sayfa
978–986
DOI
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⚡ TL;DR(1 Cümlede Hızlı Çıkarım)

Compound 1a exhibited anti-LPO and DPPH˙ scavenging activities at concentrations lower than those cytotoxic for mouse normal fibroblast (NIH/3T3) cells and was also found to be slightly more selective for cancer cells (human prostat adenocarcinoma cell/PC-3) than normal mammalian cells.

📌 3 Maddede Bu Makale

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Amaç & Hipotez:In this work, we report the synthesis, structural characterization and evaluation of in vitro antioxidant and cytotoxic properties of novel spirobenzothiazolines (1a-e, 2a-e). 5-nonsubstituted spirobenzothiazolines (1a-e) demonstrated notable inhibitory capacity on lipid peroxidation (LPO), reducing power and scavinging effects on diphenylpicryl hydrazine (DPPH˙) and 2,2’-azino-bis(3-ethylbenzthiazoline-6-sulphonic acid (ABTS˙+) radicals, that were similar to that of α-tocopherol.
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Temel Bulgular & Veri:The most potent antioxidant was compound 1a (incorporating an ethyl group on the cyclohexane ring) with an anti-LPO activity 2-fold higher than that of α-tocopherol.
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Sonuç & Katkı:Compound 1a exhibited anti-LPO and DPPH˙ scavenging activities at concentrations lower than those cytotoxic for mouse normal fibroblast (NIH/3T3) cells and was also found to be slightly more selective for cancer cells (human prostat adenocarcinoma cell/PC-3) than normal mammalian cells.
🔬Tür:Araştırma Makalesi
📍Kapsam:Genişletilmiş Akademik Örneklem
⚙️Değişkenler:Alan Parametreleri

Özet

In this work, we report the synthesis, structural characterization and evaluation of in vitro antioxidant and cytotoxic properties of novel spirobenzothiazolines (1a-e, 2a-e). 5-nonsubstituted spirobenzothiazolines (1a-e) demonstrated notable inhibitory capacity on lipid peroxidation (LPO), reducing power and scavinging effects on diphenylpicryl hydrazine (DPPH˙) and 2,2’-azino-bis(3-ethylbenzthiazoline-6-sulphonic acid (ABTS˙+) radicals, that were similar to that of α-tocopherol. The most potent antioxidant was compound 1a (incorporating an ethyl group on the cyclohexane ring) with an anti-LPO activity 2-fold higher than that of α-tocopherol. Compound 1a exhibited anti-LPO and DPPH˙ scavenging activities at concentrations lower than those cytotoxic for mouse normal fibroblast (NIH/3T3) cells and was also found to be slightly more selective for cancer cells (human prostat adenocarcinoma cell/PC-3) than normal mammalian cells.

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Bu Makaleye Atıf Yap

ÜSTÜNDAĞ, G. C., ÖZSOY, N., ÖZTAŞ, E., KARALI, N. L., ÇAPAN, G. (2017). Antioxidant and cytotoxic properties of novel spirocyclic benzothiazolines. Marmara Pharmaceutical Journal, Cilt: 21 - Sayı: 4, 978–986. https://ajindex.com/articles/283655

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Kaynakça (14)

  1. van Meerloo J, Kaspers GJ, Cloos J. Cell sensitivity assays: the MTT assay. Methods Mol Biol 2011; 731: 237-45.
  2. Benzie IFF, Strain JJ. The ferric reducing ability of plasma (FRAP) as a measure of “antioxidant power”: The FRAP assay. Anal Biochem 1996; 239; 70-6.
  3. Re R, Pellegrini N, Proteggente A, Pannala A, Yang M, RiceEvans C. Antioxidant activity applying an improved ABTS radical cation decolorization assay. Free Radic Biol Med 1999; 26: 1231-7.
  4. Brand-Williams W, Cuvelier ME, Berset C. Use of a free radical method to evaluate antioxidant activity. Food Sci TechnolLEB 1995; 28: 25-30.
  5. Buege JA, Aust SD. Microsomal lipid peroxidation. Methods Enzymol 1978; 52: 302-10.
  6. Duh PD, Tu YY, Yen GC. Antioxidant activity of water extract of Harng Jyur (Chrysanthemum morifolium Ramat). Food Sci Technol-LEB 1999; 32: 269-77.
  7. Akkurt M, Cihan-Üstündağ G, Çapan G, Dağdemir Y, Tahir N. 4′-tert-Butyl-5-chloro-3H-spiro [1,3-benzothia zole-2,1′cyclo hexa ne]. Acta Crystallogr Sect E 2012; 68: o1542. Akkurt M, Cihan-Üstündağ G, Çapan G, Türktekin-Çelikesir S, Tahir MN. 5-Chloro-4′-ethyl-3H-spiro [1,3-benzo thia zole2,1′-cyclo hexa ne]. Acta Crystallogr Sect E. 2012; 68(5): o1466. Coudert P, Couquelet J, Sudre O, Bastide J. Synthesis and analgesic activity of new spiro-derivatives of benzothiazoline. J Pharm Belg1988; 43: 258-62.
  8. Shrestha R, Sharma K, Lee YR, Wee YJ. Cerium oxide-catalyzed multicomponent condensation approach to spirooxindoles in water. Mol Divers 2016; 20: 847-58.
  9. Dandia A, Saini D, Bhaskaran S, Saini DK. Ultrasound promoted green synthesis of spiro[pyrano[2,3-c]pyrazoles] as antioxidant agents. Med Chem Res 2014; 23: 725-34.
  10. Youssef MM, Amin MA. Microwave assisted synthesis of some new heterocyclic spiro-derivatives with potential antimicrobial and antioxidant activity. Molecules 2010; 15: 8827-40.
  11. Panteleon V, Marakos P, Pouli N, Mikros E, Andreadou I. Synthesis, conformational analysis and free radical scavenging activity of some new spiropyranoquinolinones. Chem Pharm Bull 2003; 51: 522-9.
  12. Ermut G, Karalı N, Özsoy N, Can A. New spiroindolinones bearing 5-chlorobenzothiazole moiety. J Enzyme Inhib Med Chem 2014; 29: 457-68.
  13. Karalı N, Güzel Ö, Özsoy N, Özbey S, Salman A. Synthesis of new spiroindolinones incorporating a benzothiazole moiety as antioxidant agents. Eur J Med Chem 2010; 45:1068-77.
  14. Chripkova M, Zigo F, Mojzis J. Antiproliferative effect of indole phytoalexins. Molecules 2016; 21: 1626-41. Pilátová M, Sarisský M, Kutschy P, Mirossay A, Mezencev