Year 2020, Volume 10 , Issue 1, Pages 439 - 447 2020-03-01

Preparation, Characterization, and Antioxidant Features of Some New Schiff Bases Derived from Isatins and Hydrazine
Hidrazin ve Isatinlerden Elde Edilen Bazı Yeni Schiff Bazlarının Sentezi, Karakterizasyonu ve Antioksidan Özellikleri

Halit MUĞLU [1] , Hasan YAKAN [2]


New isatins based on Schiff bases were prepared from hydrazine, 5-substituted isatins, and aldehydes under reflux in ethanol. The structures of the synthesized compounds were elucidated by using IR, 13C NMR, 1H NMR spectroscopy and elemental analysis. All the compounds were tested in vitro antioxidant activity with free radical scavenging method using by 1,1-diphenyl-2-picryl hydrazyl (DPPH). The results were given with calculated IC50 values.

Yeni schiff bazlı isatinler, hidrazin, 5-sübstitütentli isatinler ve çeşitli aldehitlerin etil alkolde geri soğutucu altındaki tepkimesi sonucu elde edilmiştir. Sentezlenen bileşiklerin yapısı IR, 13C NMR, 1H NMR spektroskopik veriler ve elementel analiz sonuçlar ile aydınlatılmıştır. Sentezlenen bileşiklerin antioksidan aktivite testleri 2,2-difenil-1-pikril hidrazil (DPPH) radikal giderme yöntemi ile yapılmıştır. Sonuçlar, hesaplanan IC50 (yarı maksimum inhibitör derişim) değerleri ile verilmiştir.

  • Abbas SY, Farag AA, Ammar YA, Atrees AA, Mohamed AF, El-Henawy AA, 2013. Synthesis, characterization, and antiviral activity of novel fluorinated isatin derivatives. Monatshefte für Chemie-Chemical Monthly, 144: 1725-1733.
  • Aboul-Fadl T, Bin-Jubair FA, 2010. Anti-tubercular activity of isatin derivatives. International Journal of Research in Pharmaceutical Sciences, 1: 113-126.
  • Andreani A, Burnelli S, Granaiola M, Leoni A, Locatelli A, Morigi R, Rambaldi M, Varoli L, Cremonini MA, Placucci G, 2010. New isatin derivatives with antioxidant activity. European Journal of Medicinal Chemistry, 45: 1374-1378.
  • Bakır T, Sayiner HS, Kandemirli F, 2018. Experimental and theoretical investigation of antioxidant activity and capacity of thiosemicarbazones based on isatin derivatives. Phosphorus, Sulfur, and Silicon and the Related Elements, 193: 493-499.
  • Bal TR, Anand B, Yogeeswari P, Sriram D, 2005. Synthesis and evaluation of anti-HIV activity of isatin β-thiosemicarbazone derivatives. Bioorganic & Medicinal Chemistry Letters, 15: 4451-4455.
  • Bekircan O, Bektas H, 2008. Synthesis of Schiff and Mannich bases of isatin derivatives with 4-amino-4, 5-dihydro-1H-1,2,4-triazole-5-ones. Molecules, 13: 2126-2135.
  • Blois MS, 1958. Antioxidant determinations by the use of a stable free radical. Nature, 181(4617): 1199.
  • Brewer M, 2011. Natural antioxidants: sources, compounds, mechanisms of action, and potential applications. Comprehensive Reviews in Food Science and Food Safety, 10(4): 221-247.
  • Chohan ZH, Pervez H, Rauf A, Khan KM, Supuran CT, 2004. Isatin-derived antibacterial and antifungal compounds and their transition metal complexes. Journal of Enzyme Inhibition and Medicinal Chemistry, 19: 417-423.
  • Fleming I, Williams DH, 1966. Spectroscopic methods in organic chemistry: McGraw-hill New York.
  • Frankel EN, Meyer AS, 2000. The problems of using one‐dimensional methods to evaluate multifunctional food and biological antioxidants. Journal of the Science of Food and Agriculture, 80(13): 1925-1941.
  • Gabr MT, El-Gohary NS, El-Bendary ER, El-Kerdawy MM, Ni N, 2017. Isatin-β-thiocarbohydrazones: Microwave-assisted synthesis, antitumor activity and structure-activity relationship. European Journal of Medicinal Chemistry, 128: 36-44.
  • Jarrahpour A, Khalili D, De Clercq E, Salmi C, Brunel J, 2007. Synthesis, antibacterial, antifungal and antiviral activity evaluation of some new bis-Schiff bases of isatin and their derivatives. Molecules, 12: 1720-1730.
  • Kiran G, Maneshwar T, Rajeshwar Y, Sarangapani M, 2012. Microwave-assisted synthesis, characterization, antimicrobial and antioxidant activity of some new isatin derivatives. Journal of Chemistry 2013.
  • Kiran G, Sarangapani M, Gouthami T, Narsimha reddy AR, 2013. Synthesis, characterization, and antimicrobial and antioxidant activities of novel bis-isatin carbohydrazone derivatives. Toxicological & Environmental Chemistry, 95: 367-378.
  • Liang C, Xia J, Lei D, Li X, Yao Q, Gao J, 2014. Synthesis, in vitro and in vivo antitumor activity of symmetrical bis-Schiff base derivatives of isatin. European Journal of Medicinal Chemistry, 74: 742-750.
  • Manjula P, Sarojini B, Raj CD, 2015. Antibacterial and in vitro antioxidant activities of some 4-amino-1,2,4-triazole-5 (4H)-thione derivatives. Journal of Fundamental and Applied Sciences, 7(3): 394-407.
  • Meral R, Doğan, İ, 2012. Karadut (Morus nigra) Katkılı Ekmeğin Antioksidan Aktivitesi ve Fenolik Kompozisyonu. Journal of the Institute of Science and Technology, 2(4): 43-48.
  • Naik N, Vijay Kumar H, Vidyashree PB, 2011. Synthesis and evaluation of antioxidant potential of novel isatin analogues. Journal of Pharmacy Research, 4: 2686-2689.
  • Özkınalı S, Gür M, Şener N, Alkın S, Çavuş M.S, 2018. Synthesis of new azo schiff bases of pyrazole derivatives and their spectroscopic and theoretical investigations. Journal of Molecular Structure, 1174: 74-83.
  • Pandeya SN, Sriram D, Nath G, De Clercq E, 2000. Synthesis, antibacterial, antifungal and anti-HIV evaluation of Schiff and Mannich bases of isatin and its derivatives with triazole. Arzneimittelforschung, 50: 55-59.
  • Premanathan M, Radhakrishnan S, Kulangiappar K, Singaravelu G, Thirumalaiarasu V, Sivakumar T, Kathiresan K, 2012. Antioxidant & anticancer activities of isatin (1H-indole-2, 3-dione), isolated from the flowers of Couroupita guianensis Aubl. Indian Journal of Medical Research, 136(5): 822–826.
  • Shahidi F, 2015. Antioxidants: Principles and applications. Handbook of antioxidants for food preservation: Woodhead Publishing, 1-14.
  • Sinha D, Tiwari AK, Singh S, Shukla G, Mishra P, Chandra H, Mishra AK, 2008. Synthesis, characterization and biological activity of Schiff base analogues of indole-3-carboxaldehyde. European Journal of Medicinal Chemistry, 43: 160-165.
  • Sridhar SK, Pandeya SN, Stables JP, Ramesh A, 2002. Anticonvulsant activity of hydrazones, Schiff and Mannich bases of isatin derivatives. European Journal of Pharmaceutical Sciences, 16: 129-132.
  • Uruk T, Kahraman S, 2017. Yaban Mersini (Vaccinium myrtillus) Şarabının Antioksidan Aktivitesinin Araştırılması. Journal of the Institute of Science and Technology, 7(4): 77-83.
  • Verma M, Pandeya SN, Singh KN, Stables JP, 2004. Anticonvulsant activity of Schiff bases of isatin derivatives. Acta Pharmaceutica, 54: 49-56.
  • Wanasundara P, Shahidi F, 2005. Antioxidants: Science, technology, and applications. Bailey's industrial oil and fat products.
Primary Language en
Subjects Engineering, Chemical
Published Date Mart-2020
Journal Section Kimya / Chemistry, Kimya Mühendisliği / Chemical Engineering
Authors

Orcid: 0000-0001-8306-2378
Author: Halit MUĞLU (Primary Author)
Institution: KASTAMONU ÜNİVERSİTESİ
Country: Turkey


Orcid: 0000-0002-4428-4696
Author: Hasan YAKAN
Institution: ONDOKUZ MAYIS ÜNİVERSİTESİ
Country: Turkey


Dates

Application Date : July 8, 2019
Acceptance Date : November 28, 2019
Publication Date : March 1, 2020

Bibtex @research article { jist589004, journal = {Journal of the Institute of Science and Technology}, issn = {2146-0574}, eissn = {2536-4618}, address = {}, publisher = {Igdir University}, year = {2020}, volume = {10}, pages = {439 - 447}, doi = {10.21597/jist.589004}, title = {Preparation, Characterization, and Antioxidant Features of Some New Schiff Bases Derived from Isatins and Hydrazine}, key = {cite}, author = {MUĞLU, Halit and YAKAN, Hasan} }
APA MUĞLU, H , YAKAN, H . (2020). Preparation, Characterization, and Antioxidant Features of Some New Schiff Bases Derived from Isatins and Hydrazine. Journal of the Institute of Science and Technology , 10 (1) , 439-447 . DOI: 10.21597/jist.589004
MLA MUĞLU, H , YAKAN, H . "Preparation, Characterization, and Antioxidant Features of Some New Schiff Bases Derived from Isatins and Hydrazine". Journal of the Institute of Science and Technology 10 (2020 ): 439-447 <https://dergipark.org.tr/en/pub/jist/issue/52503/589004>
Chicago MUĞLU, H , YAKAN, H . "Preparation, Characterization, and Antioxidant Features of Some New Schiff Bases Derived from Isatins and Hydrazine". Journal of the Institute of Science and Technology 10 (2020 ): 439-447
RIS TY - JOUR T1 - Preparation, Characterization, and Antioxidant Features of Some New Schiff Bases Derived from Isatins and Hydrazine AU - Halit MUĞLU , Hasan YAKAN Y1 - 2020 PY - 2020 N1 - doi: 10.21597/jist.589004 DO - 10.21597/jist.589004 T2 - Journal of the Institute of Science and Technology JF - Journal JO - JOR SP - 439 EP - 447 VL - 10 IS - 1 SN - 2146-0574-2536-4618 M3 - doi: 10.21597/jist.589004 UR - https://doi.org/10.21597/jist.589004 Y2 - 2019 ER -
EndNote %0 Iğdır Üniversitesi Fen Bilimleri Enstitüsü Dergisi Preparation, Characterization, and Antioxidant Features of Some New Schiff Bases Derived from Isatins and Hydrazine %A Halit MUĞLU , Hasan YAKAN %T Preparation, Characterization, and Antioxidant Features of Some New Schiff Bases Derived from Isatins and Hydrazine %D 2020 %J Journal of the Institute of Science and Technology %P 2146-0574-2536-4618 %V 10 %N 1 %R doi: 10.21597/jist.589004 %U 10.21597/jist.589004
ISNAD MUĞLU, Halit , YAKAN, Hasan . "Preparation, Characterization, and Antioxidant Features of Some New Schiff Bases Derived from Isatins and Hydrazine". Journal of the Institute of Science and Technology 10 / 1 (March 2020): 439-447 . https://doi.org/10.21597/jist.589004
AMA MUĞLU H , YAKAN H . Preparation, Characterization, and Antioxidant Features of Some New Schiff Bases Derived from Isatins and Hydrazine. Iğdır Üniv. Fen Bil Enst. Der.. 2020; 10(1): 439-447.
Vancouver MUĞLU H , YAKAN H . Preparation, Characterization, and Antioxidant Features of Some New Schiff Bases Derived from Isatins and Hydrazine. Journal of the Institute of Science and Technology. 2020; 10(1): 447-439.