Yıl 2019, Cilt 19 , Sayı 2, Sayfalar 317 - 327 2019-09-17

İndol-3-Karboksialdehit Tiyosemikarbazon Türevlerinin Sentezi Antioksidan ve Antikolinesteraz özelliklerinin araştırılması
Synthesis of Indole-3-Carboxyaldehyde Thiosemicarbazone Derivatives and Investigation of Antioxidant and Anticholinesterase Properties

Murat BİNGÜL [1]


Dört indol-3-karboksialdehit tiyosemikarbazon bileşiği indol-3-karboksialdehit ve tiyosemikarbazit bileşiklerinden Schiff bazı reaksiyonu kullanılarak yüksek verimlerde sentezlenmiştir. 3a ve 3b tiyosemikarbazon yapıları 1HNMR spektroskopisiyle desteklenerek literatür verileriyle uyumlu olduğu kanıtlanmıştır. Bildiğimiz kadarıyla, çalışmamız 3c bileşiğinin sentezi ve 3d bileşiğinin tüm karakterizasyonlarının yapılması açısından ilk bilimsel çalışmadır. 3c ve 3d bileşiklerinin yapıları, FT-IR, yüksek çözünürlüklü kütle spektroskopisi, 1H ve 13CNMR spektroskopileri ile ilk olarak bu çalışmada aydınlatılmıştır. Dahası, sentezlenen 3a-d bileşiklerinin antioksidan özellikleri üç farklı DPPH serbest radikal süpürme, ABTS katyonik radikal süpürme, CUPRAC kuprik iyonunu indirgeme kapasitesi yöntemlerinin uygulanmasıyla belirlenmiştir. Bununla beraber, belirtilen bileşiklerin antikolinesteraz özellikleri, Asetilkolinesteraz (ACh) ve Bütirilkolinesteraz (BCh) enzim inhibisyonu deneyleriyle araştırılmıştır. 3a, 3b ve 3d bileşiklerinin ABTS antioksidan metodu için çok etkili olduğu belirlenmiş ve 3c bileşiğinin antikolinesteraz aktivite alanında kinetik ölçümlerinin yapılarak etki mekanizmasının aydınlatılması konusunda değerli bir hedef molekül olduğu anlaşılmıştır. 

The synthesis of four indole-3-carboxyaldehyde thiosemicarbazone compounds (3a-d) was achieved via the Schiff base reaction of the indole-3-carboxyaldehyde and thiosemicarbazides in high yields. The structures of thiosemicarbazones 3a and 3b were supported by 1HNMR spectroscopy and confirmed with the literature data. To the best of our knowledge, our study is the first report for the synthesis of compound 3c and literature search revealed that compound 3d was also not fully characterised. The structures of compound 3c and 3d were fully characterised by the FT-IR, High Resolution Mass Spectrometry (HRMS), 1H and 13CNMR spectroscopy in this work for the first time. Moreover, antioxidant properties of synthesised compounds 3a-d were determined by employing three different assays, namely DPPH radical scavenging, ABTS Cation Radical Decolarization and CUPRAC Cupric Reducing Antioxidant Capacity as well as the anticholinesterase properties of designated compounds were investigated by the Acetylcholinesterase (ACh) and Butyrylcholinesterase (BCh) enzyme inhibition assays. The compound 3a, 3b and 3d were determined very potent against the ABTS antioxidant assay and compound 3c was found to be a valuable target molecule for the kinetic measurements to identify mechanism of action in the area of anticholinesterase activity assay.

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Birincil Dil en
Konular Mühendislik
Bölüm Makaleler
Yazarlar

Orcid: 0000-0002-3909-0694
Yazar: Murat BİNGÜL (Sorumlu Yazar)
Kurum: DİCLE ÜNİVERSİTESİ
Ülke: Turkey


Tarihler

Başvuru Tarihi : 21 Mart 2019
Yayımlanma Tarihi : 17 Eylül 2019

Bibtex @araştırma makalesi { akufemubid542712, journal = {Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi}, issn = {}, eissn = {2149-3367}, address = {}, publisher = {Afyon Kocatepe Üniversitesi}, year = {2019}, volume = {19}, pages = {317 - 327}, doi = {}, title = {Synthesis of Indole-3-Carboxyaldehyde Thiosemicarbazone Derivatives and Investigation of Antioxidant and Anticholinesterase Properties}, key = {cite}, author = {BİNGÜL, Murat} }
APA BİNGÜL, M . (2019). Synthesis of Indole-3-Carboxyaldehyde Thiosemicarbazone Derivatives and Investigation of Antioxidant and Anticholinesterase Properties. Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi , 19 (2) , 317-327 . Retrieved from https://dergipark.org.tr/tr/pub/akufemubid/issue/48783/542712
MLA BİNGÜL, M . "Synthesis of Indole-3-Carboxyaldehyde Thiosemicarbazone Derivatives and Investigation of Antioxidant and Anticholinesterase Properties". Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi 19 (2019 ): 317-327 <https://dergipark.org.tr/tr/pub/akufemubid/issue/48783/542712>
Chicago BİNGÜL, M . "Synthesis of Indole-3-Carboxyaldehyde Thiosemicarbazone Derivatives and Investigation of Antioxidant and Anticholinesterase Properties". Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi 19 (2019 ): 317-327
RIS TY - JOUR T1 - Synthesis of Indole-3-Carboxyaldehyde Thiosemicarbazone Derivatives and Investigation of Antioxidant and Anticholinesterase Properties AU - Murat BİNGÜL Y1 - 2019 PY - 2019 N1 - DO - T2 - Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi JF - Journal JO - JOR SP - 317 EP - 327 VL - 19 IS - 2 SN - -2149-3367 M3 - UR - Y2 - 2019 ER -
EndNote %0 Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi Synthesis of Indole-3-Carboxyaldehyde Thiosemicarbazone Derivatives and Investigation of Antioxidant and Anticholinesterase Properties %A Murat BİNGÜL %T Synthesis of Indole-3-Carboxyaldehyde Thiosemicarbazone Derivatives and Investigation of Antioxidant and Anticholinesterase Properties %D 2019 %J Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi %P -2149-3367 %V 19 %N 2 %R %U
ISNAD BİNGÜL, Murat . "Synthesis of Indole-3-Carboxyaldehyde Thiosemicarbazone Derivatives and Investigation of Antioxidant and Anticholinesterase Properties". Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi 19 / 2 (Eylül 2019): 317-327 .
AMA BİNGÜL M . Synthesis of Indole-3-Carboxyaldehyde Thiosemicarbazone Derivatives and Investigation of Antioxidant and Anticholinesterase Properties. Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi. 2019; 19(2): 317-327.
Vancouver BİNGÜL M . Synthesis of Indole-3-Carboxyaldehyde Thiosemicarbazone Derivatives and Investigation of Antioxidant and Anticholinesterase Properties. Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi. 2019; 19(2): 327-317.