Synthesis and Characterization of Novel Calix[4]arene Schiff Base Derivatives and Cytotoxicity Effect Evaluation on Cancer Cell Lines

Cumhuriyet Science Journal

article

Ayşen IŞIK¹  Kezban UÇAR ÇİFÇݲ  Hayrani Eren BOSTANCI³  Yusuf TUTAR⁴  Ahmet KOÇAK¹  Mustafa YILMAZ¹ 

[1] SELÇUK ÜNİVERSİTESİ;Sağlık Bilimleri Üniversitesi;CUMHURİYET ÜNİVERSİTESİ;UNIVERSITY OF HEALTH SCIENCES, FACULTY OF PHARMACY

关键词: Calix[4]arene;    Anticancer activity;    Schiff Base;   

DOI  :  10.17776/csj.1173347

学科分类：工程和技术（综合）

来源: Cumhuriyet University

【 摘 要 】

In this study, four stages were used to create brand-new p-tert-butyl-calix [4] arene Schiff base derivatives. First, p-tert-butyl-phenol and formaldehyde are reacted to create p-tert-butyl-calix [4] arene (1). In the following step, methyl bromoacetate and p-ter-butyl-calix [4] arene (1) were combined with acetone and reflux to create the p-tert-butyl-calix [4] arene diester complex (2). The third step involves reacting the diester compound (2) and hydrazine hydrate to create the p-tert-butyl-calix [4] arene hydrazinamide molecule (3). In the final stage, calix [4] arene Schiff base derivatives (4a-d) were produced in good yields by combining compound (3), p-tert-butyl-calix [4] arene hydrazinamide, and various aldehyde derivatives with reflux in EtOH. Through the use of 1H-NMR, 13C-NMR, infrared spectroscopy, and elemental analysis, the structures of produced compounds were verified. Four distinct cancer lines are linked to the antitumor activity of synthetic chemicals. (HT-29, a human colon cancer cell line, PC-3, a human prostate cancer cell line, C6, a rat glioma cell line and MCF-7, a human breast cancer cell line). Weak antitumor activity was seen in synthetic substances. However, only compound 4b was found to have potential efficacy against C6 and HT-29. It is clear that compound 4b, which has a nitro substitute on the phenyl ring, draws attention due to its increased activity.

【 授权许可】

CC BY-NC-ND