Scopus
YÖKSİS Eşleşti
Synthesis of new calix[4]arene derivatives and evaluation of their cytotoxic activity
Medicinal Chemistry Research · Ocak 2022
YÖKSİS Kayıtları
Synthesis of new calix[4]arene derivatives and evaluation of their cytotoxic activity
Medicinal Chemistry Research · 2022 SCI-Expanded
DOÇENT MEHMET OĞUZ →
Synthesis of new calix[4]arene derivatives and evaluation of their cytotoxic activity
Med Chem Res · 2022 SCI
PROFESÖR SERDAR KARAKURT →
Synthesis of new calix[4]arene derivatives and evaluation of their cytotoxic activity
Medicinal Chemistry Research · 2022 SCI
PROFESÖR MUSTAFA YILMAZ →
Makale Bilgileri
DergiMedicinal Chemistry Research
Yayın TarihiOcak 2022
Cilt / Sayfa31 · 52-59
Scopus ID2-s2.0-85118199647
Özet
Since calixarenes are more easily synthesized and functionalized than other supramolecules, they are compounds of interest in organic chemistry. In this study, the dihydrazide (3a and 3b) and diamino propyl (6a and 6b) derivatives of p-tert-butylcalix[4]arene and calix[4]arene were synthesized. Then the L-proline methyl ester substituted chlorocyclopropenium was reacted with the calix[4]arene derivatives (3a, 3b, 6a, and 6b) at room temperature in CH2Cl2 to obtain calix[4]arene superbase derivatives (4a, 4b, 7a, and 7b) in 75%, 60%, 70%, and 55% yield, respectively. The synthesized compounds’ structure was elucidated using spectroscopic techniques (FTIR, 1H NMR, and 13C NMR). The cytotoxic properties of the calix[4]arene superbase derivatives were investigated against different human cancer cell, including A549, DLD-1, HEPG2, and PC-3 and human healthy epithelium cell line PNT1A. The cytotoxicity results showed that calix[4]arene superbase derivatives inhibited the proliferation of DLD-1, A549, HEPG2, and PC-3 cells in a dose-dependent manner. Compound 7a had the highest toxic effect on colorectal carcinoma (IC50: 4.7 µM), and the IC50 values were 18.5 µM and 74.4 µM against human prostate and lung cancer cells, respectively. Furthermore, compound 4b was found more effective on hepatocellular carcinoma cells (IC50: 210.2 µM). As a result, the synthesized calix[4]arene superbase derivatives can be developed to treat different human cancer cell. They can be considered as a preliminary result for molecular-level research. [Figure not available: see fulltext.]
Yazarlar (5)
1
Mehmet Oguz
2
Ayse Yildirim
3
Irem Mukaddes Durmus
4
Serdar Karakurt
5
Mustafa Yilmaz
Anahtar Kelimeler
Anticancer agent
Calix[4]arene
Cytotoxicity
Proline
Kurumlar
Selçuk Üniversitesi
Selçuklu Turkey
Metrikler
6
Atıf
5
Yazar
4
Anahtar Kelime