Scopus
YÖKSİS Eşleşti
Synthesis of water soluble symmetric and asymmetric pillar[5]arene derivatives: Cytotoxicity, apoptosis and molecular docking studies
Journal of Molecular Structure · Ekim 2022
YÖKSİS Kayıtları
Synthesis of water soluble symmetric and asymmetric pillar[5]arene derivatives: Cytotoxicity, apoptosis and molecular docking studies
Journal of Molecular Structure · 2022 SCI-Expanded
PROFESÖR MUSTAFA ÖZMEN →
Synthesis of water soluble symmetric and asymmetric pillar[5]arene derivatives: Cytotoxicity, apoptosis and molecular docking studies
Journal of Molecular Structure · 2022 SCI-Expanded
PROFESÖR AHMED NURİ KURŞUNLU →
Makale Bilgileri
DergiJournal of Molecular Structure
Yayın TarihiEkim 2022
Cilt / Sayfa1265
Scopus ID2-s2.0-85132735008
Özet
In this study, two water-soluble pillar[5]arenes, [1-(3-(trimethyl-azane)propoxy)-4-methoxyhydro-chloridepillar[5]arene (asym-P5) and 1,4-bis(2-(trimethyl-azane)ethoxy)hydrobromidepillar[5]arene (sym-P5), were synthesized and characterized using fourier transform infrared spectroscopy (FTIR), 1H and 13C nuclear magnetic resonance (1H-NMR and 13C-NMR). Cytotoxic and apoptotic effects of asym-P5 and sym-P5 on human hepatocellular carcinoma (HepG2), human breast adenocarcinoma (MDA-MB-231), human colon carcinoma (Caco-2), human prostate cancer (LnCap) and human embryonic kidney (HEK293) cell lines were determined by MTT, Annexin V-FITC apoptosis assays and quantitative analysis of mRNA levels of apoptosis related genes (Bax, Bcl-2, caspase 3, 8, and 9), respectively. asym-P5 not only reduced cell viability in all cell lines in a dose-dependent manner but also increased the apoptotic cell percentage significantly. sym-P5 was less effective than asym-P5 in inducing these effects in cancer cell lines. In RT-qPCR studies, it was observed that after asym-P5 treatment, Bax and caspase-3 mRNA levels increased, however, Bcl-2 levels decreased compared to the control group. As a result of the molecular docking, asym-P5 exhibited an energetically more favorable DNA binding affinity (-5.4 kcal/mol) than sym-P5 (-4.5 kcal/mol), where both ligands conformationally snug-fit into the major groove of DNA. These results demonstrated that asym-P5 had cytotoxic and apoptotic effects in cell lines.
Yazarlar (7)
1
Recep Liman
2
Ahmed Nuri Kursunlu
3
Mustafa Ozmen
ORCID: 0000-0001-5117-9168
4
Sevki Arslan
5
Dogukan Mutlu
ORCID: 0000-0003-3259-5822
6
Erman Salih Istifli
7
Yaser Acikbas
ORCID: 0000-0003-3416-1083
Anahtar Kelimeler
Apoptosis
Molecular docking
mRNA
Pillar[5]arene
RT-PCR
Toxicity
Kurumlar
Çukurova Üniversitesi
Adana Turkey
Pamukkale Üniversitesi
Denizli Turkey
Selçuk Üniversitesi
Selçuklu Turkey
Usak University
Usak Turkey
Metrikler
7
Atıf
7
Yazar
6
Anahtar Kelime