EFFICIENT AND SELECTIVE ANTITUMOR AGENTS BASED ON CATIONIC CALIXARENES: SYNTHESIS, CHARACTERIZATION, AND ANTIPROLIFERATIVE PROPERTIES

Year 2022, Volume: 10 Issue: 1, 189 - 199, 01.03.2022

Mehmet Oğuz

https://doi.org/10.36306/konjes.1039091

Cited By: 1

Abstract

Research work on the preparation of anti-tumor agents with active properties is still a major field for the pharmaceutical industry to promote more potent anticancer drugs to the market. However, one of the main disadvantages of current and future anticancer drugs is selectivity. Therefore, in recent decades, a new perspective has to be developed for chemotherapy, such as "targeted" drugs and minimal side effects. Calixarenes, composed of phenolic units linked by methylene bridges are versatile kinds of macrocyclic compounds in supramolecular chemistry that can be modified to hydrophilic and hydrophobic cavities. The biocompatibility of calixarene derivatives allows them to be used in the development of in vivo and in vitro applications. For this reason, the calixarenes with different active groups, have been synthesized by many researchers as a target structure, and their biological activities and in particular their anti-cancer properties, have been studied. The purpose of the current study is to synthesize calix[4]arene derivatives bearing the cationic group at the lower rim and investigation their cytotoxic effect for several cancerous cells. Results demonstrated that calix[4]arene derivative having 5-bromopenty trimethylammonium bromide moieties (CN) and calix[4]arene derivative having 3-bromopropyl-triphenylphosphonium bromide moieties (CP) compounds selectively inhibits proliferation of A549 (13.42 µM) and HeLa (17.05 µM) and Hep-2 cells (>200 µM and 162.71 µM), respectively.

Keywords

Supramolecule, Calixarene, Cytotoxicity, Cationic, Anticancer Agent

Supporting Institution

Selçuk Üniversitesi BAP

Project Number

21401034

Thanks

We thank the Selcuk University, Konya (SUBAP-Grant Number: 21401034) for the financial support of this work.

Katyonik Kaliksarenlere Dayalı Etkili ve Seçici Antitümör Ajanlar: Sentez, Karakterizasyon ve Antiproliferatif Özellikler

Abstract

Aktif özelliklere sahip anti-tümör ajanların hazırlanmasına yönelik araştırma çalışmaları, farmasötik endüstrisinin piyasaya daha güçlü antikanser ilaçları tanıtması için hala önemli bir alandır. Bununla birlikte, mevcut ve gelecekteki antikanser ilaçlarının ana dezavantajlarından biri seçiciliktir. Bu nedenle, son yıllarda kemoterapi için "hedeflenen" ilaçlar ve minimal yan etkiler gibi yeni bir bakış açısı geliştirilmelidir. Metilen köprüleriyle bağlı fenolik birimlerden oluşan kaliksarenler, supramoleküler kimyada hidrofilik ve hidrofobik boşluklara dönüştürülebilen çok yönlü makrosiklik bileşiklerdir. Kaliksaren türevlerinin biyouyumluluğu, in vivo ve in vitro uygulamaların geliştirilmesinde kullanılmalarına izin verir. Bu nedenle farklı aktif gruplara sahip kaliksarenler birçok araştırmacı tarafından hedef yapı olarak sentezlenmiş ve biyolojik aktiviteleri ve özellikle kanser önleyici özellikleri incelenmiştir. Bu çalışmanın amacı, alt kenarda katyonik grubu taşıyan kaliks[4]aren türevlerini sentezlemek ve çeşitli kanserli hücreler için sitotoksik etkilerini araştırmaktır. Sonuçlar, CN ve CP bileşiklerinin sırasıyla A549 (13.42 uM) ve HeLa (17.05 uM) ve Hep-2 hücrelerinin (>200 uM ve 162.71 uM) proliferasyonunu seçici olarak engellediğini gösterdi.

Keywords

Supramolekül, Kaliksaren, Sitotoksisite, Katyonik, Antikanser Ajan

Project Number

21401034

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