Synthesis and Characterization of New Shiff Bases Containing N-Benzylethylenediamine Unit and Determination of Their Cytotoxic Effects on Human Colon Cancer Cells

Abstract

In this study, three new Schiff bases were synthesized as a result of the condensation reaction of N-benzyl ethylene diamine and 2-Hydroxy-5-methylbenzaldehyde, 2-Hydroxy-5-methylacetophenone, 2-Hydroxy-5-chloroacetophenone compounds (L1, L2 and L3). The structures of the newly synthesized compounds were characterized by 1H NMR, 13C NMR, FT-IR and elemental analysis methods. Next, the cytotoxic activities of the obtained compounds were investigated using human colon cancer cell lines (Caco-2, colon and HT-29 colon carcinoma cell lines). The results obtained were compared with the standard chemotherapy drug 5-Fluorouracil (5-FU). According to cytotoxicity results, L2 compound was found to have the highest anticancer activity in Caco-2 (column) and HT-29 (column) cell lines.

Keywords

• Schiff base
• N-benzylethylenediamine
• Anticancer activity

N-Benziletilendiamin Birimi İçeren Yeni Shiff Bazlarının Sentezi, Karakterizasyonu ve İnsan Kolon Kanseri Hücreleri Üzerine Sitotoksik Etkilerinin Belirlenmesi

Öz

Bu çalışmada N-benziletilendiamin ile 2-Hidroksi-5-metilbenzaldehit, 2-Hidroksi-5-metilasetofenon, 2-Hidroksi-5-kloroasetofenon bileşiklerinin kondenzasyon reaksiyonu sonucu üç yeni Schiff bazı sentezlendi (L1, L2 ve L3). Sentezlenen yeni bileşiklerin yapıları, 1H NMR, 13C NMR, FT-IR ve elemental analiz yöntemleri ile karakterize edildi. Daha sonra, elde edilen bileşiklerin sitotoksik aktiviteleri, insan kolon kanser hücre dizisi (Caco-2, kolon ve HT-29 kolon karsinoma hücre dizisi) kullanılarak araştırıldı. Elde edilen sonuçlar standart kemoterapi ilacı 5-Fluorourasil (5-FU) ile karşılaştırıldı. Sitotoksisite sonuçlarına göre L2 bileşiğinin Caco-2 (kolon) ve HT-29 (kolon) hücre hatlarında en yüksek antikanser aktiviteye sahip olduğu bulundu.

Anahtar Kelimeler

• Schiff bazı
• N-benziletilendiamin
• Antikanser aktivite

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