Synthesis and Spectrophotometrical Investigation of vic-Dioxim Derivatives Bearing Hydrazone Group and Their Metal Complexes

Abstract

Bu çalışmada, hidrazon ve vic-dioksim grubu içeren; (1Z,2E)-N'-[(1Z)-(4-bromofenil)metilen]-2-(hidroksiimino)etanhidroksimhidrazid, L 1 H 2 , (1Z,2E)-N'-[(1Z)-(2-klorofenil)metilen]-2-(hidroksiimino) etanhidroksimhidrazid, L 2 H 2, (1Z,2E)-N'-[(1Z)-(3-klorofenil)metilen]-2-(hidroksiimino)etanhidroksimhidrazid, L 3 H 2 hidrazonoksim türevleri elde edilmiştir. Bu hidrazonoksim bileşikleri [(1Z,2E)-2-(hidroksiimino) etanhidroksimhidrazid]'in aldehit ve ketonlarla verdiği kondenzasyon reaksiyonu ile sentezlenmiştir. Elde edilen hidrazonoksim türevlerinin nikel(II), bakır(II), kobalt(II) kompleksleri izole edildikten sonra hem ligandların hem de komplekslerin yapıları elementel analiz, manyetik süsseptibilite, erime noktası, 1 H-NMR, 13 C-NMR, UV-Vis, FT-IR, TGA-DTG ile karakterize edildi.

In vitro cytotoxic and apoptotic effect of vic‐dioxime ligand and its metal complexes

“…Observation of the (O···H–O) in the IR spectrum and 1 H‐NMR spectra, at one frequency in each case, indicate that the Ni (II) complex is in the anti‐ form media. According to the above results, square‐planar geometry for the Ni (II) and Cu (II) complexes is proposed …”

“…Therefore, the compound (GH 2 ) was used as obtained without further purification. This vicdioxime ligand, LH 2 , containing the hydrazone group was obtained by the reaction of (1Z,2E)-2-(hydroxyimino) ethanehydroximohydrazide (GH 2 ) [32] and phenylglyoxal monohydrate in 1:1 molar ratio. Figure 1 shows the tautomeric forms of the ligand, LH 2 .…”

“…The starting material (1 Z ,2 E )‐2‐(hydroxyimino) ethanehydroximohydrazide (GH 2 ) was synthesized by reacting the (1 Z ,2 E )‐ N ‐hydroxy‐2‐(hydroxyimino) ethanimidoyl chloride and hydrazinium hydroxide. Because the precursor, GH 2 , was not stable at room temperature, it was used as obtained without further purification.…”

“…In general, the reaction of the LH 2 with metal salts was quick and high yielding, generating mononuclear complexes corresponding to the general formula ML 2 . Figure represents the proposed square‐planar structure for Ni (II) and Cu (II) complexes …”

“…Figure 2 represents the proposed square-planar structure for Ni (II) and Cu (II) complexes. [32] 2.3 | Cell culture and cytotoxicity assay Human colon cancer cells (Caco-2; ATCC HTB-37) and human peripheral lymphocytes were used in the cytotoxicity assay. Caco-2 cells were cultured in DMEM, supplemented with 20% FBS and penicillin-streptomycin under humidified atmosphere of 5% CO 2 at 37°C until confluent.…”