Synthesis, Characterization and Antimicrobial Activities of Hydrazone Ligands Derived from 2-(phenylamino)acetohydrazide and Their Metal Complexes 


Vol. 55,  No. 3, pp. 444-453, Jun.  2011
10.5012/jkcs.2011.55.3.444


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  Abstract

N'-(2-hydroxybenzyl)-2-(phenylamino)acetohydrazide (H2L1, 1) 및 N'-((3-hydroxy-naphthalen-2-yl)methylene)-2-(phenylamino) acetohydrazide (H2L2, 13)에 대한 VO(II), ZrO(II), Hf(IV), UO2(II), Sn(II), V(V)O3, Ru(III), Cd(II), Ho(III) 및 Yb(III) 착물을 합성하여 원소분석, 1H NMR, IR, UV?Vis, 전기전도도 및 열분석 (DTA 및 TG)을 통해 특성을 조사하였다. 이들 리간드는 분광학적 결과에 의하면 중성 이배위, 일염기성 이배위, 일열기성 삼배위 또는 이염기성 삼배위 리간드로 행동한다. 그 결과 azomethine 질소원자, 양성자화 되어있거나 또는 탈양성자화 된 형태의 페놀 하이드록시 그룹 그리고 에놀 또는 케톤형 카드보닐 그룹을 통해 금속이온에 결합한다. 이들 리간드와 그 금속 착물들은 모체 리간드 및 금속이 온 용액에 비해 높은 항균 및 항박테리아 저해효과를 보인다. 대부분의 금속 착물은 표준 항균성 시약 (amphotricene B) 보다 더 높은 항균 활동성을 보인다. 또한 이들 리간드와 착물은 항박테리아 활성도보다는 항균활성도에서 더 높은 수치 를 보인다. VO(II), ZrO(II), Hf(IV), UO2(II), Sn(II), V(V)O3, Ru(III), Cd(II), Ho(III) and Yb(III) complexes of N'-(2- hydroxybenzyl)-2-(phenylamino)acetohydrazide (H2L1, 1) and N'-((3-hydroxy-naphthalen-2-yl)methylene)-2-(phenylamino)- acetohydrazide (H2L2, 13) have been synthesized and characterized by elemental analyses, 1H NMR, IR, UV-Vis, conductance, thermal analyses (DTA and TG). The spectral data showed that the ligands behave as neutral bidentate, monobasic bidentate, monobasic tridentate or bibasic tridentate ligand bonded to the metal ions through the azomethine nitrogen atoms, phenolic hydroxyl group in protonated or deprotonated form and enolic or ketonic carbonyl group. The ligands and their metal complexes exhibit higher antifungal and antibacterial inhibitory effects than parent ligands and the solution of metal ions. Most of metal complexes exhibit higher antifungal activity than standard antifungal drug (amphotricene B). It is also clear that the ligands and their metal complexes have higher antifungal activity than antibacterial activity.

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  Cite this article

[IEEE Style]

F. A. E. Saied, M. M. E. Shakdofa, A. N. A. Hakimi, "Synthesis, Characterization and Antimicrobial Activities of Hydrazone Ligands Derived from 2-(phenylamino)acetohydrazide and Their Metal Complexes," Journal of the Korean Chemical Society, vol. 55, no. 3, pp. 444-453, 2011. DOI: 10.5012/jkcs.2011.55.3.444.

[ACM Style]

F A EL Saied, M M E Shakdofa, and A N Al Hakimi. 2011. Synthesis, Characterization and Antimicrobial Activities of Hydrazone Ligands Derived from 2-(phenylamino)acetohydrazide and Their Metal Complexes. Journal of the Korean Chemical Society, 55, 3, (2011), 444-453. DOI: 10.5012/jkcs.2011.55.3.444.