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Preparation, Characterization and Antimicrobial Activities of N'-((3-(hydroxyimino) butan-2-ylidene)-2 (phenylamino) acetohydrazide and Its Metal Complexes

Article

Last updated: 01 Jan 2025

Subjects

-

Tags

Inorganic chemistry

Abstract

A series of fourteen metal complexes synthesized by reaction a new acetohydrazide oxime ligand with metal ions (CuII, NiII, CoII, MnII, FeIII, ZnII, RuIII, UO2VI and VO2VI). The Ligand, N''-((3-(hydroxyimino)butan-2-ylidene)-2-(phenylamino)acetohydrazide was prepared by refluxing equimolar amount of phenyl amino acetohydrazide with 2,3-butanedione monoxime. The synthesized compounds were characterized using elemental and thermal analyses, NMR, IR, U.V spectroscopy, magnetic and conductance measurements. The results demonstrated that complexes (2), (3), (5-7) and (10-12) were formed in 1L:1M molar ratio, while complexes (4), (8), (9), (13) and (14) were found to afford M2L formulae. The ligand acted either as a neutral bidentate, neutral, monobasic or dibasic tridentate and dibasic tetradentate ligand chelated to the metal ions via nitrogen atoms of aceto-amino and azomethine groups, carbonyl oxygen atom in its enolic or ketonic form and/or protonated or deprotonated oximino nitrogen atom, adopting aoctahedral, tetrahedral or square planar geometry around metal ions. The antimicrobial activity of the ligand as well as the metal complexes was examined using Amphotericin B and Amoxicillin as drug-standards against Aspergillum niger (A.niger) and Escherichia coli (E. coli) respectively. The ligand demonstrates a high cytotoxicity against A. niger whereas it recorded a moderate activity against E. coli. It is interestingly found that zinc(II) complex (6), copper(II) complexes (8, 10) recorded higher activities than the Amphotericin B drug with 122%, 116% and 111.1% percentages respectively against A. niger zinc(II) complex (6) was also the most sensitive complex against E. coli with (94.1 %) comparable to Amoxicillin.

DOI

10.21608/ejchem.2017.620.1010

Keywords

acetohydrazide, Oxime, Metal complexes, 2, 3-Butanedione monoxime, Antimicrobial

Authors

First Name

Mohammed

Last Name

Wahba

MiddleName

Ahmed

Affiliation

Department of Inorganic Chemistry, National Research Centre, El-Bohouth St., Dokki, Cairo, Egypt.

Email

mohamedwahba12@gmail.com

City

-

Orcid

-

First Name

Fathy

Last Name

El-Saied

MiddleName

A

Affiliation

Department of Chemistry, Faculty of Science, Menoufia University, Shebin El-Kom, Egypt

Email

qawarera@outlook.com

City

-

Orcid

-

First Name

Ahmed

Last Name

Al-Hakimi

MiddleName

N

Affiliation

Faculty of Science, Chemistry Department, Qassim University, Qassim, (KSA)

Email

sohylw@gmail.com

City

-

Orcid

-

First Name

Mohammed

Last Name

Shakdofa

MiddleName

M

Affiliation

Department of Inorganic Chemistry, National Research Centre, El-Bohouth St., Dokki, Cairo, Egypt

Email

mshakdofa@gmail.com

City

-

Orcid

0000-0003-0399-1658

Volume

60

Article Issue

1

Related Issue

462

Issue Date

2017-02-01

Receive Date

2017-01-30

Publish Date

2017-02-01

Page Start

1

Page End

24

Print ISSN

0449-2285

Online ISSN

2357-0245

Link

https://ejchem.journals.ekb.eg/article_1527.html

Detail API

https://ejchem.journals.ekb.eg/service?article_code=1527

Order

1

Publication Type

Journal

Publication Title

Egyptian Journal of Chemistry

Publication Link

https://ejchem.journals.ekb.eg/

MainTitle

Preparation, Characterization and Antimicrobial Activities of N'-((3-(hydroxyimino) butan-2-ylidene)-2 (phenylamino) acetohydrazide and Its Metal Complexes

Details

Type

Article

Created At

22 Jan 2023