Synthesis, Characterization and Biological Study of a New Mannich Base, 2-<(4-fluorophenyl)(phenylamino)methyl> cyclopentanone (FPC) and its Transition Metal Complexes with Cu(II), Ni(II), Co(II), Fe(II) and Zn(II)

Liaqat, Muhammad; Mahmud, Tariq; Imran, Muhammad; Iqbal, Mazhar; Muddassar, Muhammad; Ahmad, Tauqeer; Mitu, Liviu

Muhammad Liaqat, Tariq Mahmud, Muhammad Imran, Mazhar Iqbal, Muhammad Muddassar, Tauqeer Ahmad, Liviu Mitu

Synthesis, Characterization and Biological Study of a New Mannich Base, 2-<(4-fluorophenyl)(phenylamino)methyl> cyclopentanone (FPC) and its Transition Metal Complexes with Cu(II), Ni(II), Co(II), Fe(II) and Zn(II)

Abstract:

One pot Mannich reaction involving three components (4-fluorobenzaldehyde, aniline, cyclopentanone) was performed using ethanol as a solvent. The resulting Mannich base (FPC) was isolated and further reacted with chloride salts of Cu(II), Ni(II), Co(II), Fe(II) and Zn(II) ions to afford respective metal complexes. The structure of synthesized ligand and transition metal complexes were elucidated on the basis of IR, 1H NMR, 13C NMR, mass spectroscopy and elemental analysis. The geometries of the resulting complexes were proposed on the basis of electronic spectroscopic data and magnetic moment. The anti-enzymatic activity of the ligand and its metal complexes were carried out against urease. FPC shows potent antiurease activity with IC50 value (0.83± 0.002 µM) which is greater than standard. The Cu-complex shows excellent inhibitory action with IC50 value (16.87± 0.03 µM) while other complexes i.e Co-complex (35.59± 0.04 µM) and Ni-complex (49.93± 0.01 µM) exhibit good to moderate IC50 values as compared with control thiourea (IC50 value, 21.25± 0.15 µM). Molecular docking studies were also done on the antiurease activities of FPC and its complexes.

Keywords:
Mannich base; metal complex; biological activities

Issue: 2017, Volume 68, Issue 11

Pages: 2560-2565

Publication date: 2017/12/15

https://doi.org/10.37358/RC.17.11.5928

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This article is published under the Creative Commons Attribution 4.0 International License

Citation Styles

Cite this article as:
LIAQAT, M., MAHMUD, T., IMRAN, M., IQBAL, M., MUDDASSAR, M., AHMAD, T., MITU, L., Synthesis, Characterization and Biological Study of a New Mannich Base, 2-<(4-fluorophenyl)(phenylamino)methyl> cyclopentanone (FPC) and its Transition Metal Complexes with Cu(II), Ni(II), Co(II), Fe(II) and Zn(II), Rev. Chim., 68(11), 2017, 2560-2565.

Vancouver
Liaqat M, Mahmud T, Imran M, Iqbal M, Muddassar M, Ahmad T, Mitu L. Synthesis, Characterization and Biological Study of a New Mannich Base, 2-<(4-fluorophenyl)(phenylamino)methyl> cyclopentanone (FPC) and its Transition Metal Complexes with Cu(II), Ni(II), Co(II), Fe(II) and Zn(II). Rev. Chim.[internet]. 2017 Nov;68(11):2560-2565. Available from: https://doi.org/10.37358/RC.17.11.5928

APA 6th edition
Liaqat, M., Mahmud, T., Imran, M., Iqbal, M., Muddassar, M., Ahmad, T. & Mitu, L. (2017). Synthesis, Characterization and Biological Study of a New Mannich Base, 2-<(4-fluorophenyl)(phenylamino)methyl> cyclopentanone (FPC) and its Transition Metal Complexes with Cu(II), Ni(II), Co(II), Fe(II) and Zn(II). Revista de Chimie, 68(11), 2560-2565. https://doi.org/10.37358/RC.17.11.5928

Harvard
Liaqat, M., Mahmud, T., Imran, M., Iqbal, M., Muddassar, M., Ahmad, T., Mitu, L. (2017). 'Synthesis, Characterization and Biological Study of a New Mannich Base, 2-<(4-fluorophenyl)(phenylamino)methyl> cyclopentanone (FPC) and its Transition Metal Complexes with Cu(II), Ni(II), Co(II), Fe(II) and Zn(II)', Revista de Chimie, 68(11), pp. 2560-2565. https://doi.org/10.37358/RC.17.11.5928

IEEE
M. Liaqat, T. Mahmud, M. Imran, M. Iqbal, M. Muddassar, T. Ahmad, L. Mitu, "Synthesis, Characterization and Biological Study of a New Mannich Base, 2-<(4-fluorophenyl)(phenylamino)methyl> cyclopentanone (FPC) and its Transition Metal Complexes with Cu(II), Ni(II), Co(II), Fe(II) and Zn(II)". Revista de Chimie, vol. 68, no. 11, pp. 2560-2565, 2017. [online]. https://doi.org/10.37358/RC.17.11.5928

Text
Muhammad Liaqat, Tariq Mahmud, Muhammad Imran, Mazhar Iqbal, Muhammad Muddassar, Tauqeer Ahmad, Liviu Mitu,
Synthesis, Characterization and Biological Study of a New Mannich Base, 2-<(4-fluorophenyl)(phenylamino)methyl> cyclopentanone (FPC) and its Transition Metal Complexes with Cu(II), Ni(II), Co(II), Fe(II) and Zn(II),
Revista de Chimie,
Volume 68, Issue 11,
2017,
Pages 2560-2565,
ISSN 2668-8212,
https://doi.org/10.37358/RC.17.11.5928.
(https://revistadechimie.ro/Articles.asp?ID=5928)
Keywords: Mannich base; metal complex; biological activities

RIS
TY - JOUR
T1 - Synthesis, Characterization and Biological Study of a New Mannich Base, 2-<(4-fluorophenyl)(phenylamino)methyl> cyclopentanone (FPC) and its Transition Metal Complexes with Cu(II), Ni(II), Co(II), Fe(II) and Zn(II)
A1 - Liaqat, Muhammad
A2 - Mahmud, Tariq
A3 - Imran, Muhammad
A4 - Iqbal, Mazhar
A5 - Muddassar, Muhammad
A6 - Ahmad, Tauqeer
A7 - Mitu, Liviu
JF - Revista de Chimie
JO - Rev. Chim.
PB - Revista de Chimie SRL
SN - 2668-8212
Y1 - 2017
VL - 68
IS - 11
SP - 2560
EP - 2565
UR - https://doi.org/10.37358/RC.17.11.5928
KW - Mannich base
KW - metal complex
KW - biological activities
ER -

BibTex
@article{RevCh2017P2560,
author = {Liaqat Muhammad and Mahmud Tariq and Imran Muhammad and Iqbal Mazhar and Muddassar Muhammad and Ahmad Tauqeer and Mitu Liviu},
title = {Synthesis, Characterization and Biological Study of a New Mannich Base, 2-<(4-fluorophenyl)(phenylamino)methyl> cyclopentanone (FPC) and its Transition Metal Complexes with Cu(II), Ni(II), Co(II), Fe(II) and Zn(II)},
journal = {Revista de Chimie},
volume = {68},
number = {11},
pages = {2560-2565},
year = {2017},
issn = {2668-8212},
doi = {https://doi.org/10.37358/RC.17.11.5928},
url = {https://revistadechimie.ro/Articles.asp?ID=5928}
}

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