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Current Bioactive Compounds

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ISSN (Print): 1573-4072
ISSN (Online): 1875-6646

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Research Article

Design, Synthesis and Spectroscopic Characterizations of Medicinal Hydrazide Derivatives and Metal Complexes of Malonic Ester

Author(s): Sajidah Parveen*, Hafiza Ammara Naseem, Khalil Ahmad, Habib-Ur-Rehman Shah*, Tariq Aziz, Muhammad Ashfaq* and Abdul Rauf

Volume 19, Issue 4, 2023

Published on: 27 July, 2022

Article ID: e221221199270 Pages: 16

DOI: 10.2174/1573407218666211222124947

Price: $65

Abstract

Background: A new series of malonic acid-based hydrazide derivatives (BPMPDH, 2HPMPDH, 3HPMPDH, 4HPMPDH, DMPDH) were successfully synthesized by the reaction of malonic ester hydrazide with various aldehydes like salicylaldehyde, benzaldehyde, 4-hydroxy benzaldehyde, 3-hydroxy benzaldehyde and formaldehyde.

Objectives: Furthermore, metal complexes of prepared hydrazide derivatives were prepared using metals like Cu+2, Zn+2 and Ni+2 in a mild efficient and convenient method.

Methods: Newly synthesized compounds have been described by IR, NMR (1H & 13C), UV/VIS and mass spectrometry. The presence of –C=N- peak at 1600-1700 cm-1 with the absence of NH2 peak at 3500 cm-1 in FTIR spectra and chemical change at 11.00-13.00 ppm for –OH protons, even chemical changes varying from 7.00-9.50 ppm for –NH verified synthesis of modern Dihydrazide derivatives. The presence of a C-OH sharp peak at 180-190 ppm, a C=O peak at 160-170 ppm and a C=N peak at 140-150 ppm have shown the development of compounds. The presence of molecular ion peaks at 308 m/z, 340 m/z and 156 m/z, respectively, provides a good indication of the synthesis of the possible Dihydrazide derivatives.

Results: Synthesized compounds have also been analyzed for their antioxidant, antibacterial, antifungal, chymotrypsin and tyrosinase inhibition activities. The findings of activities revealed that the 2HPMPDH, 3HPMPDH, 4HPMPDH and their Cu+2 and Zn+2 metal complexes showed more successful inhibitions against standard drugs.

Conclusion: In addition, structural behavior and metal complexes vs. ligand activity interaction were also discussed in this research, which indicated that the existence of electron-donating groups and transition metals improved the biological activities of the studied compounds.

Keywords: Malonic ester, hydrazide, dihydrazide compounds, dihydrazide derivative complexes, biological activities, metal complexes.

Graphical Abstract

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