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

Sajidah Parveen, Habib Ur Rehman Shah, Muhammad Ashfaq, Hafiza Ammara Naseem, Khalil Ahmad, Tariq Aziz, Abdur Rauf

2021Current Bioactive Compounds25 citationsDOI

Abstract

Background: A new series of malonic acid-based hydrazide derivatives (BPMPDH, 2HPMPDH, 3HPMPDH, 4HPMPDH, DMPDH) are successfully synthesized by the reaction of malonic ester hydrazide with various substituted aldehydes like salicylaldehyde, benzaldehyde, 4-hydroxy benzaldehyde, 3-hydroxy benzaldehyde and formaldehyde) Methods: metal complexes of prepared hydrazide derivatives were prepared using metals like Cu+2, Zn+2 and Ni+2 via a mild, efficient and convenient method. Newly synthesized compounds were characterized 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. In 1HNMR peak at, 11.00-13.00 ppm for –OH protons and 7.00-9.50 ppm for –NH verified the synthesis of new hydrazide 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 confirmed synthesis. In mass spectra, the molecular ion peaks at 308 m/z, 340 m/z and 156 m/z confirmed synthesis. Synthesized compounds have also been analyzed for their antioxidant, antibacterial, antifungal, chymotrypsin and tyrosinase inhibition activities Result and Conclusion: The results revealed that the 2HPMPDH, 3HPMPDH, 4HPMPDH and their Cu+2 and Zn+2 metal complexes showed more successful inhibition against standard drugs, based on structure activity relationship.

Topics & Concepts

BenzaldehydeHydrazideMalonic acidChemistrySalicylaldehydeNuclear chemistryProton NMRMedicinal chemistryMetalMass spectrumFourier transform infrared spectroscopyCarbon-13 NMRMass spectrometryMetal ions in aqueous solutionOrganic chemistrySchiff baseCatalysisPolymer chemistryIonChromatographyQuantum mechanicsPhysicsSynthesis and biological activityChemical Synthesis and ReactionsInorganic and Organometallic Chemistry
Design, Synthesis and Spectroscopic Characterizations of Medicinal HydrazideDerivatives and Metal Complexes of Malonic Ester | Litcius