Abstract

Recently, the design of new biological metal-ligand complexes has gained a special interest all over the world. In this research, new series of mixed ligand complexes from meloxicam (H2mel) and glycine (Gly) were synthesized. Structures of the compounds were investigated employing elemental analyses, infrared, electronic absorption, 1H NMR, thermal analyses, effective magnetic moment and conductivity. The estimated molar conductivity of the compounds in 1 × 10−3 M DMF solution indicates the non-electrolyte existence of the examined complexes. Additionally, the effective magnetic moment values refer to the complexes found as octahedral molecular geometry. The data of the infrared spectra showed the chelation of H2mel and Gly with metal ions from amide oxygen and nitrogen of the thyizol groups of H2mel and through nitrogen of the amide group and oxygen of the carboxylic group for Gly. Thermal analyses indicated that the new complexes have good thermal stability and initially lose hydration water molecules followed by coordinated water molecules, Gly and H2mel. The kinetic parameters were calculated graphically using Coats–Redfern and Horowitz–Metzeger methods at n = 1 and n ≠ 1. The density functional theory (DFT) calculations were performed at B3LYP levels. The optimized geometry of the ligand and its complexes were obtained based on the optimized structures. The data indicated that the complexes are soft with η value in the range 0.114 to 0.086, while η = 0.140 for free H2mel. The new prepared complexes were investigated as antibacterial and antifungal agents against some phyto- and human pathogens and the minimum inhibitory concentration (MIC) data showed that complex (A) has the lowest MIC for Listeria and E. coli (10.8 µg/mL).

Highlights

  • Non-steroidal anti-inflammatory drugs (NSAIDs) are utilized to treat irritation, torment, fever and different sorts of cancers such as [1,2]

  • NSAIDs reacted with severalmetal ions through amide oxygen and nitrogen of the thyizol groups forming complexes, and the literature data revealed that the biological properties of the complexes are more effective than the starting ligands [4,5,6]

  • The compounds characterized through elemental analysis, IR, UV-Vis, 1 H NMR, Metal ions react with the bidentate H2mel in presence of Gly forming monomeric mass spectroscopy as well as thermal analysis

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Summary

Introduction

Non-steroidal anti-inflammatory drugs (NSAIDs) are utilized to treat irritation, torment, fever and different sorts of cancers such as (colon, stomach, the esophagus, lung, prostate, ovarian and breast cancers) [1,2]. NSAIDs reacted with severalmetal ions through amide oxygen and nitrogen of the thyizol groups forming complexes, and the literature data revealed that the biological properties of the complexes are more effective than the starting ligands [4,5,6]. The inflammation impact of NSAIDs result from their interaction with the chemical cyclooxygenase (COX), whereas their other natural impacts are COX-independent, counting their impact on tight intersections [1,3]. Meloxicam (H2 mel) is one of NSAIDs, with the systematic name 4-hydroxy-2-methyl-N-(5-methyl-2thiazolyl)-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxide (Scheme 1a).

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