Meloxicam and Study of Their Antimicrobial Effects against Phyto- and Human Pathogens

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 (H<sub>2</sub>mel) and glycine (Gly) were synthesized. Structures of the compounds were investigated emplo...

Full description

Bibliographic Details
Main Authors: Hazem S. Elshafie, Sadeek A. Sadeek, Wael A. Zordok, Amira A. Mohamed
Format: Article
Language:English
Published: MDPI AG 2021-03-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/26/5/1480
_version_ 1797542129142071296
author Hazem S. Elshafie
Sadeek A. Sadeek
Wael A. Zordok
Amira A. Mohamed
author_facet Hazem S. Elshafie
Sadeek A. Sadeek
Wael A. Zordok
Amira A. Mohamed
author_sort Hazem S. Elshafie
collection DOAJ
description 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 (H<sub>2</sub>mel) and glycine (Gly) were synthesized. Structures of the compounds were investigated employing elemental analyses, infrared, electronic absorption, <sup>1</sup>H NMR, thermal analyses, effective magnetic moment and conductivity. The estimated molar conductivity of the compounds in 1 × 10<sup>−3</sup> 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 H<sub>2</sub>mel and Gly with metal ions from amide oxygen and nitrogen of the thyizol groups of H<sub>2</sub>mel 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 H<sub>2</sub>mel. The kinetic parameters were calculated graphically using Coats–Redfern and Horowitz–Metzeger methods at <i>n</i> = 1 and <i>n</i> ≠ 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 H<sub>2</sub>mel. 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 (<b>A</b>) has the lowest MIC for <i>Listeria</i> and <i>E. coli</i> (10.8 µg/mL).
first_indexed 2024-03-10T13:25:20Z
format Article
id doaj.art-990e88fb1de049de86ebe2f4e6f9c3f2
institution Directory Open Access Journal
issn 1420-3049
language English
last_indexed 2024-03-10T13:25:20Z
publishDate 2021-03-01
publisher MDPI AG
record_format Article
series Molecules
spelling doaj.art-990e88fb1de049de86ebe2f4e6f9c3f22023-11-21T09:42:43ZengMDPI AGMolecules1420-30492021-03-01265148010.3390/molecules26051480Meloxicam and Study of Their Antimicrobial Effects against Phyto- and Human PathogensHazem S. Elshafie0Sadeek A. Sadeek1Wael A. Zordok2Amira A. Mohamed3School of Agricultural, Forestry, Food and Environmental Sciences, University of Basilicata, Viale dell’Ateneo Lucano 10, 85100 Potenza, ItalyDepartment of Chemistry, Faculty of Science, Zagazig University, 44519 Zagazig, EgyptDepartment of Chemistry, Faculty of Science, Zagazig University, 44519 Zagazig, EgyptDepartment of Basic Science, Zagazig Higher Institute of Engineering and Technology, 445519 Zagazig, EgyptRecently, 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 (H<sub>2</sub>mel) and glycine (Gly) were synthesized. Structures of the compounds were investigated employing elemental analyses, infrared, electronic absorption, <sup>1</sup>H NMR, thermal analyses, effective magnetic moment and conductivity. The estimated molar conductivity of the compounds in 1 × 10<sup>−3</sup> 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 H<sub>2</sub>mel and Gly with metal ions from amide oxygen and nitrogen of the thyizol groups of H<sub>2</sub>mel 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 H<sub>2</sub>mel. The kinetic parameters were calculated graphically using Coats–Redfern and Horowitz–Metzeger methods at <i>n</i> = 1 and <i>n</i> ≠ 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 H<sub>2</sub>mel. 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 (<b>A</b>) has the lowest MIC for <i>Listeria</i> and <i>E. coli</i> (10.8 µg/mL).https://www.mdpi.com/1420-3049/26/5/1480chelation theorytransition metalsthermal analysisantimicrobial activity
spellingShingle Hazem S. Elshafie
Sadeek A. Sadeek
Wael A. Zordok
Amira A. Mohamed
Meloxicam and Study of Their Antimicrobial Effects against Phyto- and Human Pathogens
Molecules
chelation theory
transition metals
thermal analysis
antimicrobial activity
title Meloxicam and Study of Their Antimicrobial Effects against Phyto- and Human Pathogens
title_full Meloxicam and Study of Their Antimicrobial Effects against Phyto- and Human Pathogens
title_fullStr Meloxicam and Study of Their Antimicrobial Effects against Phyto- and Human Pathogens
title_full_unstemmed Meloxicam and Study of Their Antimicrobial Effects against Phyto- and Human Pathogens
title_short Meloxicam and Study of Their Antimicrobial Effects against Phyto- and Human Pathogens
title_sort meloxicam and study of their antimicrobial effects against phyto and human pathogens
topic chelation theory
transition metals
thermal analysis
antimicrobial activity
url https://www.mdpi.com/1420-3049/26/5/1480
work_keys_str_mv AT hazemselshafie meloxicamandstudyoftheirantimicrobialeffectsagainstphytoandhumanpathogens
AT sadeekasadeek meloxicamandstudyoftheirantimicrobialeffectsagainstphytoandhumanpathogens
AT waelazordok meloxicamandstudyoftheirantimicrobialeffectsagainstphytoandhumanpathogens
AT amiraamohamed meloxicamandstudyoftheirantimicrobialeffectsagainstphytoandhumanpathogens