Design of Organoiron Dendrimers Containing Paracetamol for Enhanced Antibacterial Efficacy

• Published in: Molecules (Basel, Switzerland) Vol. 25; no. 19; p. 4514
• Main Authors: Abd-El-Aziz, Alaa S, El-Ghezlani, Ebtehal G, Abdelghani, Amani A
• Format: Journal Article
• Language: English
• Published: Switzerland MDPI AG 02-10-2020; MDPI
• Subjects: Acetaminophen; Acetaminophen - pharmacology; Analgesics; Anti-Bacterial Agents - pharmacology; Antibiotic resistance; Antiinfectives and antibacterials; Antimicrobial activity; Antimicrobial agents; Bacteria - drug effects; dendrimer; Dendrimers; Dendrimers - chemical synthesis; Dendrimers - chemistry; Drug resistance; Electrochemistry; Fourier analysis; Fourier transforms; Infrared analysis; Inhibitory Concentration 50; Methicillin; Microbial Sensitivity Tests; Minimum inhibitory concentration; Morphine; MRSA; NMR; Nuclear magnetic resonance; organoiron; Oxidation-Reduction; Paracetamol; redox-active; Staphylococcus; Staphylococcus infections; Thermal stability; Thermogravimetry; Vancomycin; VRE; MRSA; dendrimer; VRE; staphylococcus warneri; SEM; paracetamol; redox-active; organoiron
• ISSN: 1420-3049; 1420-3049
• DOI: 10.3390/molecules25194514

Paracetamol (acetaminophen) is a common painkiller and antipyretic drug used globally. Attachment of paracetamol to a series of organoiron dendrimers was successfully synthesized. The aim of this study is to combine the benefits of the presence of these redox-active organoiron dendrimers, their antimicrobial activities against some human pathogenic Gram-positive, and the therapeutic characteristics of paracetamol. The antimicrobial activity of these dendrimers was investigated and tested with a minimum inhibitory concentration and this has been reported. Some of these newly synthesized dendrimers exhibited the highest inhibitory activity against methicillin-resistant
(MRSA), vancomycin-resistant
(VRE), and
compared to reference drugs. The results of this study indicate that the antimicrobial efficacy of the dendrimers is dependent on the size of the redox-active organoiron dendrimer and its terminal functionalities. The best result has been recorded for the fourth-generation dendrimer
, which attached to 48 paracetamol end groups and has 90 units composed of the η
-aryl-η
-cyclopentadienyliron (II) complex. This dendrimer presented inhibition of 50% of the growth (IC
) of 0.52 μM for MRSA, 1.02 μM for VRE, and 0.73 μM for
The structures of the dendrimers were characterized by elemental analysis, Fourier transform infrared (FT-IR), nuclear magnetic resonance (
H-NMR), and
C-NMR spectroscopic techniques. In addition, all synthesized dendrimers displayed good thermal stability in the range of 300-350 °C following the degradation of the cationic iron moieties which occurred around 200 °C.