Polymer encapsulation of anticancer silver–N-heterocyclic carbene complexes

Mohamed, Heba A.; Khuphe, Mthulisi; Boardman, Saskia J.; Shepherd, Samantha L.; Phillips, Roger M.; Thornton, Paul D.; Willans, Charlotte E.

doi:10.1039/c8ra00450a

Cited by 6 publications

(3 citation statements)

References 20 publications

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“…Nanoparticles of metal complexes are rare likely because of the limited methods for their preparation. To date, anticancer silver‐N‐heterocyclic carbene complexes have been incorporated in amphiphilic block copolymers based on methoxy‐poly(ethylene glycol)‐ b ‐poly(phenylalanine), [ 86,87 ] and cisplatin has been loaded into polymeric micelles based on poly‐(ethylene glycol)‐poly(glutamic acid) block copolymers. [ 88,89 ] Moreover, the covalent conjugation of cisplatin to poly‐(ethylene glycol)‐ b ‐poly( l ‐lactide) (PEG‐PLA) copolymer through an acid‐responsive hydrazone bond has been reported [ 90 ] and also amphiphilic poly(citric acid)‐ b ‐poly(caprolactone)‐ b ‐poly(citric acid) (PCA‐PCL‐PCA) block copolymers were used for conjugating cisplatin.…”

Section: Resultsmentioning

confidence: 99%

Antimicrobial and antiprotozoal activities of silver coordination polymers derived from the asymmetric halogenated Schiff base ligands

Kordestani

Rudbari

Fateminia

et al. 2020

Applied Organom Chemis

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A series of polymeric silver(I) complexes with Schiff base ligands containing pyridine and 3,5‐halogen substituted phenol moieties were synthesized and characterized by spectroscopic methods and in the case of Ag6 also by X‐ray crystallography. All silver(I) complexes (Ag1–Ag8) were evaluated for their biological activity against a panel of pathogens including the protozoa Trypanosoma cruzi, T. brucei, T. rhodesiense and Leishmania infantum; the bacteria Staphylococcus aureus, Escherichia coli, Mycobacterium tuberculosis H37Ra and the yeast Candida albicans. Cytotoxicity evaluation was carried out on human lung fibroblasts (MRC‐5) and on primary peritoneal mouse macrophages. The most relevant result reveals antileishmanial activity potential with all complexes demonstrating higher potency than the reference drug miltefosine. Complexes with the best antiprotozoal profile (i.e., Ag2 and Ag7) were selected for incorporation into poly (lactic acid) nanoparticles (PLA NPs) with the aim to enhance selectivity. PLA/Ag2 NPs and PLA/Ag7 NPs exhibited adequate physicochemical properties, that is, average size of 263 ± 60 nm and 225 ± 6 nm, respectively, good entrapment efficiency (69% and 63%), loading content (6.2% and 5.7%) and stability. The cytotoxicity of PLA/Ag2 NPs and PLA/Ag7 NPs on MRC‐5 cells was reduced with respect to the “free” metal complexes by ~2‐fold and ~6‐fold, respectively.

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Section: Resultsmentioning

confidence: 99%

Antimicrobial and antiprotozoal activities of silver coordination polymers derived from the asymmetric halogenated Schiff base ligands

Kordestani

Rudbari

Fateminia

et al. 2020

Applied Organom Chemis

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“…In addition to the well-established use of NHCs in transition metal catalysis, the enhanced application of NHC compounds in the development of new drugs to combat drugresistant ailments has also attracted the attention of researchers [9,10]. To this effect, there are several reports on the use of Ag, Au, Pt, and other metal NHC complexes in the development of biologically active drugs [11].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization and Antimicrobial Activities of Co (III) and Fe (III) Complexes of Imino-N-heterocyclic Carbenes Ligands

Abubakar

Muktari

Atiko

2021

CSIJ

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The synthesis and antimicrobial application of Co (III) and Fe (III) complexes of imine functionalized N-heterocyclic carbene (Imino-NHC) ligands is reported. The ligand precursors 1-(2-[(hydroxyl-benzylidene)-amino]-ethyl)-3-R-3H-imidazol-1-ium bromide where R = pyridyl (1a) and benzyl (1b) have been reported in our previous work. The in-situ generated ligands of 1a and 1b have been successfully coordinated to CoBr2 and [FeI(Cp)(CO)2] leading to the isolation of air-stable N^C^N^O four coordinate Co(III) complex 2 and a six-coordinate Fe(III) complex 3. The synthesised complexes were both found to be NMR inactive hence were characterize using FTIR and LRMS. The complexes were screened for antimicrobial activities against four gram-negative bacteria Escherichia Coli (E-coli), Shigella, Klebsiella pneumoniae (K. Pneumoniae) and Salmonella typhi (S. typhi) and a gram positive bacteria Staphylocossus aureus (S. aureus). The antimicrobial test was conducted using disc diffusion methods and based on the concentrations of 100, 200, 300, 400 and 500 µg/ mL, significant activities were recorded for both cobalt and the iron complexes.

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“…Although several nanocarriers have been developed for the delivery of anti‐cancer therapeutics, there remains a need to devise further effective delivery systems that are fully biodegradable, and so can undergo clearance from the body post‐deployment and possess functionality for potential further polymer (bio)modification. Poly(hydroxy acids) (PHAs) are a class of polyester that are particularly well suited for use as drug‐delivery vehicles; amphiphilic block copolymers that may contain a range of functionalities can be produced by controlled ring‐opening polymerization (ROP) of α‐amino acid O‐carboxyanhydrides (OCAs).…”

Section: Introductionmentioning

confidence: 99%

Poly(hydroxy acid) Nanoparticles for the Encapsulation and Controlled Release of Doxorubicin

Khuphe

Thornton

2018

Macro Chemistry & Physics

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Diblock poly(hydroxy acid) copolymers are created by the sequential ring‐opening polymerization of l‐phenylalanine O‐carboxyanhydride and l‐lysine(carboxybenzyl) O‐carboxyanhydride, and l‐phenylalanine O‐carboxyanhydride and γ ‐benzyl l‐glutamic acid O‐carboxyanhydride. Upon protecting group removal, two amphiphilic block copolymers are formed that can self‐organize in aqueous solution to form spherical nanoparticles. Such nanoparticles are capable of encapsulating doxorubicin before allowing its programmed payload release upon incubation within acidic solution. Consequently, the reported biodegradable materials are highly promising candidates for deployment for the transport and programmed release of chemotherapeutics to acidic environments, such as cancerous tissue.

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Polymer encapsulation of anticancer silver–N-heterocyclic carbene complexes

Abstract: Amphiphilic block copolymers have been developed for the encapsulation of silver anticancer drugs.

Cited by 6 publications

References 20 publications

Antimicrobial and antiprotozoal activities of silver coordination polymers derived from the asymmetric halogenated Schiff base ligands

Antimicrobial and antiprotozoal activities of silver coordination polymers derived from the asymmetric halogenated Schiff base ligands

Synthesis, Characterization and Antimicrobial Activities of Co (III) and Fe (III) Complexes of Imino-N-heterocyclic Carbenes Ligands

Poly(hydroxy acid) Nanoparticles for the Encapsulation and Controlled Release of Doxorubicin

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