Synthesis, characterization and antimicrobial activity of water soluble dendritic macromolecules

Tülü, Metin; Agh-Atabay, Naz M.; Şenel, Mehmet; Dizman, Cemil; Parali, Tezcan; Dülger, Başaran

doi:10.1016/j.ejmech.2008.06.016

Cited by 48 publications

(27 citation statements)

References 25 publications

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“…Ortega et al (Ortega, 2008) reported that the amine and ammonium terminated cationic carbosilane dendrimers were more potent towards the gram positive bacteria than the gram negative bacteria. Amine-terminated dendrimers with poly(propyleneoxide) amine core and methylacrylate and ethylenediamine core were found to demonstrate antibacterial and antifungal activities comparatively higher or equipotent to the antibacterial and antifungal agents used conventionally (Tulu et al, 2009). The quaternary ammonium terminated poly(propyleneimine) (PPI) dendrimer were found to be antibacterial against gram negative and gram positive bacteria (Chen et al, 2000; Chen and Cooper, 2002).…”

Section: Introductionmentioning

confidence: 99%

Inhibition of bacterial growth and intramniotic infection in a guinea pig model of chorioamnionitis using PAMAM dendrimers

Wang

Navath

Menjoge

et al. 2010

International Journal of Pharmaceutics

135

100

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Dendrimers have emerged as topical microbicides to treat vaginal infections. This study explores the in-vitro, in-vivo antimicrobial activity of PAMAM dendrimers, and the associated mechanism. Interestingly, topical cervical application of 500 µg of generation-4 neutral dendrimer (G4-PAMAM-OH) showed potential to treat the Escherichia coli induced ascending uterine infection in guinea pig model of chorioamnionitis. Amniotic fluid collected from different gestational sacs of infected guinea pigs post treatment showed absence of E. coli growth in the cultures plated with it. The cytokine level [tumor necrosis factor (TNFα) and interleukin (IL-6 and IL-1β)] in placenta of the G4-PAMAM-OH treated animals were comparable to those in healthy animals while these were notably high in infected animals. Since, antibacterial activity of amine-terminated PAMAM dendrimers is known, the activity of hydroxyl and carboxylic acid terminated PAMAM dendrimers was compared with it. Though the G4-PAMAM-NH2 shows superior antibacterial activity, it was found to be cytotoxic to human cervical epithelial cell line above 10µg / mL, while the G4-PAMAM-OH was non cytotoxic upto 1mg / mL concentration. Cell integrity, outer (OM) and inner (IM) membrane permeabilization assays showed that G4-PAMAM-OH dendrimer efficiently changed the OM permeability, while G4-PAMAM-NH2 and G3.5-PAMAM-COOH damaged both OM and IM causing the bacterial lysis. The possible antibacterial mechanism are; G4-PAMAM-NH2 acts as polycation binding to the polyanionic lipopolysaccharide in E. coli, the G4-PAMAM-OH forms hydrogen bonds with the hydrophilic O-antigens in E. coli membrane and the G3.5-PAMAM-COOH acts as a polyanion, chelating the divalent ions in outer cell membrane of E. coli. This is the first study which shows that G4-PAMAM-OH dendrimer acts as an antibacterial agent.

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Section: Introductionmentioning

confidence: 99%

Inhibition of bacterial growth and intramniotic infection in a guinea pig model of chorioamnionitis using PAMAM dendrimers

Wang

Navath

Menjoge

et al. 2010

International Journal of Pharmaceutics

135

100

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“…Human clinical trials were conducted to determine the retention, duration of activity, safety and tolerability of SPL7013 gel applied intravaginally to young non-pregnant women [20]. Apart from SPL7013, the amine terminated PAMAM[21], carbosilane, poly(propyleneoxide) amine and ethylenediamine core dendrimers were found to exhibit antibacterial and antifungal activity[22-25]. Further, glycodendrimers have shown antimicrobial potential [26].…”

Section: Introductionmentioning

confidence: 99%

Transport and biodistribution of dendrimers across human fetal membranes: Implications for intravaginal administration of dendrimer-drug conjugates

et al. 2010

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Dendrimers are emerging as promising topical antimicrobial agents, and as targeted nanoscale drug delivery vehicles. Topical intravaginal antimicrobial agents are prescribed to treat the ascending genital infections in pregnant women. The fetal membranes separate the extra-amniotic space and fetus. The purpose of the study is to determine if the dendrimers can be selectively used for local intravaginal application to pregnant women without crossing the membranes into the fetus. In the present study, the transport and permeability of PAMAM (poly(amidoamine)) dendrimers, across human fetal membrane (using a side-by-side diffusion chamber), and its biodistribution (using immunofluorescence) are evaluated ex-vivo. Transport across human fetal membranes (from the maternal side) was evaluated using Fluorescein (FITC), an established transplacental marker (positive control, size~ 400 Da) and fluorophore-tagged G4-PAMAM dendrimers (~ 16 kDa). The fluorophore-tagged G4-PAMAM dendrimers were synthesized and characterized using 1H NMR, MALDI TOF-MS and HPLC analysis. Transfer was measured across the intact fetal membrane (chorioamnion), and the separated chorion and amnion layers. Over a five hour period, the dendrimer transport across all the three membranes was less than < 3 %, whereas the transport of FITC was relatively fast with as much as 49% transport across the amnion. The permeability of FITC (7.9 × 10-7 cm2/s) through the chorioamnion was 7-fold higher than that of the dendrimer (5.8 × 10-8 cm2/s). The biodistribution showed that the dendrimers were largely present in interstitial spaces in the decidual stromal cells and the chorionic trophoblast cells (in 2.5 to 4 h) and surprisingly, to a smaller extent internalized in nuclei of trophoblast cells and nuclei and cytoplasm of stromal cells. Passive diffusion and paracellular transport appear to be the major route for dendrimer transport. The overall findings further suggest that entry of drugs conjugated to dendrimers would be restricted across the human fetal membranes when administered topically by intravaginal route, suggesting new ways of selectively delivering therapeutics to the mother without affecting the fetus.

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“…As anticipated, f- MWCNTs are more effective than MWCNTs-COOH due to presence of PAMAM dendrimer and debundling of MWCNTs. Moreover, it is also known that PAMAM dendrimer with amine functional groups on their periphery, especially the primary amine group could penetrate through the bacterial cell membrane owing to their strong hydrogen bond donor characteristic properties toward biomolecules [32,33]. In this respect the inhibition activity of f- MWCNTs has governed by the presence of PAMAM dendrimer.…”

Section: Resultsmentioning

confidence: 99%

Antimicrobial activity of CdS and Ag2S quantum dots immobilized on poly(amidoamine) grafted carbon nanotubes

Neelgund

Oki

Luo

2012

Colloids and Surfaces B: Biointerfaces

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Herein we report the design of antimicrobial nanohybrids, f-MWCNTs-CdS and f-MWCNTs- Ag2S developed by covalent grafting of cationic hyperbranched dendritic polyamidoamine (PAMAM) onto multiwalled carbon nanotubes (MWCNTs) and successive deposition of CdS and Ag2S quantum dots (QDs). The CdS and Ag2S QDs were in-situ deposited on PAMAM grafted MWCNTs instead of anchoring the pre-synthesized QDs. The fourth generation, amine terminated hyperbranched PAMAM was grafted on MWCNTs, which was achieved through repetitive reactions of Michael addition of methylmethacrylate to the surface amino groups and amidation of terminal ester groups with ethylenediamine. The covalent grating of PAMAM onto MWCNTs and the consecutive conjugation of CdS and Ag2S QDs was characterized using Fourier transform infrared spectroscopy, elemental analysis, powder X-ray diffraction, Raman spectroscopy, transmission electron microscopy and energy dispersive spectroscopy. The antibacterial activity of f-MWCNTs-CdS and f-MWCNTs-Ag2S nanohybrids was evaluated against Escherichia coli, Pseudomonas aeruginosa and Staphylococcus aureus and the results were compared with the activity of carboxylated MWCNTs, PAMAM grafted MWCNTs, PAMAM dendrimer, and CdS and Ag2S QDs. It was found that the germicidal action of MWCNTs was enhanced by grafting of PAMAM, which was further improved with immobilization of CdS and Ag2S QDs.

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Synthesis, characterization and antimicrobial activity of water soluble dendritic macromolecules

Cited by 48 publications

References 25 publications

Inhibition of bacterial growth and intramniotic infection in a guinea pig model of chorioamnionitis using PAMAM dendrimers

Inhibition of bacterial growth and intramniotic infection in a guinea pig model of chorioamnionitis using PAMAM dendrimers

Transport and biodistribution of dendrimers across human fetal membranes: Implications for intravaginal administration of dendrimer-drug conjugates

Antimicrobial activity of CdS and Ag2S quantum dots immobilized on poly(amidoamine) grafted carbon nanotubes

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