Biodegradable Micelles Capable of Mannose‐Mediated Targeted Drug Delivery to Cancer Cells

Yin, Lichen; Chen, Yongbing; Zhang, Zhonghai; Yin, Qian; Zheng, Nan; Cheng, Jianjun

doi:10.1002/marc.201400650

Cited by 39 publications

(26 citation statements)

References 55 publications

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“…Synthesis of 15 [ 50 , 51 , 52 , 53 , 54 , 55 ]. Cs 2 CO 3 (3.4 g, 10.4 mmol) is added into a reaction mixture of 4-(prop-2-yn-1-yloxy)phenol ( 13 ) (6.7 mmol) and N 3 P 3 Cl 6 ( 14 ) (0.6 mmol) in THF (20 mL).…”

Section: Methodsmentioning

confidence: 99%

Effect of Dendrimer Generation and Aglyconic Linkers on the Binding Properties of Mannosylated Dendrimers Prepared by a Combined Convergent and Onion Peel Approach

et al. 2018

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An efficient study of carbohydrate-protein interactions was achieved using multivalent glycodendrimer library. Different dendrimers with varied peripheral sugar densities and linkers provided an arsenal of potential novel therapeutic agents that could be useful for better specific action and greater binding affinities against their cognate protein receptors. Highly effective click chemistry represents the basic method used for the synthesis of mannosylated dendrimers. To this end, we used propargylated scaffolds of varying sugar densities ranging from 2 to 18 for the attachment of azido mannopyranoside derivatives using copper catalyzed click cycloaddition. Mannopyranosides with short and pegylated aglycones were used to evaluate their effects on the kinetics of binding. The mannosylated dendrons were built using varied scaffolds toward the accelerated and combined “onion peel” strategy These carbohydrates have been designed to fight E. coli urinary infections, by inhibiting the formation of bacterial biofilms, thus neutralizing the adhesion of FimH type 1 lectin present at the tip of their fimbriae against the natural multiantennary oligomannosides of uroplakin 1a receptors expressed on uroepithelial tissues. Preliminary DLS studies of the mannosylated dendrimers to cross- link the leguminous lectin Con A used as a model showed their high potency as candidates to fight the E. coli adhesion and biofilm formation.

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Section: Methodsmentioning

confidence: 99%

Effect of Dendrimer Generation and Aglyconic Linkers on the Binding Properties of Mannosylated Dendrimers Prepared by a Combined Convergent and Onion Peel Approach

et al. 2018

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“…Cheng and coworkers reported poly(Lac‐OCA)‐ b ‐{poly[Tyr(alkynyl)‐OCA]‐ g ‐mannose} micelles, prepared through the ROP of O ‐carboxyanhydrides (OCAs) that are derived from amino acids, for the targeted delivery of DOX. The mannose moiety allows for targeting of cancer cells that specifically express mannose receptors . Bikiaris and coworkers reported folate‐pegylated polyester nanoparticles using folic acid (FA)‐functionalized PEG‐ b ‐poly(propylene succinate) that are more selective in targeting tumors overexpressing the folate receptor such as those in breast cancer …”

Section: Nonstimuli‐responsive Polyester Nanocarriersmentioning

confidence: 99%

“…The mannose moiety allows for targeting of cancer cells that specifically express mannose receptors. 61 Bikiaris and coworkers reported folate-pegylated polyester nanoparticles using folic acid (FA)-functionalized PEG-b-poly(propylene succinate) that are more selective in targeting tumors overexpressing the folate receptor such as those in breast cancer. 62 Different architectures have been used for polyester nanocarriers as well including star polymers, worm-like micelles, and polymersomes.…”

Section: Nonstimuli-responsive Polyester Nanocarriersmentioning

confidence: 99%

Recent advances in aliphatic polyesters for drug delivery applications

Washington

Kularatne

Karmegam

et al. 2016

WIREs Nanomed Nanobiotechnol

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The use of aliphatic polyesters in drug delivery applications has been a field of significant interest spanning decades. Drug delivery strategies have made abundant use of polyesters in their structures owing to their biocompatibility and biodegradability. The properties afforded from these materials provide many avenues for the tunability of drug delivery systems to suit individual needs of diverse applications. Polyesters can be formed in several different ways, but the most prevalent is the ring-opening polymerization of cyclic esters. When used to form amphiphilic block copolymers, these materials can be utilized to form various drug carriers such as nanoparticles, micelles, and polymersomes. These drug delivery systems can be tailored through the addition of targeting moieties and the addition of stimuli-responsive groups into the polymer chains. There are also different types of polyesters that can be used to modify the degradation rates or mechanical properties. Here, we discuss the reasons that polyesters have become so popular, the current research focuses, and what the future holds for these materials in drug delivery applications. WIREs Nanomed Nanobiotechnol 2017, 9:e1446. doi: 10.1002/wnan.1446 For further resources related to this article, please visit the WIREs website.

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“…One of the most common protocols involves coupling the nanocarriers with specic ligands to target tumors, such as galactose, 2 folate 3 and mannose. 4 Another promising targeting approach is the use of stimuli-responsive delivery systems that are sensitive to intracellular conditions, e.g., pH, 5 redox, 6 temperature 7 and specic enzymes, 8 as well as extracellular conditions, e.g., light 9 and magnetic eld. 10 Among these stimuli-responsive systems, the pH-responsive drug delivery system provides an efficient way to accomplish the controlled release due to the fact that most cancer tissues have a more acidic environment (pH $ 6.8) than normal tissues and the bloodstream (pH 7.4), and pH values tend to drop further inside cells, especially inside endosomal (pH 5.5-6.0) and lysosomal (pH 4.5-5.0) compartments.…”

Section: Introductionmentioning

confidence: 99%

Glutathione functionalized mesoporous organosilica conjugate for drug delivery

Zhang

et al. 2016

RSC Adv.

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A novel pH-responsive drug delivery system, based on permeation-enhancing glutathione (GSH) and pH sensitive polyacrylic acid (PAA) grafted mesoporous organosilica nanocarriers (MONs), is developed. PAA grafted MONs are prepared via a facile grafting-to strategy and then GSH is conjugated on the PAA chain via an amidation reaction. The resultant MONs-PAA-GSH conjugate not only shows an efficient drug loading efficiency but also offers a superb binding capability to cell membranes. With doxorubicin hydrochloride (DOX) as a model, a loading efficiency of 43.7% is readily achieved for 1.0 mg mL À1 DOX in 1.0 mL aqueous medium with 1.0 mg of MONs-PAA-GSH conjugate. The ensuing release of DOX from the DOX-MONs-PAA-GSH conjugate is pH-dependent, offering release efficiencies of 70.2% (pH 3.0), 45.5% (pH 5.0) and 16.1% (pH 6.5), within 24 h. The MONs-PAA-GSH conjugate displays favorable cellular uptake properties, minimum cytotoxic effect or excellent biocompatibility in comparison with those for MONs-PAA. It is demonstrated that the MONs-PAA-GSH conjugate serves as a promising platform for building a controlled drug delivery system.

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Biodegradable Micelles Capable of Mannose‐Mediated Targeted Drug Delivery to Cancer Cells

Cited by 39 publications

References 55 publications

Effect of Dendrimer Generation and Aglyconic Linkers on the Binding Properties of Mannosylated Dendrimers Prepared by a Combined Convergent and Onion Peel Approach

Effect of Dendrimer Generation and Aglyconic Linkers on the Binding Properties of Mannosylated Dendrimers Prepared by a Combined Convergent and Onion Peel Approach

Recent advances in aliphatic polyesters for drug delivery applications

Glutathione functionalized mesoporous organosilica conjugate for drug delivery

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