A new strategy for hydrophobic drug delivery using a hydrophilic polymer equipped with stacking units

Cui, Pengfei; Zhuang, Wan-Ru; Hu, Xi; Liu, Xing; Yu, Ru-Yi; Qiao, Jian-Bin; He, Yujing; Li, Fangyuan; Ling, Daishun; Jiang, Hu‐Lin

doi:10.1039/c8cc04363a

Cited by 40 publications

(25 citation statements)

References 30 publications

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“…Yet, with the subsequent aging of the solution, over 25 days, there was a gradual broadening of the Doxorubicin absorption, and a red-shift was registered. This change of the absorption curve in water was in fact a strong indicator for the strengthened interaction between aromatic rings of Doxorubicin and 3a, as previously reported in literature [61][62][63], which was probably through hydrophobic processes. A plot of the variation of the absorption maximum at 367 nm vs concentration of CTV units incorporated in 3a polymer has been performed, and as result, it was obtained that the coordination between CTV and Doxorubicin follows a stoichiometry 1:1 and the constant is 10 5 ( Figure S21).…”

Section: Coordination Of Doxorubicinsupporting

confidence: 84%

Functionalization of Polyethyleneimine with Hollow Cyclotriveratrylene and Its Subsequent Supramolecular Interaction with Doxorubicin

Coluccini

Reyes

et al. 2020

Molecules

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In this paper, a modified Cyclotriveratrylene was synthesized and linked to a branched Polyethylenimine, and this unique polymeric material was subsequently examined as a potential supramolecular carrier for Doxorubicin. Spectroscopic analysis in different solvents had shown that Doxorubicin was coordinated within the hollow-shaped unit of the armed Cyclotriveratrylene, and the nature of the host–guest complex revealed intrinsic Van der Waals interactions and hydrogen bonding between the host and guest. The strongest interaction was detected in water because of the hydrophobic effect shared between the aromatic groups of the Doxorubicin and Cyclotriveratrylene unit. Density functional theory calculations had also confirmed that in the most stable coordination of Doxorubicin with the cross-linked polymer, the aromatic rings of the Doxorubicin were localized toward the Cyclotriveratrylene core, while its aliphatic chains aligned closer with amino groups, thus forming a compact supramolecular assembly that may confer a shielding effect on Doxorubicin. These observations had emphasized the importance of supramolecular considerations when designing a novel drug delivery platform.

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Section: Coordination Of Doxorubicinsupporting

confidence: 84%

Functionalization of Polyethyleneimine with Hollow Cyclotriveratrylene and Its Subsequent Supramolecular Interaction with Doxorubicin

Coluccini

Reyes

et al. 2020

Molecules

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“…The results presented in this study clearly demonstrate a strengthened antitumor effect of DOX [25], [26]. In case of the DOX release outside the cell, the drug could interact with cell membranes by insertion into the lipid matrix [27], [28], [26]. Within membranes, anionic phospholipids were shown to be important targets for the hydrophobic agent [29].…”

Section: Discussionsupporting

confidence: 57%

Chemotherapeutic Drug Functionalized Nanoparticles are Beneficial When Treating Breast Cancer Via Magnetic Hyperthermia

Piehler¹,

Dähring²,

Grandke³

et al. 2018

Preprint

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Doxorubicin (DOX) is a frequently used chemotherapeutic drug for breast cancer, but its site specificity and local internalization into tumor cells is rather low. In this paper we conjugated magnetic nanoparticles (MNPs) with DOX and/or a pseudopeptide NucAnt (N6L) as modality to enhance DOX-induced antitumor effects in breast cancer cells (BT474). In this context, we determined cellular uptake of MNP formulations, analyzed cell viability and expression of apoptotic and cell cycle proteins after magnetic hyperthermia (43°C, 1 h) in vivo and in vitro. We have shown that i) the presence of N6L on the surface of DOX-functionalized MNPs increases their internalization into a target cells and potentiates the cytotoxic potential of the anticancer drug, ii) in combination with hyperthermia, DOX functionalized MNPs influence the expression of apoptotic and cell cycle proteins, and also favors tumor regression in vivo. Our data show that intratumoral application of DOX coupled MNPs is able to overcome biological barriers to chemotherapeutic drugs, enabling them to penetrate into the target cells. Combined with hyperthermia these MNPs can be an effective method in enhancing the localised delivery and penetration of DOX into breast cancer cells.

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“…Basically there are two internalization mechanisms of DOX-functionalized MNPs possible: a) DOX is released from the MNPs outside the cell in the tumor environment, and b) DOX enters the cell due to endocytosis of nanoparticles and is released inside the cell into acidic intracellular vesicles, such as endosomes and lysosomes, later on [50,51]. In case that DOX is released outside the cell, the drug is able to interact with cell membranes by insertion into the lipid matrix [51][52][53]. Interestingly, within cell membranes, anionic phospholipids were shown to be important targets for this hydrophobic agent [54].…”

Section: Discussionmentioning

confidence: 99%

Iron Oxide Nanoparticles as Carriers for DOX and Magnetic Hyperthermia after Intratumoral Application into Breast Cancer in Mice: Impact and Future Perspectives

et al. 2020

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There is still a need for improving the treatment of breast cancer with doxorubicin (DOX). In this paper, we functionalized magnetic nanoparticles (MNPs) with DOX and studied the DOX-induced antitumor effects in breast cancer cells (BT474) in the presence of magnetic hyperthermia (43 °C, 1 h). We show that i) intratumoral application of DOX-functionalized MNPs (at least at a concentration of 9.6 nmol DOX/100 mm3 tumor volume) combined with magnetic hyperthermia favors tumor regression in vivo, and there is evidence for an increased effect compared to magnetic hyperthermia alone or to the intratumoral application of free DOX and ii) the presence of the pseudopeptide NucAnt (N6L) on the MNP surface might well be beneficial in its function as carrier for MNP internalization into breast cancer cells in vitro, which could further augment the possibility of the induction of intracellular heating spots and cell death in the future.

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A new strategy for hydrophobic drug delivery using a hydrophilic polymer equipped with stacking units

Cited by 40 publications

References 30 publications

Functionalization of Polyethyleneimine with Hollow Cyclotriveratrylene and Its Subsequent Supramolecular Interaction with Doxorubicin

Functionalization of Polyethyleneimine with Hollow Cyclotriveratrylene and Its Subsequent Supramolecular Interaction with Doxorubicin

Chemotherapeutic Drug Functionalized Nanoparticles are Beneficial When Treating Breast Cancer Via Magnetic Hyperthermia

Iron Oxide Nanoparticles as Carriers for DOX and Magnetic Hyperthermia after Intratumoral Application into Breast Cancer in Mice: Impact and Future Perspectives

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