Polysaccharide-based Noncovalent Assembly for Targeted Delivery of Taxol

Yang, Yang; Zhang, Ying‐Ming; Chen, Yong; Chen, Jiatong; Liu, Yu

doi:10.1038/srep19212

Cited by 47 publications

(24 citation statements)

References 45 publications

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“…Thus, it could be deduced that upon conjugation with porphyrin, the antiproliferative activity of Taxol against HepG2 cells was strongly increased; however, its cytotoxic activity was significantly reduced. This increase in anticancer activity with profound reduction to its cytotoxic effect could be ascribed to the molecular improvement on solubility of Taxol by increasing its surface hydrophilicity [29].…”

Section: Antiproliferative Activity Of Native Taxol and Taxol-porphyrmentioning

confidence: 99%

“…The chemical conjugation of Taxol with porphyrin was conducted according to [17,29,43], as illustrated in Figure 4A. Briefly, tetracarboxyphenyl porphyrin (0.3 mM), N,N -dicyclohexylcarbodi imide (DCC) (0.25 mM), 4-dimethylaminopyridine (DMAP) (0.1 mM), and Taxol (0.2 mM) were dissolved in tetrahydrofuran (THF) (10 mL), and the mixture was then stirred in the dark at room temperature under nitrogen conditions for 72 h. The solution was filtered, and the filtrate was dried under the reduced pressure to remove the solvent.…”

Section: Conjugation Of Taxol With Porphyrinmentioning

confidence: 99%

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Conjugation of Aspergillus flavipes Taxol with Porphyrin Increases the Anticancer Activity of Taxol and Ameliorates Its Cytotoxic Effects

et al. 2020

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Taxol is one of the potential anticancer drugs; however, the yield of Taxol and its cytotoxicity are common challenges. Thus, manipulating the Taxol biosynthetic pathway from endophytic fungi, in addition to chemical modification with biocompatible polymers, is the challenge. Four fungal isolates, namely, Aspergillus flavipes, A. terreus, A. flavus, and A. parasiticus, were selected from our previous study as potential Taxol producers, and their potency for Taxol production was evaluated in response to fluconazole and silver nitrate. A higher Taxol yield was reported in the cultures of A. flavipes (185 µg/L) and A. terreus (66 µg/L). With addition of fluconazole, the yield of Taxol was increased 1.8 and 1.2-fold for A. flavipes and A. terreus, respectively, confirming the inhibition of sterol biosynthesis and redirecting the geranyl phosphate pool to terpenoids synthesis. A significant inhibition of ergosterol biosynthesis by A. flavipes with addition of fluconazole was observed, correlating with the increase on Taxol yield. To increase the Taxol solubility and to reduce its cytotoxicity, Taxol was modified via chemical conjugation with porphyrin, and the degree of conjugation was checked from the Thin layer chromatography and UV spectral analysis. The antiproliferative activity of native and modified Taxol conjugates was evaluated; upon porphyrin conjugation, the activity of Taxol towards HepG2 was increased 1.5-fold, while its cytotoxicity to VERO cells was reduced 3-fold.

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Section: Antiproliferative Activity Of Native Taxol and Taxol-porphyrmentioning

confidence: 99%

Section: Conjugation Of Taxol With Porphyrinmentioning

confidence: 99%

Conjugation of Aspergillus flavipes Taxol with Porphyrin Increases the Anticancer Activity of Taxol and Ameliorates Its Cytotoxic Effects

et al. 2020

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“…using beta-cyclodextrin (β-CD) and adamantane (Ad), provide outcome282930313233. Especially when one considers that CD based host-guest interactions also play a key role in the preparation of biomedical materials and in drug delivery333435.…”

mentioning

confidence: 99%

Obtaining control of cell surface functionalizations via Pre-targeting and Supramolecular host guest interactions

Rood

Spa

Welling

et al. 2017

Sci Rep

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The use of mammalian cells for therapeutic applications is finding its way into modern medicine. However, modification or “training” of cells to make them suitable for a specific application remains complex. By envisioning a chemical toolbox that enables specific, but straight-forward and generic cellular functionalization, we investigated how membrane-receptor (pre)targeting could be combined with supramolecular host-guest interactions based on β-cyclodextrin (CD) and adamantane (Ad). The feasibility of this approach was studied in cells with membranous overexpression of the chemokine receptor 4 (CXCR4). By combining specific targeting of CXCR4, using an adamantane (Ad)-functionalized Ac-TZ14011 peptide (guest; KD = 56 nM), with multivalent host molecules that entailed fluorescent β-CD-Poly(isobutylene-alt-maleic-anhydride)-polymers with different fluorescent colors and number of functionalities, host-guest cell-surface modifications could be studied in detail. A second set of Ad-functionalized entities enabled introduction of additional surface functionalities. In addition, the attraction between CD and Ad could be used to drive cell-cell interactions. Combined we have shown that supramolecular interactions, that are based on specific targeting of an overexpressed membrane-receptor, allow specific and stable, yet reversible, surface functionalization of viable cells and how this approach can be used to influence the interaction between cells and their surroundings.

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“…Western blot analyses were performed according to previously reported procedures 6 , 9 . Briefly, protein extracts from cells treated with PTX- or CDDP- PLGA-CSNP-(RGD+/−) formulations and from control groups were run in sodium dodecyl sulfate-polyacrylamide gels and transferred onto Immobilon PVDF membrane (Millipore, Billerica, MA, USA).…”

Section: Methodsmentioning

confidence: 99%

“…In lung cancers, the overexpression of cell-surface receptors is often exploited for targeted delivery of therapeutics with ligand−/antibody-modified nano-drug delivery vehicles 9 , 10 . The integrin (α v β 3 ) receptor is of particular interest, since its expression is high in tumor endothelium and tumor cells 11 , 12 .…”

Section: Introductionmentioning

confidence: 99%

Chemodrug delivery using integrin-targeted PLGA-Chitosan nanoparticle for lung cancer therapy

Babu

Amreddy

Muralidharan

et al. 2017

Sci Rep

100

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In this study, we report the efficacy of RGD (arginine-glycine-aspartic acid) peptide-modified polylactic acid-co-glycolic acid (PLGA)-Chitosan nanoparticle (CSNP) for integrin αvβ3 receptor targeted paclitaxel (PTX) delivery in lung cancer cells and its impact on normal cells. RGD peptide-modified chitosan was synthesized and then coated onto PTX-PLGA nanoparticles prepared by emulsion-solvent evaporation. PTX-PLGA-CSNP-RGD displayed favorable physicochemical properties for a targeted drug delivery system. The PTX-PLGA-CSNP-RGD system showed increased uptake via integrin receptor mediated endocytosis, triggered enhanced apoptosis, and induced G2/M cell cycle arrest and more overall cytotoxicity than its non-targeted counterpart in cancer cells. PTX-PLGA-CSNP-RGD showed less toxicity in lung fibroblasts than in cancer cells, may be attributed to low drug sensitivity, nevertheless the study invited close attention to their transient overexpression of integrin αvβ3 and cautioned against corresponding uptake of toxic drugs, if any at all. Whereas, normal human bronchial epithelial (NHBE) cells with poor integrin αvβ3 expression showed negligible toxicity to PTX-PLGA-CSNP-RGD, at equivalent drug concentrations used in cancer cells. Further, the nanoparticle demonstrated its capacity in targeted delivery of Cisplatin (CDDP), a drug having physicochemical properties different to PTX. Taken together, our study demonstrates that PLGA-CSNP-RGD is a promising nanoplatform for integrin targeted chemotherapeutic delivery to lung cancer.

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Polysaccharide-based Noncovalent Assembly for Targeted Delivery of Taxol

Cited by 47 publications

References 45 publications

Conjugation of Aspergillus flavipes Taxol with Porphyrin Increases the Anticancer Activity of Taxol and Ameliorates Its Cytotoxic Effects

Conjugation of Aspergillus flavipes Taxol with Porphyrin Increases the Anticancer Activity of Taxol and Ameliorates Its Cytotoxic Effects

Obtaining control of cell surface functionalizations via Pre-targeting and Supramolecular host guest interactions

Chemodrug delivery using integrin-targeted PLGA-Chitosan nanoparticle for lung cancer therapy

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