Acetal-linked paclitaxel prodrug micellar nanoparticles as a versatile and potent platform for cancer therapy

Gu, Yudan; Zhong, Yinan; Meng, Fenghua; Cheng, Ru; Deng, Chao; Zhong, Zhiyuan

doi:10.1021/bm400615n

Cited by 187Nanoparticle-Based Drug DeliveryAdvanced Drug Delivery SystemsDendrimers and Hyperbranched Polymers

Acetal-linked paclitaxel prodrug micellar nanoparticles as a versatile and potent platform for cancer therapy

Gu, Yudan, Zhong, Yinan, Meng, Fenghua, Cheng, Ru, Deng, Chao, Zhong, Zhiyuan·2013·Biomacromolecules

DOI 10.1021/bm400615n

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Abstract

Endosomal pH-activatable paclitaxel (PTX) prodrug micellar nanoparticles were designed and prepared by conjugating PTX onto water-soluble poly(ethylene glycol)-b-poly(acrylic acid) (PEG-PAA) block copolymers via an acid-labile acetal bond to the PAA block and investigated for potent growth inhibition of human cancer cells in vitro. PTX was readily conjugated to PEG-PAA with high drug contents of 21.6, 27.0, and 42.8 wt % (denoted as PTX prodrugs 1, 2, and 3, respectively) using ethyl glycol vinyl ether (EGVE) as a linker. The resulting PTX conjugates had defined molecular weights and self-assembled in phosphate buffer (PB, pH 7.4, 10 mM) into monodisperse micellar nanoparticles with average sizes of 158.3-180.3 nm depending on PTX contents. The in vitro release studies showed that drug release from PTX prodrug nanoparticles was highly pH-dependent, in which ca. 86.9%, 66.4% and 29.0% of PTX was released from PTX prodrug 3 at 37 °C in 48 h at pH 5.0, 6.0, and pH 7.4, respectively. MTT assays showed that these pH-sensitive PTX prodrug nanoparticles exhibited high antitumor effect to KB and HeLa cells (IC(50) = 0.18 and 0.9 μg PTX equiv/mL, respectively) as well as PTX-resistant A549 cells. Notably, folate-decorated PTX prodrug micellar nanoparticles based on PTX prodrug 3 and 20 wt % folate-poly(ethylene glycol)-b-poly(D,L-lactide) (FA-PEG-PLA) displayed apparent targetability to folate receptor-overexpressing KB cells with IC(50) over 12 times lower than nontargeting PTX prodrug 3 under otherwise the same conditions. Furthermore, PTX prodrug nanoparticles could also load doxorubicin (DOX) to simultaneously release PTX and DOX under mildly acidic pH. These acetal-linked PTX prodrug micellar nanoparticles have appeared as a highly versatile and potent platform for cancer therapy.

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MTT test exhibited that these pH-sensitive PTX displayed high anticancer effect on KB and HeLa cells as well as PTX-resistant A549 cells.
“Moreover, MTT test exhibited that these pH-sensitive PTX displayed high anticancer effect on KB and HeLa cells as well as PTX-resistant A549 cells.”
From Recent Advances in Nanomicelles Delivery Systems. (2020) · cites this paper as [145]

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Authors: Gu, Y., Zhong, Y., Meng, F., Cheng, R., Deng, C., & Zhong, Z.
Affiliations: Soochow University (CN)
Corresponding author: Meng, Fenghua
Zhong, Zhiyuan
ORCID: Zhong, Yinan
Meng, Fenghua
Cheng, Ru
Deng, Chao
Zhong, Zhiyuan
Venue: Biomacromolecules
Publisher: American Chemical Society (ACS)
Published: 2013-07-01
Volume: 14
Issue: 8
Pages: 2772-2780
ISSN: 1525-7797 (ISSN-L)
1526-4602
DOI: 10.1021/bm400615n
OpenAlex: W2054770710
Cited by: 187
References: 47
Citations by year: 2026: 4 · 2025: 7 · 2024: 5 · 2023: 16 · 2022: 11 · 2021: 16 · 2020: 14 · 2019: 11 · 2018: 20 · 2017: 18 · 2016: 25 · 2015: 23 · 2014: 14 · 2013: 3
FWCI: 8.27
Type: journal article
Language: en
Open access: closed
Locations: Biomacromolecules (publishedVersion)
PubMed (publishedVersion)
Topics: Physical Sciences › Materials Science › Biomaterials › Nanoparticle-Based Drug Delivery
Life Sciences › Pharmacology, Toxicology and Pharmaceutics › Pharmaceutical Science › Advanced Drug Delivery Systems
Physical Sciences › Materials Science › Polymers and Plastics › Dendrimers and Hyperbranched Polymers
Keywords: paclitaxel prodrug, micellar nanoparticles, pH-responsive drug release, folate-targeted drug delivery, folate receptor, paclitaxel resistance, KB cells, HeLa cells, A549 cells, cancer therapy
MeSH terms: Acetals, Antineoplastic Agents, Phytogenic, Cell Survival, Doxorubicin, Drug Screening Assays, Antitumor, Folic Acid, HeLa Cells, Humans, Hydrogen-Ion Concentration, Micelles, Polyethylene Glycols, Prodrugs, Paclitaxel, Inhibitory Concentration 50, Nanocapsules, MCF-7 Cells

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Acetal-linked paclitaxel prodrug micellar nanoparticles as a versatile and potent platform for cancer therapy

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