A pH-sensitive micelle composed of heparin, phospholipids, and histidine as the carrier of photosensitizers: Application to enhance photodynamic therapy of cancer
Abstract
In this study, we describe the synthesis of a stable, pH-sensitive micelle composed of heparin, 1, 2-distearoyl-sn-glycerol-3-phosphoethanolamine, and l-histidine (HDH) through 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (EDC)/N-hydroxysuccinimide (NHS) chemistry. 1 H-Nuclear magnetic resonance (NMR) and Fourier transform infrared spectroscopy (FTIR) analyses confirmed the formation of HDH copolymers and dynamic light scattering (DLS) measurements indicated a particle size of 111.57±12.36nm and zeta potential of -59.8±5.2mV for the nanoparticles. The drug-loading and encapsulation efficiency of the micelles were 14.52±1.2% and 65.47±1.87%, respectively. Drug release studies showed approximately 91% zinc phthalocyanine (ZnPc) release from micelles in acidic conditions (pH 5.0) in comparison with 63% in physiological conditions (pH 7.4) after 96h of incubation. Singlet oxygen (1 O 2) detection revealed that the micelles prevented ZnPc aggregation and enhanced 1 O 2 generation. Cellular uptake of ZnPc-loaded micelles (ZnPc-HDH) was observed using confocal microscopy. Phototoxicity experiments in HeLa cells showed that ZnPc-loaded micelles had higher toxicity than that shown by the same concentration of free ZnPc. Hence, pH-sensitive HDH micelles are a promising carrier for hydrophobic ZnPc and improving PDT efficacy.
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At pH 5.0 and pH 6.0 about 91% and 63% of zinc phthalocyanine drugs were released after 96 h from HDH-based micelles.
“Remarkably, at pH 5.0 and pH 6.0 about 91% and 63% of zinc phthalocyanine drugs were released after 96 h.”
From Recent Advances in Nanomicelles Delivery Systems. (2020) · cites this paper as [164]
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- Authors
- Debele, T. A., Mekuria, S. L., & Tsai, H.-C.
- Affiliations
- National Taiwan University of Science and Technology (TW)
- Corresponding author
- Tsai, Hsieh-Chih
- Venue
- International Journal of Biological Macromolecules
- Publisher
- Elsevier BV
- Published
- 2017-05
- Volume
- 98
- Pages
- 125-138
- ISSN
- 0141-8130 (ISSN-L)
- OpenAlex
- W2582247865
- Cited by
- 36
- References
- 73
- Citations by year
- 2025: 3 · 2024: 1 · 2023: 1 · 2022: 8 · 2021: 1 · 2020: 4 · 2019: 6 · 2018: 8 · 2017: 4
- FWCI
- 4.98
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- International Journal of Biological Macromolecules (publishedVersion)
- PubMed (publishedVersion)
- Funders
- Ministry of Science and Technology (103-2221-E-011-035)
- National Taiwan University of Science and Technology (102H451201)
- Topics
- Health Sciences › Medicine › Pulmonary and Respiratory Medicine › Photodynamic Therapy Research Studies
- Physical Sciences › Engineering › Biomedical Engineering › Nanoplatforms for cancer theranostics
- Physical Sciences › Materials Science › Biomaterials › Nanoparticle-Based Drug Delivery
- Keywords
- pH-responsive micelles, heparin, phospholipids, histidine, photosensitizers, zinc phthalocyanine, photodynamic therapy, drug carriers, singlet oxygen generation, drug release, HeLa cells, cancer therapy
- MeSH terms
- Animals, Biological Transport, Drug Carriers, HeLa Cells, Heparin, Histidine, Humans, Hydrogen-Ion Concentration, Indoles, Micelles, Organometallic Compounds, Phospholipids, Photochemotherapy, Swine, Photosensitizing Agents, Zinc Compounds, Singlet Oxygen, Isoindoles, Drug Liberation
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