ArticleActa pharmacologica Sinica2017
Molecular design and synthesis of self-assembling camptothecin drug amphiphiles.
Article in Acta pharmacologica Sinica, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 13 papers.
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Who cites it
13 citing papers in PubMed.
- Potential of Covalent Organic Framework in Pharmacy and Biomedicine: Influence of Structure on Properties and Applications.ChemMedChem · 2026Review
- How Advanced are Self-Assembled Nanomaterials for Targeted Drug Delivery? A Comprehensive Review of the Literature.International journal of nanomedicine · 2025Review
- Simple Complexity: Incorporating Bioinspired Delivery Machinery within Self-Assembled Peptide Biogels.Gels (Basel, Switzerland) · 2023Review
- Article
- Inhibiting cancer metabolism by aromatic carbohydrate amphiphiles that act as antagonists of the glucose transporter GLUT1.Chemical science · 2020Article
- Tumor-Specific Drug Release and Reactive Oxygen Species Generation for Cancer Chemo/Chemodynamic Combination Therapy.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2019Article
- Hierarchical Tumor Microenvironment-Responsive Nanomedicine for Programmed Delivery of Chemotherapeutics.Advanced materials (Deerfield Beach, Fla.) · 2018Article
- Drug-Bearing Supramolecular MMP Inhibitor Nanofibers for Inhibition of Metastasis and Growth of Liver Cancer.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2018Article
- Preclinical development of drug delivery systems for paclitaxel-based cancer chemotherapy.Journal of controlled release : official journal of the Controlled Release Society · 2017Article
- Coarse-grained molecular dynamics studies of the structure and stability of peptide-based drug amphiphile filaments.Soft matter · 2017Article
- Self-assembling prodrugs.Chemical Society reviews · 2017Review
- Balancing the intermolecular forces in peptide amphiphiles for controlling self-assembly transitions.Organic & biomolecular chemistry · 2017Article
- Cancer nanobiotechnolgy.Acta pharmacologica Sinica · 2017Article
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Authors and funding
4 authors.
Funding
Abstract
The conjugation of small molecular hydrophobic anticancer drugs onto a short peptide with overall hydrophilicity to create self-assembling drug amphiphiles offers a new prodrug strategy, producing well-defined, discrete nanostructures with a high and quantitative drug loading. Here we show the detailed synthesis procedure and how the molecular structure can influence the synthesis of the self-assembling prodrugs and the physicochemical properties of their assemblies. A series of camptothecin-based drug amphiphiles were synthesized via combined solid- and solution-phase synthetic techniques, and the physicochemical properties of their self-assembled nanostructures were probed using a number of imaging and spectroscopic techniques. We found that the number of incorporated drug molecules strongly influences the rate at which the drug amphiphiles are formed, exerting a steric hindrance toward any additional drugs to be conjugated and necessitating extended reaction time. The choice of peptide sequence was found to affect the solubility of the conjugates and, by extension, the critical aggregation concentration and contour length of the filamentous nanostructures formed. In the design of self-assembling drug amphiphiles, the number of conjugated drug molecules and the choice of peptide sequence have significant effects on the nanostructures formed. These observations may allow the fine-tuning of the physicochemical properties for specific drug delivery applications, ie systemic vs local delivery.
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