Synthesis of 2′-paclitaxel methyl 2-glucopyranosyl succinate for specific targeted delivery to cancer cells
Abstract
A novel glucose-conjugated paclitaxel 5 was synthesized using succinic acid as linker between 2'-paclitaxel and methyl 2'-glucopyranose. 5 has not only improved the pharmaceutical properties of paclitaxel, such as solubility and stability, but also enhanced the specific target delivery to MCF-7 cells without the cytotoxicity against normal cells. Therefore, the glucose conjugation may be potentially used in the targeted delivery of other drugs into cells via glucose transporters (GLUTs) for cancer therapy.
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Glucose conjugates of several cancer chemotherapeutics, including paclitaxel and doxorubicin, experienced a higher therapeutic efficacy in vivo.
“Glucose conjugates of several cancer chemotherapeutics, including paclitaxel and doxorubicin [159,160,161], experienced a higher therapeutic efficacy in vivo.”
From Iron as a central player and promising target in cancer progression (2019) · cites this paper as [160]
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- Authors
- Liu, D.-Z., Sinchaikul, S., Reddy, P. V. G., Chang, M.-Y., & Chen, S.-T.
- Affiliations
- Taipei Medical University (TW)
- Genomics Research Center, Academia Sinica (TW)
- National University of Kaohsiung (TW)
- National Taiwan University (TW)
- Corresponding author
- Chen, Shui-Tein
- Venue
- Bioorganic & Medicinal Chemistry Letters
- Publisher
- Elsevier BV
- Published
- 2007-02
- Volume
- 17
- Issue
- 3
- Pages
- 617-620
- ISSN
- 0960-894X (ISSN-L)
- OpenAlex
- W1993868850
- Cited by
- 53
- References
- 39
- Citations by year
- 2026: 3 · 2025: 1 · 2024: 2 · 2023: 3 · 2022: 5 · 2021: 3 · 2020: 8 · 2019: 4 · 2018: 1 · 2017: 3 · 2016: 6 · 2015: 1 · 2014: 1 · 2013: 2
- FWCI
- 1.20
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Bioorganic & Medicinal Chemistry Letters (publishedVersion)
- PubMed (publishedVersion)
- Topics
- Physical Sciences › Chemistry › Organic Chemistry › Carbohydrate Chemistry and Synthesis
- Physical Sciences › Materials Science › Biomaterials › Nanoparticle-Based Drug Delivery
- Physical Sciences › Chemistry › Organic Chemistry › Synthesis and biological activity
- Keywords
- paclitaxel, glucose conjugation, targeted drug delivery, glucose transporters, MCF-7 cells, selective cytotoxicity
- MeSH terms
- Antineoplastic Agents, Phytogenic, Cell Membrane, Chemistry, Physical, Chromatography, High Pressure Liquid, Humans, Indicators and Reagents, Neoplasms, Solubility, Succinates, Paclitaxel, Cell Line, Tumor, Glucose Transport Proteins, Facilitative, Chemical Phenomena
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