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.

• Authors: Der-Zen Liu, Supachok Sinchaikul, Peddiahgari Vasu Govardhana Reddy, Meng-Yang Chang, Shui-Tein Chen
• Journal: Bioorganic & medicinal chemistry letters (Bioorg Med Chem Lett) Vol. 17 Issue 3 Pg. 617-20 (Feb 01 2007) ISSN: 0960-894X [Print] England
• PMID: 17113288 (Publication Type: Journal Article)

Chemical References

• 2'-paclitaxel methyl 2-glucopyranosyl succinate
• Antineoplastic Agents, Phytogenic
• Glucose Transport Proteins, Facilitative
• Indicators and Reagents
• Succinates
• Paclitaxel

Topics

• Antineoplastic Agents, Phytogenic (chemical synthesis, pharmacology)
• Cell Line, Tumor
• Cell Membrane (drug effects, metabolism)
• Chemical Phenomena
• Chemistry, Physical
• Chromatography, High Pressure Liquid
• Glucose Transport Proteins, Facilitative (metabolism)
• Humans
• Indicators and Reagents
• Neoplasms (drug therapy, pathology)
• Paclitaxel (analogs & derivatives, chemical synthesis, pharmacology)
• Solubility
• Succinates (chemical synthesis, pharmacology)