Synthesis of 2'-paclitaxel methyl 2-glucopyranosyl succinate for specific targeted delivery to cancer cells.
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.
Liu
Der-Zen
DZ
Graduate Institute of Biomedical Materials, Taipei Medical University, Taipei 110, Taiwan.
Sinchaikul
Supachok
S
Reddy
Peddiahgari Vasu Govardhana
PV
Chang
Meng-Yang
MY
Chen
Shui-Tein
ST
D000972:Antineoplastic Agents, Phytogenic / Q000138:chemical synthesis* / Q000494:pharmacology*; D045744:Cell Line, Tumor; D002462:Cell Membrane / Q000187:drug effects / Q000378:metabolism; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D002851:Chromatography, High Pressure Liquid; D051246:Glucose Transport Proteins, Facilitative / Q000378:metabolism; D006801:Humans; D007202:Indicators and Reagents; D009369:Neoplasms / Q000188:drug therapy* / Q000473:pathology; D017239:Paclitaxel / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000494:pharmacology; D012995:Solubility; D013386:Succinates / Q000138:chemical synthesis* / Q000494:pharmacology
C518515:2'-paclitaxel methyl 2-glucopyranosyl succinate; D000972:Antineoplastic Agents, Phytogenic; D051246:Glucose Transport Proteins, Facilitative; D007202:Indicators and Reagents; D013386:Succinates; D017239:Paclitaxel