Synthesis of 2′-paclitaxel methyl 2-glucopyranosyl succinate for specific targeted delivery to cancer cells

Der Zen Liu; Supachok Sinchaikul; Peddiahgari Vasu Govardhana Reddy; Meng Yang Chang; Shui Tein Chen

doi:10.1016/j.bmcl.2006.11.008

Synthesis of 2′-paclitaxel methyl 2-glucopyranosyl succinate for specific targeted delivery to cancer cells

Der Zen Liu, Supachok Sinchaikul, Peddiahgari Vasu Govardhana Reddy, Meng Yang Chang, Shui Tein Chen

Research output: Contribution to journal › Article › peer-review

48 Citations (Scopus)

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.

Original language	English
Pages (from-to)	617-620
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	17
Issue number	3
DOIs	https://doi.org/10.1016/j.bmcl.2006.11.008
Publication status	Published - Feb 1 2007

Keywords

Cancer cells
Glucose
Paclitaxel
Targeted delivery

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1016/j.bmcl.2006.11.008

Cite this

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title = "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.",

keywords = "Cancer cells, Glucose, Paclitaxel, Targeted delivery",

author = "Liu, {Der Zen} and Supachok Sinchaikul and Reddy, {Peddiahgari Vasu Govardhana} and Chang, {Meng Yang} and Chen, {Shui Tein}",

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journal = "Bioorganic and Medicinal Chemistry Letters",

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AU - Liu, Der Zen

AU - Sinchaikul, Supachok

AU - Reddy, Peddiahgari Vasu Govardhana

AU - Chang, Meng Yang

AU - Chen, Shui Tein

PY - 2007/2/1

Y1 - 2007/2/1

N2 - 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.

AB - 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.

KW - Cancer cells

KW - Glucose

KW - Paclitaxel

KW - Targeted delivery

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SP - 617

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JO - Bioorganic and Medicinal Chemistry Letters

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IS - 3

ER -

Synthesis of 2′-paclitaxel methyl 2-glucopyranosyl succinate for specific targeted delivery to cancer cells

Abstract

Keywords

ASJC Scopus subject areas

UN SDGs

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