Synthesis and interactions of 7-deoxy-, 10-deacetoxy, and 10-deacetoxy-7-deoxypaclitaxel with NCI/ADR-RES cancer cells and bovine brain microvessel endothelial cells

Haibo Ge; Veena Vasandani; Jacquelyn K. Huff; Kenneth L. Audus; Richard H. Himes; Anna Seelig; Gunda I. Georg

doi:10.1016/j.bmcl.2005.09.043

Synthesis and interactions of 7-deoxy-, 10-deacetoxy, and 10-deacetoxy-7-deoxypaclitaxel with NCI/ADR-RES cancer cells and bovine brain microvessel endothelial cells

Haibo Ge, Veena Vasandani, Jacquelyn K. Huff, Kenneth L. Audus, Richard H. Himes, Anna Seelig, Gunda I. Georg

Medicinal Chemistry

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

12 Scopus citations

Abstract

7-Deoxypaclitaxel, 10-deacetoxypaclitaxel and 10-deacetoxy-7- deoxypaclitaxel were prepared and evaluated for their ability to promote assembly of tubulin into microtubules, their cytotoxicity against NCI/ADR-RES cells and for their interactions with P-glycoprotein in bovine brain microvessel endothelial cells. The three compounds were essentially equivalent to paclitaxel in cytotoxicity against NCI/ADR-RES cells. They also appeared to interact with P-glycoprotein in the endothelial cells with the two 10-deacetoxy compounds having less interaction than paclitaxel and 7-deoxypaclitaxel.

Original language	English (US)
Pages (from-to)	433-436
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	16
Issue number	2
DOIs	https://doi.org/10.1016/j.bmcl.2005.09.043
State	Published - Jan 15 2006

Bibliographical note

Funding Information:
The authors thank the National Cancer Institute for financial support of this research (NIH CA82801) and Tapestry Pharmaceuticals (Boulder, CO) for a generous gift of paclitaxel.

Keywords

10-Deacetoxy-7-deoxypaclitaxel
10-Deacetoxypaclitaxel
7-Deoxypaclitaxel
Bovine brain microvessel endothelial cells
NCI/ADR-RES
P-glycoprotein interaction
Synthesis

UN SDGs

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

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10.1016/j.bmcl.2005.09.043

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Synthesis and interactions of 7-deoxy-, 10-deacetoxy, and 10-deacetoxy-7-deoxypaclitaxel with NCI/ADR-RES cancer cells and bovine brain microvessel endothelial cells. / Ge, Haibo; Vasandani, Veena; Huff, Jacquelyn K. et al.
In: Bioorganic and Medicinal Chemistry Letters, Vol. 16, No. 2, 15.01.2006, p. 433-436.

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

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title = "Synthesis and interactions of 7-deoxy-, 10-deacetoxy, and 10-deacetoxy-7-deoxypaclitaxel with NCI/ADR-RES cancer cells and bovine brain microvessel endothelial cells",

abstract = "7-Deoxypaclitaxel, 10-deacetoxypaclitaxel and 10-deacetoxy-7- deoxypaclitaxel were prepared and evaluated for their ability to promote assembly of tubulin into microtubules, their cytotoxicity against NCI/ADR-RES cells and for their interactions with P-glycoprotein in bovine brain microvessel endothelial cells. The three compounds were essentially equivalent to paclitaxel in cytotoxicity against NCI/ADR-RES cells. They also appeared to interact with P-glycoprotein in the endothelial cells with the two 10-deacetoxy compounds having less interaction than paclitaxel and 7-deoxypaclitaxel.",

keywords = "10-Deacetoxy-7-deoxypaclitaxel, 10-Deacetoxypaclitaxel, 7-Deoxypaclitaxel, Bovine brain microvessel endothelial cells, NCI/ADR-RES, P-glycoprotein interaction, Synthesis",

author = "Haibo Ge and Veena Vasandani and Huff, {Jacquelyn K.} and Audus, {Kenneth L.} and Himes, {Richard H.} and Anna Seelig and Georg, {Gunda I.}",

note = "Funding Information: The authors thank the National Cancer Institute for financial support of this research (NIH CA82801) and Tapestry Pharmaceuticals (Boulder, CO) for a generous gift of paclitaxel.",

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AU - Vasandani, Veena

AU - Huff, Jacquelyn K.

AU - Audus, Kenneth L.

AU - Himes, Richard H.

AU - Seelig, Anna

AU - Georg, Gunda I.

N1 - Funding Information: The authors thank the National Cancer Institute for financial support of this research (NIH CA82801) and Tapestry Pharmaceuticals (Boulder, CO) for a generous gift of paclitaxel.

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N2 - 7-Deoxypaclitaxel, 10-deacetoxypaclitaxel and 10-deacetoxy-7- deoxypaclitaxel were prepared and evaluated for their ability to promote assembly of tubulin into microtubules, their cytotoxicity against NCI/ADR-RES cells and for their interactions with P-glycoprotein in bovine brain microvessel endothelial cells. The three compounds were essentially equivalent to paclitaxel in cytotoxicity against NCI/ADR-RES cells. They also appeared to interact with P-glycoprotein in the endothelial cells with the two 10-deacetoxy compounds having less interaction than paclitaxel and 7-deoxypaclitaxel.

AB - 7-Deoxypaclitaxel, 10-deacetoxypaclitaxel and 10-deacetoxy-7- deoxypaclitaxel were prepared and evaluated for their ability to promote assembly of tubulin into microtubules, their cytotoxicity against NCI/ADR-RES cells and for their interactions with P-glycoprotein in bovine brain microvessel endothelial cells. The three compounds were essentially equivalent to paclitaxel in cytotoxicity against NCI/ADR-RES cells. They also appeared to interact with P-glycoprotein in the endothelial cells with the two 10-deacetoxy compounds having less interaction than paclitaxel and 7-deoxypaclitaxel.

KW - 10-Deacetoxy-7-deoxypaclitaxel

KW - 10-Deacetoxypaclitaxel

KW - 7-Deoxypaclitaxel

KW - Bovine brain microvessel endothelial cells

KW - NCI/ADR-RES

KW - P-glycoprotein interaction

KW - Synthesis

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Synthesis and interactions of 7-deoxy-, 10-deacetoxy, and 10-deacetoxy-7-deoxypaclitaxel with NCI/ADR-RES cancer cells and bovine brain microvessel endothelial cells

Abstract

Bibliographical note

Keywords

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