Kinase-mediated trapping of bi-functional conjugates of paclitaxel or vinblastine with thymidine in cancer cells

Simon E. Aspland; Carlo Ballatore; Rosario Castillo; Joel Desharnais; Trisha Eustaquio; Philip Goelet; Zijian Guo; Qing Li; David Nelson; Chengzao Sun; Angelo J. Castellino; Michael J. Newman

doi:10.1016/j.bmcl.2006.07.003

Kinase-mediated trapping of bi-functional conjugates of paclitaxel or vinblastine with thymidine in cancer cells

Simon E. Aspland, Carlo Ballatore, Rosario Castillo, Joel Desharnais, Trisha Eustaquio, Philip Goelet, Zijian Guo, Qing Li, David Nelson, Chengzao Sun, Angelo J. Castellino, Michael J. Newman

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

16 Scopus citations

Abstract

In the present work, we explore the possibility of introducing selectivity to existing chemotherapeutics via the design of non-pro-drug, bi-functional molecules comprising a microtubule-binding agent and a substrate for a disease-associated kinase. The design, synthesis, and in vitro biological evaluation of paclitaxel-thymidine and vinblastine-thymidine bi-functional conjugates are reported here. This work provides the first account of 'kinase-mediated trapping' of cancer therapeutics.

Original language	English (US)
Pages (from-to)	5194-5198
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	16
Issue number	19
DOIs	https://doi.org/10.1016/j.bmcl.2006.07.003
State	Published - Oct 1 2006
Externally published	Yes

Keywords

Fluorescein
Kinase-mediated trapping
Paclitaxel
Thymidine
Thymidine kinase 1
Vinblastine

ASJC Scopus subject areas

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

Access to Document

10.1016/j.bmcl.2006.07.003

Cite this

Aspland, S. E., Ballatore, C., Castillo, R., Desharnais, J., Eustaquio, T., Goelet, P., Guo, Z., Li, Q., Nelson, D., Sun, C., Castellino, A. J., & Newman, M. J. (2006). Kinase-mediated trapping of bi-functional conjugates of paclitaxel or vinblastine with thymidine in cancer cells. Bioorganic and Medicinal Chemistry Letters, 16(19), 5194-5198. https://doi.org/10.1016/j.bmcl.2006.07.003

Aspland, SE, Ballatore, C, Castillo, R, Desharnais, J, Eustaquio, T, Goelet, P, Guo, Z, Li, Q, Nelson, D, Sun, C, Castellino, AJ & Newman, MJ 2006, 'Kinase-mediated trapping of bi-functional conjugates of paclitaxel or vinblastine with thymidine in cancer cells', Bioorganic and Medicinal Chemistry Letters, vol. 16, no. 19, pp. 5194-5198. https://doi.org/10.1016/j.bmcl.2006.07.003

@article{69d1f5baa52149858021d634faa8ee0d,

title = "Kinase-mediated trapping of bi-functional conjugates of paclitaxel or vinblastine with thymidine in cancer cells",

abstract = "In the present work, we explore the possibility of introducing selectivity to existing chemotherapeutics via the design of non-pro-drug, bi-functional molecules comprising a microtubule-binding agent and a substrate for a disease-associated kinase. The design, synthesis, and in vitro biological evaluation of paclitaxel-thymidine and vinblastine-thymidine bi-functional conjugates are reported here. This work provides the first account of 'kinase-mediated trapping' of cancer therapeutics.",

keywords = "Fluorescein, Kinase-mediated trapping, Paclitaxel, Thymidine, Thymidine kinase 1, Vinblastine",

author = "Aspland, {Simon E.} and Carlo Ballatore and Rosario Castillo and Joel Desharnais and Trisha Eustaquio and Philip Goelet and Zijian Guo and Qing Li and David Nelson and Chengzao Sun and Castellino, {Angelo J.} and Newman, {Michael J.}",

year = "2006",

month = oct,

day = "1",

doi = "10.1016/j.bmcl.2006.07.003",

language = "English (US)",

volume = "16",

pages = "5194--5198",

journal = "Bioorganic and Medicinal Chemistry Letters",

issn = "0960-894X",

publisher = "Elsevier Limited",

number = "19",

}

TY - JOUR

T1 - Kinase-mediated trapping of bi-functional conjugates of paclitaxel or vinblastine with thymidine in cancer cells

AU - Aspland, Simon E.

AU - Ballatore, Carlo

AU - Castillo, Rosario

AU - Desharnais, Joel

AU - Eustaquio, Trisha

AU - Goelet, Philip

AU - Guo, Zijian

AU - Li, Qing

AU - Nelson, David

AU - Sun, Chengzao

AU - Castellino, Angelo J.

AU - Newman, Michael J.

PY - 2006/10/1

Y1 - 2006/10/1

N2 - In the present work, we explore the possibility of introducing selectivity to existing chemotherapeutics via the design of non-pro-drug, bi-functional molecules comprising a microtubule-binding agent and a substrate for a disease-associated kinase. The design, synthesis, and in vitro biological evaluation of paclitaxel-thymidine and vinblastine-thymidine bi-functional conjugates are reported here. This work provides the first account of 'kinase-mediated trapping' of cancer therapeutics.

AB - In the present work, we explore the possibility of introducing selectivity to existing chemotherapeutics via the design of non-pro-drug, bi-functional molecules comprising a microtubule-binding agent and a substrate for a disease-associated kinase. The design, synthesis, and in vitro biological evaluation of paclitaxel-thymidine and vinblastine-thymidine bi-functional conjugates are reported here. This work provides the first account of 'kinase-mediated trapping' of cancer therapeutics.

KW - Fluorescein

KW - Kinase-mediated trapping

KW - Paclitaxel

KW - Thymidine

KW - Thymidine kinase 1

KW - Vinblastine

UR - http://www.scopus.com/inward/record.url?scp=33747350020&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=33747350020&partnerID=8YFLogxK

U2 - 10.1016/j.bmcl.2006.07.003

DO - 10.1016/j.bmcl.2006.07.003

M3 - Article

C2 - 16870428

AN - SCOPUS:33747350020

SN - 0960-894X

VL - 16

SP - 5194

EP - 5198

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 19

ER -

Kinase-mediated trapping of bi-functional conjugates of paclitaxel or vinblastine with thymidine in cancer cells

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this