Design of potent thiophene inhibitors of polo-like kinase 1 with improved solubility and reduced protein binding

Kyle A. Emmitte; George M. Adjebang; C. Webb Andrews; Jennifer G.Badiang Alberti; Ramesh Bambal; Stanley D. Chamberlain; Ronda G. Davis-Ward; Hamilton D. Dickson; Daniel F. Hassler; Keith R. Hornberger; Jeffrey R. Jackson; Kevin W. Kuntz; Timothy J. Lansing; Robert A. Mook; Kristen E. Nailor; Mark A. Pobanz; Stephon C. Smith; Chiu Mei Sung; Mui Cheung

doi:10.1016/j.bmcl.2009.01.094

Design of potent thiophene inhibitors of polo-like kinase 1 with improved solubility and reduced protein binding

Kyle A. Emmitte, George M. Adjebang, C. Webb Andrews, Jennifer G.Badiang Alberti, Ramesh Bambal, Stanley D. Chamberlain, Ronda G. Davis-Ward, Hamilton D. Dickson, Daniel F. Hassler, Keith R. Hornberger, Jeffrey R. Jackson, Kevin W. Kuntz, Timothy J. Lansing, Robert A. Mook, Kristen E. Nailor, Mark A. Pobanz, Stephon C. Smith, Chiu Mei Sung, Mui Cheung

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57 Scopus citations

Abstract

A series of thiophene PLK1 inhibitors was optimized for increased solubility and reduced protein binding through the appendage of basic amine functionality. Interesting selectivity between PLK1 and PLK3 was also obtained through these modifications.

Original language	English
Pages (from-to)	1694-1697
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	19
Issue number	6
DOIs	https://doi.org/10.1016/j.bmcl.2009.01.094
State	Published - 15 Mar 2009

Keywords

Anti-mitotic
Cell cycle inhibitor
Polo-like kinase
Protein binding
Solubility
Thiophene

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10.1016/j.bmcl.2009.01.094

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Emmitte, K. A., Adjebang, G. M., Andrews, C. W., Alberti, J. G. B., Bambal, R., Chamberlain, S. D., Davis-Ward, R. G., Dickson, H. D., Hassler, D. F., Hornberger, K. R., Jackson, J. R., Kuntz, K. W., Lansing, T. J., Mook, R. A., Nailor, K. E., Pobanz, M. A., Smith, S. C., Sung, C. M., & Cheung, M. (2009). Design of potent thiophene inhibitors of polo-like kinase 1 with improved solubility and reduced protein binding. Bioorganic and Medicinal Chemistry Letters, 19(6), 1694-1697. https://doi.org/10.1016/j.bmcl.2009.01.094

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title = "Design of potent thiophene inhibitors of polo-like kinase 1 with improved solubility and reduced protein binding",

abstract = "A series of thiophene PLK1 inhibitors was optimized for increased solubility and reduced protein binding through the appendage of basic amine functionality. Interesting selectivity between PLK1 and PLK3 was also obtained through these modifications.",

keywords = "Anti-mitotic, Cell cycle inhibitor, Polo-like kinase, Protein binding, Solubility, Thiophene",

author = "Emmitte, {Kyle A.} and Adjebang, {George M.} and Andrews, {C. Webb} and Alberti, {Jennifer G.Badiang} and Ramesh Bambal and Chamberlain, {Stanley D.} and Davis-Ward, {Ronda G.} and Dickson, {Hamilton D.} and Hassler, {Daniel F.} and Hornberger, {Keith R.} and Jackson, {Jeffrey R.} and Kuntz, {Kevin W.} and Lansing, {Timothy J.} and Mook, {Robert A.} and Nailor, {Kristen E.} and Pobanz, {Mark A.} and Smith, {Stephon C.} and Sung, {Chiu Mei} and Mui Cheung",

year = "2009",

month = mar,

day = "15",

doi = "10.1016/j.bmcl.2009.01.094",

language = "English",

volume = "19",

pages = "1694--1697",

journal = "Bioorganic and Medicinal Chemistry Letters",

issn = "0960-894X",

publisher = "Elsevier Ltd",

number = "6",

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Emmitte, KA, Adjebang, GM, Andrews, CW, Alberti, JGB, Bambal, R, Chamberlain, SD, Davis-Ward, RG, Dickson, HD, Hassler, DF, Hornberger, KR, Jackson, JR, Kuntz, KW, Lansing, TJ, Mook, RA, Nailor, KE, Pobanz, MA, Smith, SC, Sung, CM & Cheung, M 2009, 'Design of potent thiophene inhibitors of polo-like kinase 1 with improved solubility and reduced protein binding', Bioorganic and Medicinal Chemistry Letters, vol. 19, no. 6, pp. 1694-1697. https://doi.org/10.1016/j.bmcl.2009.01.094

TY - JOUR

T1 - Design of potent thiophene inhibitors of polo-like kinase 1 with improved solubility and reduced protein binding

AU - Emmitte, Kyle A.

AU - Adjebang, George M.

AU - Andrews, C. Webb

AU - Alberti, Jennifer G.Badiang

AU - Bambal, Ramesh

AU - Chamberlain, Stanley D.

AU - Davis-Ward, Ronda G.

AU - Dickson, Hamilton D.

AU - Hassler, Daniel F.

AU - Hornberger, Keith R.

AU - Jackson, Jeffrey R.

AU - Kuntz, Kevin W.

AU - Lansing, Timothy J.

AU - Mook, Robert A.

AU - Nailor, Kristen E.

AU - Pobanz, Mark A.

AU - Smith, Stephon C.

AU - Sung, Chiu Mei

AU - Cheung, Mui

PY - 2009/3/15

Y1 - 2009/3/15

N2 - A series of thiophene PLK1 inhibitors was optimized for increased solubility and reduced protein binding through the appendage of basic amine functionality. Interesting selectivity between PLK1 and PLK3 was also obtained through these modifications.

AB - A series of thiophene PLK1 inhibitors was optimized for increased solubility and reduced protein binding through the appendage of basic amine functionality. Interesting selectivity between PLK1 and PLK3 was also obtained through these modifications.

KW - Anti-mitotic

KW - Cell cycle inhibitor

KW - Polo-like kinase

KW - Protein binding

KW - Solubility

KW - Thiophene

UR - http://www.scopus.com/inward/record.url?scp=61649121756&partnerID=8YFLogxK

U2 - 10.1016/j.bmcl.2009.01.094

DO - 10.1016/j.bmcl.2009.01.094

M3 - Article

C2 - 19237286

AN - SCOPUS:61649121756

SN - 0960-894X

VL - 19

SP - 1694

EP - 1697

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 6

ER -

Design of potent thiophene inhibitors of polo-like kinase 1 with improved solubility and reduced protein binding

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Keywords

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