Impact of the ferrocenyl group on cytotoxicity and KSP inhibitory activity of ferrocenyl monastrol conjugates

Anna Wieczorek-Błauż; Karolina Kowalczyk; Andrzej Błauż; Anna Makal; Sylwia Pawlȩdzio; Chatchakorn Eurtivong; Homayon J. Arabshahi; Jóhannes Reynisson; Christian G. Hartinger; Błażej Rychlik; Damian Plażuk

doi:10.1039/d1dt03553c

Impact of the ferrocenyl group on cytotoxicity and KSP inhibitory activity of ferrocenyl monastrol conjugates

Anna Wieczorek-Błauż
, Karolina Kowalczyk
, Andrzej Błauż
, Anna Makal
, Sylwia Pawlȩdzio
, Chatchakorn Eurtivong
, Homayon J. Arabshahi
, Jóhannes Reynisson
, Christian G. Hartinger
, Błażej Rychlik
, Damian Plażuk

University of Łódź
University of Warsaw
Chulabhorn Royal Academy
Ministry of Education
University of Auckland
Keele University

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

12 Citations (Scopus)

Abstract

The incorporation of the ferrocenyl moiety into a bioactive molecule may significantly alter the activity of the resulting conjugate. By applying this strategy, we designed ferrocenyl analogs of monastrol-the first low molecular weight kinesin spindle protein (KSP) inhibitor. The obtained compounds showed low micromolar antiproliferative activity towards a panel of sensitive and ABC-overexpressing cancer cells. Most cytotoxic compounds exhibited also higher KSP modulatory activity and ability for ROS generation compared to monastrol. The increased bioactivity of the studied compounds can be attributed to the presence of the ferrocenyl group.

Original language	English
Pages (from-to)	491-508
Number of pages	18
Journal	Dalton Transactions
Volume	51
Issue number	2
DOIs	https://doi.org/10.1039/d1dt03553c
Publication status	Published - 14 Jan 2022
Externally published	Yes

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10.1039/d1dt03553c

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title = "Impact of the ferrocenyl group on cytotoxicity and KSP inhibitory activity of ferrocenyl monastrol conjugates",

abstract = "The incorporation of the ferrocenyl moiety into a bioactive molecule may significantly alter the activity of the resulting conjugate. By applying this strategy, we designed ferrocenyl analogs of monastrol-the first low molecular weight kinesin spindle protein (KSP) inhibitor. The obtained compounds showed low micromolar antiproliferative activity towards a panel of sensitive and ABC-overexpressing cancer cells. Most cytotoxic compounds exhibited also higher KSP modulatory activity and ability for ROS generation compared to monastrol. The increased bioactivity of the studied compounds can be attributed to the presence of the ferrocenyl group.",

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doi = "10.1039/d1dt03553c",

language = "English",

volume = "51",

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TY - JOUR

T1 - Impact of the ferrocenyl group on cytotoxicity and KSP inhibitory activity of ferrocenyl monastrol conjugates

AU - Wieczorek-Błauż, Anna

AU - Kowalczyk, Karolina

AU - Błauż, Andrzej

AU - Makal, Anna

AU - Pawlȩdzio, Sylwia

AU - Eurtivong, Chatchakorn

AU - Arabshahi, Homayon J.

AU - Reynisson, Jóhannes

AU - Hartinger, Christian G.

AU - Rychlik, Błażej

AU - Plażuk, Damian

PY - 2022/1/14

Y1 - 2022/1/14

N2 - The incorporation of the ferrocenyl moiety into a bioactive molecule may significantly alter the activity of the resulting conjugate. By applying this strategy, we designed ferrocenyl analogs of monastrol-the first low molecular weight kinesin spindle protein (KSP) inhibitor. The obtained compounds showed low micromolar antiproliferative activity towards a panel of sensitive and ABC-overexpressing cancer cells. Most cytotoxic compounds exhibited also higher KSP modulatory activity and ability for ROS generation compared to monastrol. The increased bioactivity of the studied compounds can be attributed to the presence of the ferrocenyl group.

AB - The incorporation of the ferrocenyl moiety into a bioactive molecule may significantly alter the activity of the resulting conjugate. By applying this strategy, we designed ferrocenyl analogs of monastrol-the first low molecular weight kinesin spindle protein (KSP) inhibitor. The obtained compounds showed low micromolar antiproliferative activity towards a panel of sensitive and ABC-overexpressing cancer cells. Most cytotoxic compounds exhibited also higher KSP modulatory activity and ability for ROS generation compared to monastrol. The increased bioactivity of the studied compounds can be attributed to the presence of the ferrocenyl group.

UR - https://www.scopus.com/pages/publications/85122741115

U2 - 10.1039/d1dt03553c

DO - 10.1039/d1dt03553c

M3 - Article

C2 - 34787141

AN - SCOPUS:85122741115

SN - 1477-9226

VL - 51

SP - 491

EP - 508

JO - Dalton Transactions

JF - Dalton Transactions

IS - 2

ER -

Impact of the ferrocenyl group on cytotoxicity and KSP inhibitory activity of ferrocenyl monastrol conjugates

Abstract

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