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Polygodial and ophiobolin A analogues for covalent crosslinking of anticancer targets


Maslivetc, V and Laguera, B and Chandra, S and Dasari, R and Olivier, WJ and Smith, JA and Bissember, AC and Masi, M and Evidente, A and Mathieu, V and Kornienko, A, Polygodial and ophiobolin A analogues for covalent crosslinking of anticancer targets, International Journal of Molecular Sciences, 22, (20) Article 11256. ISSN 1422-0067 (2021) [Refereed Article]

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Copyright: 2021 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons 4.0 International (CC BY 4.0) license (

DOI: doi:10.3390/ijms222011256


In a search of small molecules active against apoptosis-resistant cancer cells, including glioma, melanoma, and non-small cell lung cancer, we previously prepared α,β- and γ,δ-unsaturated ester analogues of polygodial and ophiobolin A, compounds capable of pyrrolylation of primary amines and demonstrating double-digit micromolar antiproliferative potencies in cancer cells. In the current work, we synthesized dimeric and trimeric variants of such compounds in an effort to discover compounds that could crosslink biological primary amine containing targets. We showed that such compounds retain the pyrrolylation ability and possess enhanced single-digit micromolar potencies toward apoptosis-resistant cancer cells. Target identification studies of these interesting compounds are underway.

Item Details

Item Type:Refereed Article
Keywords:anticancer activity, apoptosis resistance, ophiobolin A, polygodial, Wittig reaction
Research Division:Chemical Sciences
Research Group:Organic chemistry
Research Field:Organic chemical synthesis
Objective Division:Expanding Knowledge
Objective Group:Expanding knowledge
Objective Field:Expanding knowledge in the chemical sciences
UTAS Author:Olivier, WJ (Mr Wesley Olivier)
UTAS Author:Smith, JA (Associate Professor Jason Smith)
UTAS Author:Bissember, AC (Associate Professor Alex Bissember)
ID Code:147233
Year Published:2021
Web of Science® Times Cited:2
Deposited By:Chemistry
Deposited On:2021-10-20
Last Modified:2021-11-18
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