Isoquinoline-Based Biaryls as a Robust Scaffold for Microtubule Inhibitors

06 August 2019, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

We here report the discovery of isoquinoline-based biaryls as a new scaffold for colchicine domain tubulin inhibitors. Colchicine domain inhibitors comprise a structurally diverse class of compounds offering highly desirable cytotoxic and vascular disrupting bioactivities. Current research on colchicine domain inhibitors is focused on improving in vivo robustness and tolerability: properties that are inextricably linked to the scaffold structure employed. The isoquinoline-based biaryl scaffold we now report offers high-potency tubulin inhibition with excellent robustness and druglikeness, allowing solubility, in vivo tolerability and facile late-stage structural diversification through a tolerant synthetic route. We have confirmed the tubulin-binding properties and mechanism of these isoquinoline-based biaryls through a series of cellular tests and established safe in vivo dosing parameters in mice. By addressing several problems facing the current families of inhibitors, we thus expect that this new scaffold will find a range of powerful in vivo applications towards translational use in cancer therapy.

Keywords

colchicine
cytoskeleton
isoquinoline
microtubule
microtubule dynamics inhibitors
tubulin polymerization inhibitor
biaryl

Supplementary materials

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Description
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Title
Kraus Glas et al 2019 IQTubs Supp v1.4
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