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Clicking Fe metallohelices tunes cancer-cell selectivity

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Copper-click derivatisation of a stable Fe2L3 helix gives Δ-[Fe2L3a3]Cl4, which is more cancer-selective than the parent, hits cancer stem cells, and still has a fully characterised coordination core.

Source

Discovery of selective, antimetastatic and anti-cancer stem cell metallohelices <i>via</i> post-assembly modification

Song H, Rogers NJ, Allison SJ, et al. · Chemical science · 2019

doi.org/10.1039/c9sc02651gRead the full paper ↗21 citationscc by

What they did

Authors CuAAC-functionalised triplex alkynyl metallohelices, confirmed products by NMR/MS, then compared enantiomers in cancer versus non-cancer cells, wound-healing, invasion, Na+/K+ ATPase, and CD133+ colonosphere assays.

What they found

Click conversion raised ovarian/breast potency ~7–25-fold. Δ-[Fe2L3a3]Cl4 left 71% of a scratch open versus 33% control, cut invasion 58%, IC50 1.21 μM on CD133+ CSCs, and inhibited Rb+ uptake 35–47%. p53-null cells were not resistant.

The limits

What it doesn't show

These are cell-based pharmacology endpoints, not a clinical anticancer trial or a solved target co-crystal of the helix with Na+/K+ ATPase.

Key terms

Metallohelix
Self-assembled multimetallic helical coordination compound, here Fe2L3.
Post-assembly modification (PAM)
Covalent chemistry on an already-formed cage/helix, here CuAAC.
Δ vs Λ
Enantiomers of the helix; Δ is more cancer-selective for the clicked series.
CuAAC
Copper-catalysed azide–alkyne cycloaddition used to add benzyltriazoles.
CSC
Cancer stem cell–enriched CD133+ populations assayed as colonospheres.

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Research intelligence for this paper

See its role on concept claims, tensions it is part of, placement history, and related discoveries.

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Quiz yourself

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PAM on these helices used:

Common questions

What reaction did PAM use?

CuAAC of alkynyl helices with benzyl azides.

Which enantiomer is more cancer-selective after clicking?

The Δ isomer of [Fe2L3a3]Cl4.

CSC IC50 on HCT116.CD133+?

1.21 ± 0.25 μM.

Does p53 loss confer resistance?

Not for the Δ-metallohelices, unlike cisplatin.

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