8-Hydroxyquinoline derivatives suppress GLI1-mediated transcription through multiple mechanisms

Wen, Jiachen; Dash, Radha Charan; Zaino, Angela M.; Harrahill, Noah J.; Calhoun, Jackson T.; Dusek, Christopher O; Morel, Shana R.; Russolillo, Matthew; Hadden, M. Kyle

doi:10.1016/j.bioorg.2023.106387

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2024

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“…In its photo-induced excited state, 8HQ converts to zwitterionic isomers, in which the hydrogen atom is transferred from oxygen to nitrogen (Bardez et al, 1997). The complexes as well as the heterocycle itself exhibit antiseptic, disinfectant, and pesticidal properties (Phillips et al, 1956) and functions as a transcription inhibitor (Wen et al, 2023). Its solution in alcohol is used in liquid bandages.…”

Section: Structure Descriptionmentioning

confidence: 99%

Bis(8-hydroxyquinolinium) naphthalene-1,5-disulfonate tetrahydrate

Nazarov,

Turaev,

Alimnazarov

et al. 2024

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The interaction between 8-hydroxyquinoline (8HQ, C9H7NO) and naphthalene-1,5-disulfonic acid (H2NDS, C10H8O6S2) in aqueous media results in the formation of the salt hydrate bis(8-hydroxyquinolinium) naphthalene-1,5-disulfonate tetrahydrate, 2C9H8NO+·C10H6O6S2 2−·4H2O. The asymmetric unit comprises one protonated 8HQ+ cation, half of an NDS2– dianion symmetrically disposed around a center of inversion, and two water molecules. Within the crystal structure, these components are organized into chains along the [010] and [10\overline{1}] directions through O—H...O and N—H...O hydrogen-bonding interactions, forming a di-periodic network parallel to (101). Additional stabilizing interactions such as C—H...O, C—H...π, and π–π interactions extend this arrangement into a tri-periodic network structure

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Section: Structure Descriptionmentioning

confidence: 99%