Isoform selectivities of novel 4-hydroxycoumarin imines as inhibitors of myosin II

Smith, Joshua D.; Brawley, Jhonnathan; Bordenave, Kate C; Olsen, Ryan K; Intasiri, Amarawan; Cremo, Christine R.; Bell, Thomas W.

doi:10.1016/j.ejmech.2022.115008

Cited by 4 publications

(2 citation statements)

References 62 publications

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“…The inhibition of muscle myosin is of interest to develop therapeutic agents for the treatment of hypercontractile states. On this ground, Bell and others designed novel 4-hydroxycoumarin imines as muscle myosin II inhibitors ( Smith et al, 2023 ). Among the synthesized derivatives, compound 226 ( Figure 7 ) showed the highest selectivity towards skeletal myosin (IC 50 = 3.3 μM) over the cardiac and smooth muscle isoforms (IC 50 > 100 μM).…”

Section: Biological Applications Of Coumarin Derivativesmentioning

confidence: 99%

Syntheses, reactivity, and biological applications of coumarins

Citarella,

Vittorio,

Dank

et al. 2024

Front. Chem.

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This comprehensive review, covering 2021–2023, explores the multifaceted chemical and pharmacological potential of coumarins, emphasizing their significance as versatile natural derivatives in medicinal chemistry. The synthesis and functionalization of coumarins have advanced with innovative strategies. This enabled the incorporation of diverse functional fragments or the construction of supplementary cyclic architectures, thereby the biological and physico-chemical properties of the compounds obtained were enhanced. The unique chemical structure of coumarine facilitates binding to various targets through hydrophobic interactions pi-stacking, hydrogen bonding, and dipole-dipole interactions. Therefore, this important scaffold exhibits promising applications in uncountable fields of medicinal chemistry (e.g., neurodegenerative diseases, cancer, inflammation).

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Section: Biological Applications Of Coumarin Derivativesmentioning

confidence: 99%

Syntheses, reactivity, and biological applications of coumarins

Citarella,

Vittorio,

Dank

et al. 2024

Front. Chem.

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“…Primarily, 4-hydroxycoumarin contains hydroxyl group at the 4-position, and 4hydroxycoumarin derivatives have shown an amazingly broad spectrum of pharmacological and physiological activities, and they are employed as the anti-inflammatory agents(Y. Yang et al 2023), anticoagulant (Abdelhafez et al 2010), antimicrobial(Belkhir-Talbi et al 2021, antibacterial (Patel et al 2013), antioxidant (Guerrero et al 2021), Muscle myosin II inhibitor(J. D. Smith et al 2023), antifungal (Chohan et al 2006), anti-HIV (Hassan et al 2016), antitumor(Z. Chen, Bi, and Su 2013), anti-cancer(X.-Q. Wang et al 2020), insecticidal(M. Wang et al 2009), p38 Mitogen-Activated Protein Kinase inhibitor (Wu et al 2023) and tyrosine kinase inhibitor(E. B.…”

Section: Introductionmentioning

confidence: 99%

Mangrove tree aerial root extract mediated green synthesis of Ag/Fe3O4/GO nanocomposite and its application as a catalyst for one pot synthesis of 7-phenyl-6H,7H-benzo[4,5]imidazo[2,1-b]chromeno[4,3-d][1,3]thiazin-6-one derivatives

Parthiban,

Kuppusamy,

Vanitha

et al. 2024

Preprint

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This research dealt with preparation of magnetically separable Ag/Fe3O4/rGO nanocomposite through green method using Mangrove tree aerial root extract as a stabilising agent. The morphology, size, chemical composition, magnetic property and other characteristic parameters of synthesized Ag/Fe3O4/GO nanocomposite were determined by analytical techniques like FT-IR, XRD, EDX and SEM. The results proved that the Mangrove tree aerial root extract has the ability of reduction of Ag+ ions and graphene oxide (GO) to Ag nanoparticles and reduced graphene oxide (rGO), respectively. The prepared Ag/Fe3O4/rGO nanocomposite is used successfully as a prompt catalyst for synthesis of 7-phenyl-6H,7H-benzo[4,5]imidazo[2,1-b]chromeno[4,3-d][1,3]thiazin-6-one derivatives by one-pot multicomponent reaction of hydroxycoumarin (10 mmol), mercaptobenzimidazole (10 mmol) and different aldehyde (10 mmol) in the presence of ethanol (10 ml) as an eco-benign solvent at reflux condition. By utilising this protocol, we have constructed 7-phenyl-6H,7H-benzo[4,5]imidazo[2,1-b]chromeno[4,3-d][1,3]thiazin-6-one derivatives in good to excellent yield of 80-90%. This synthesis involves formation for C-C, C-N, C-S bond. The synthesized organic heterocyclic compounds were examined for the green matrix properties such as atom economy (AE), E-factor and product mass intensity (PMI). This green protocol is of big interest due to employing simple, non-toxic heterogeneous, separable, reusable Ag/Fe3O4/GO as an eco-safe heterogenous catalyst and environmentally benign ethanol as a green solvent without the use of any harmful mineral acid and toxic transition metal catalyst.

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