Synthesis and biological screening of a library of macamides as TNF-α inhibitors
Entity
UAM. Departamento de Química OrgánicaPublisher
The Royal Society of ChemistryDate
2020-08-06Citation
10.1039/d0md00208a
RSC Medical Chemistry 2020, Advance Article
ISSN
2040-2503 (print); 2040-2511 (online)DOI
10.1039/d0md00208aFunded by
This work was supported by the Fundación de la Universidad Autónoma de Madrid (FUAM)Editor's Version
https://doi.org/10.1039/D0MD00208ASubjects
Macamide; Citotoxicity; TNF-α; Anti-inflammatory activity; QuímicaRights
© The Royal Society of Chemistry 2020Abstract
Thirty-five macamide analogues were synthesised by modifying the initial molecular structure. The resulting structures were confirmed using NMR and MS. Cytotoxicity and the anti-inflammatory activity of these synthetic macamides were evaluated in the THP-1 cell line. Preliminary biological evaluation indicated that most of these synthetic macamides did not present cytotoxicity (MTT assay) in the tested cell line with respect to the control (actinomycin D). Regarding the anti-inflammatory activity, several analogues had a greater potential for inhibition of TNF-α than natural macamides. Synthetic macamide 4a was the most active (IC50 = 0.009 ± 0.001 μM) compared to the C87 (control). Through looking at the link between the chemical structure and the activity, our study proves that changes made to natural macamides at the level of the alkyl chain, the benzyl position, the amide bond, and the addition of two methyl groups to the aromatic ring (meta position) lead us to obtaining new macamides with greater anti-inflammatory activity
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Google Scholar:Tena Pérez, Víctor
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Apaza Ticona, Luis
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Madalina Serban, Andreea
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Acero Gómez, Javier
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Rumbero Sánchez, Ángel
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