1847-00-3Relevant articles and documents
Coumarins and adenosine receptors: New perceptions in structure–affinity relationships
Fonseca, André,Matos, Maria Jo?o,Vilar, Santiago,Kachler, Sonja,Klotz, Karl-Norbert,Uriarte, Eugenio,Borges, Fernanda
, p. 245 - 256 (2017/12/29)
Adenosine receptor (AR) subtypes are involved in several physiological and pharmacological processes. Ligands that are able to selectively modulate one receptor subtype can delay or slow down the progression of diverse diseases. In this context, our research group focused its investigation into the discovery and development of novel, potent and selective AR ligands based on coumarin scaffold. Therefore, a series of 3-phenylcarboxamidocoumarins were synthesized and their affinity for the human AR subtypes was screened by radioligand binding assays for A1, A2A and A3 receptors and for A2B by adenylyl cyclase assay. Compound 26 was found to be the most remarkable, with a hA1/hA3 and hA2A/hA3 selectivity of 42, for the A3 AR (Ki?=?2.4?μm). Receptor-driven molecular modelling studies have provided valuable information on the binding/selectivity data of compound 26 and for the following optimization process. Moreover, compound 26 presents drug-like properties according to the general guidelines linked to the concept.
1,1'-carbonyldiimidazole (cdi) mediated facile synthesis, structural characterization, antimicrobial activity, and in-silico studies of coumarin- 3-carboxamide derivatives
Salar, Uzma,Khan, Khalid M.,Fakhri, Muhammad I.,Hussain, Shafqat,Tauseef, Saima,Ameer, Shagufta,Wadood, Abdul,Khan, Huma,Perveen, Shahnaz
, p. 86 - 101 (2018/02/14)
Background: Despite the availability of a variety of antibacterial agents, re-emergence of pathogenic bacteria is still a serious medical concern. So, identification of new, safer, and selective antibacterial agents is the key interest in the medicinal chemistry research. Method: To explore the antimicrobial activity of coumarin-3-carboxamides for a range of bacterial and fungal strains, twenty eight derivatives were synthesized by the reaction of coumarin-3-carboxylic acid with a variety of aniline derivatives in the presence of 1,1'-carbonyldiimidazole (CDI). All compounds were structurally characterized by different spectroscopic techniques EI-MS, HREI-MS, 1H-NMR, 13C-NMR, and evaluated for antimicrobial activities (antibacterial and antifungal). Results: A number of compounds showed good to weak antibacterial activity against various strains of Gram-positive and Gram-negative bacteria. Amongst them, compound 28 displayed noticeable inhibition against five strains of Gram-positive (Bacillus subtilis, Corynebacterium xerosis, Staphylococcus aureus, Streptococcus faecalis, and MRSA) and four strains of Gram-negative bacteria (Klebsiella pneumoniae, Pseudomonas aeruginosa, Enterobacter aerogene, and Shigella dysenteria). However, none of the compounds showed antifungal activity against tested fungi. MIC values were determined for most of the active compounds 2, 15, and 28 against particular bacterial cultures. In silico studies were performed on the most active compound 28 in order to specify and verify the target for antibacterial activity of synthetic coumarin-3-carboxamide derivatives. The cytotoxicity of these compounds on mammalian cells is unknown yet but we are planning to carry out research on the cytotoxic aspect of these compounds in future. Conclusion: The newly identified compounds may serve as lead molecules for the future research regarding the identification of new antibacterial agents.
Synthesis and pharmacological activity of 2-oxo-(2H) 1-benzopyran-3-carboxamide derivatives
Bonsignore,Loy,Secci,Calignano
, p. 517 - 520 (2007/10/02)
Continuing our research on the synthesis and biological activity of heterocyclic compounds synthesized by carbon suboxide, we prepared and screened some 2-oxo-(2H) 1-benzopyran-3-carboxamide derivatives. The results of pharmacological assays are reported
