1399134-32-7Relevant academic research and scientific papers
Synthesis and antimicrobial activity of some new coumarin and dicoumarol derivatives
El-Metwally, Souad A.,Regal, Mohsen K. A.,Shaban, Safa S.
, (2020)
PTC reaction of coumarin derivative 1 with alkyl halides afforded C4 oxygen alkylation products 2a-d in appreciative yield, whereas with phenyl isothiocyanate gives the C3 addition product 4; also, one-pot three-component PTC reactio
Synthesis and Antimicrobial Activity of Some New Coumarin and Dicoumarol Derivatives
El-Metwally, S. A.,Regal, M. K. A.,Shaban, S. S.
, p. 438 - 447 (2020/06/30)
Abstract: Phase transfer catalysis reaction of 4-hydroxy-6-methyl-2H-chromen-2-one with alkyl halides afforded C4 oxygen alkylation products of 2H-chromen-2-one derivatives in appreciative yield, whereas with phenyl isothiocyanate gives the C3 addition product of 4-hydroxy-6-methyl-2-oxo-N-phenyl-2H-chromene-3-carbothioamide, also one pot three component phase transfer reaction was investigated. Treatment of 4-hydroxy-6-methyl-2H-chromen-2-one with aromatic aldehydes in different molar ratios gives 3?arylidine and the dicoumarol derivatives. However pyrano chromene and pyrano pyridine were obtained by reaction of arylidine with ethyl acetoacetate through Michael cycloaddition reaction. The stability of pyrone ring in 3-arylidine and dicoumarol towards different nucleophilic reagents under reflux and/or fusion conditions has been studied by the action of, hydrazine hydrate, ammonium acetate, methyl amine and p-toluidine afforded compounds 1,2-bis(benzo[d][1,3]dioxol-5-ylmethylene)hydrazine, 1,2-bis(4-methoxybenzylidene)hydrazine and 2,6-bis((2,6-dihydroxy-3-methylphenyl)(hydroxy)methylene)-1-(4-methoxyphenyl)-4-(p-tolyl) piperidine-3,5-dione derivatives. The antimicrobial activity of some synthesized compounds has been investigated.
Synthesis and cytotoxic activity of non-naturally substituted 4-oxycoumarin derivatives
Serra, Silvia,Delogu, Giovanna,Casu, Laura,Vazquez-Rodriguez, Saleta,Santana, Lourdes,Uriarte, Eugenio,Chicca, Andrea,Gertsch, Juerg
, p. 5791 - 5794,4 (2020/07/31)
Coumarins are a large family of natural and synthetic compounds exerting different pharmacological effects, including cytotoxic, anti-inflammatory or antimicrobial. In the present communication we report the synthesis of a series of 12 diversely substituted 4-oxycoumarin derivatives including methoxy substituted 4-hydroxycoumarins, methyl, methoxy or unsubstituted 3-aryl-4-hydroxycoumarins and 4-benzyloxycoumarins and their anti-proliferative effects on breast adenocarcinoma cells (MCF-7), human promyelocytic leukemia cells (HL-60), human histiocytic lymphoma cells (U937) and mouse neuroblastoma cells (Neuro2a). The most potent bioactive molecule was the 4-hydroxy-5,7- dimethoxycoumarin (compound 1) which showed similar potency (IC50 0.2-2 μM) in all cancer cell lines tested. This non-natural product reveals a simple bioactive scaffold which may be exploited in further studies.
