1253228-44-2Relevant academic research and scientific papers
A novel and efficient synthesis of 3-aryl-5-(2-hydroxybenzoyl)pyridin-2(1H)-ones by re-cyclization of N-(oxopyranochromenyl)acetamides and their antineoplastic screening
Lácová, Margita,?akurda, Matú?,Koi?, Pavol,Addová, Gabriela,Bohá?, Andrej
, p. 55 - 69 (2019)
Abstract: We have developed a novel, simple and efficient methodology for preparation of yet unknown 3-aryl-5-(2-hydroxybenzoyl)pyridin-2(1H)-ones 3(a–g) by EtONa driven re-cyclization of N-(3-aryl-2-oxo-2,5-dihydropyrano[3,2-c]chromen-5-yl)acetamides 2(a
Synthesis of 3-phenyl-2H,5H-pyrano[3,2-c]chromen-2-one derivatives and their antineoplastic activity
Kovacikova, Lucia,Gasparova, Renata,Bohac, Andrej,Durana, Marian,Lacovaa, Margita
experimental part, p. 188 - 203 (2010/12/20)
Reaction of 4-oxo-4H-chromen-3-carbaldehydes 1 with phenylacetic acids 2 under mild conditions or microwave irradiation led to 3-phenyl-2-oxo-2H,5H- pyrano[3,2-c]chromen-5-yl acetates 3. At stronger conditions by-products 5-(2-hydroxybenzoyl)-3-phenyl-2H-pyran-2-ones 4 and 5-hydroxy-2H,10aH-pyrano[2, 3-b]chromen-2-ones 5 were also obtained. 5-Hydroxy- and 5-alkyloxy-2H,5H- pyrano[3,2-c]chromen-2-ones 6 and 7, respectively were easily prepared by reaction of 3 with water or alcohols. Twelve synthesized compounds were evaluated on their antineoplastic activities on 60 human tumour cell lines panels in NCI USA. According to the screening results 3-phenyl-2H,5H-pyrano[3,2- c]chromen-2-one was discovered as a new leading skeleton suitable for further development. Some SAR conclusions were made. Antitubuline mechanism for the most active compound 3g has been proposed. ARKAT USA, Inc.
