187242-01-9Relevant academic research and scientific papers
Synthesis and reactions of some new substituted spirofurochromanone derivatives
El-Desoky, El-Sayed I.,Hammad, Mahmoud A.,Grant, Nabil,El-Telbany, Emad M.,Abdel-Rahman, Abdel Rahman H.
, p. 15799 - 15806 (1997)
Condensation of different cyclic ketones with visnaginone 1a and khellinone 1b afforded spirofurochromanone derivatives 2a-f. Compounds 23 and 2b were readily demethylated to give the compounds 3a and 3b. Nitration of 2b and 2e gave the nitrofurochromonone and quinone derivatives 4 and S respectively. The chroman-4-ol derivatives 6a and 6b were obtained from reduction of 2b and 2e which were directly dehydrated to give compounds 7a and 7b respectively. Also, amide 6c was prepared which failed to provide 6d on acid hydrolysis. Bromination of the chromene 7a gave the corresponding g-bromo derivative 7c and failed to give compound 8. Treatment of 2b with NBS afforded the corresponding 2,9-dibromo derivative 10. The chromanones 2b and 2e were reacted with hydroxylamine, phenyl hydrazine, aniline and paraformaldehyde to give the products 11a-e and 12a,b.
Preparation of new polycyclic compounds derived from benzofurans and furochromones. An approach to novel 1,2,3-thia-, and selena-diazolofurochromones of anticipated antitumor activities
Atta, Sanaa M.Sh.,Farrag, Dalia S.,Sweed, Ayman M.K.,Abdel-Rahman
, p. 4920 - 4927 (2010)
Base catalyzed condensation of enaminoketones (3a,b) with malononitrile yields the respective 7-imino-5[2(substituted)prop-1-enyl]furochromene-6- carbonitriles (4a-d) according to the nature of base used. Compounds (3a, b) condense also with indan-1,3-diketone (5) to give α, β-unsaturated carbonyl compounds (6a) and (6b), respectively. Pyrrolidine-catalyzed condensation of visnaginone (2a) and khellinone (2b) with active methylenes yields the corresponding 1-[7,7-(substituted) furobenzodihydropyrone derivatives (7a-e) which condense with semicarbazide to give the respective semicarbazones (8a-e). Compounds (8b,e) react with thionyl chloride to give the respective 1,2,3-thiadiazoles (9a,b) meanwhile compounds (8a-e) react also with selenium dioxide to give 1,2,3-selenadiazoles (9c-g), respectively. Chalcones (11a,b) were obtained upon condensing (2a,b) with ferrocene-2-carboxaldehyde (10). Compatible elementary and spectroscopic measurements were in good accord with the structures postulated for the new compounds. The antitumor activities of certain selected new compounds were screened, in vitro, against a panel of four (breast: MCF-7, cervix: HELA, colon: HCT116 and liver: HEPG2) human solid tumor cell lines and the structure activity relationship (SAR) was discussed.
