Conventional and Microwave-Assisted Syntheses and Solid-State Structure of New Coumarins and Angelicins

Microwave-assisted preparation, structural characterization, lipophilicity, and anti-cancer assay of some hydroxycoumarin derivatives

“…Compounds 2 and 3 were slightly active, while compounds 4 – 6 were considered inactive in the primary screen. Considering the cytotoxicity of the 4-, 5-, 7-cyanomethoxy derivatives of coumarins, only the introduction of cyanomethoxy group in 7-position seems to have pronounced effect [ 8 ]. Considering the lipophilicity in correlation with cytotoxic effect suggest that slight increase of lipophilicity (from 5-cyanomethoxy derivatives to 5-hydroxy derivatives lipophilicity differs by ca.…”

“…Cyanomethoxy derivatives of 7-hydroxycoumarin have been also shown as promising anti-tumor agents. 8-Acetyl-7-(cyanomethoxy)-4-methylcoumarin inhibited the growth of leukemia HL-60 (TB), K-562, RPMI-8226, non-small-cell lung cancer NCI-H522, and prostate cancer PC-3 cell lines [ 8 ].…”

4-(Decyloxy)phenyl 2-oxo-7-trifluoromethyl-2H-chromene-3-carboxylate

“…Organic compounds with a 2H-chromene ring system and their derivatives display a wide range of biological activities such as antiviral (Borges et al., 2005) and anti-inflammatory (Kontogiorgis et al, 2005) activity. They also display photochemical and photophysical properties, acting as molecular fluorescent sensors, laser dyes and have many industrial applications (Hejchman et al, 2011). Keeping this in mind we report here the structure of the 4-(decyloxy)phenyl 7-(trifluoromethyl)-2-oxo-2H-chromene-3-carboxylate(I), and its comparision with 4-(octyloxy)phenyl 2-oxo-2H-chromene-3 -carboxylate(II) (Palakshamurthy et al, 2013).…”

Solid state structure of new 5-[2-(N,N-diethylamino)ethoxy]-4,7-dimethylcoumarins by X-ray and 13C CP/MAS NMR

“…Firstly, the starting structures were constructed on the basis of the crystallographic atomic coordinates obtained for compound 3 (data in Section 'X-ray structure of 6-acetyl-5-[2-(N,N-diethylamino)ethoxy]-4,7-dimethylcoumarin hydrochloride (3)'). Then, the starting structures were constructed on the basis of the structurally related amino derivatives of coumarin previously studied in our group [9,20,21]. The analyzed structures differed in the conformations of N,N-(diethylamino)ethoxy substituent at C5, and the orientation of acetyl substituent at C6 in 2.…”