Characterization of lipophilicity and antiproliferative activity of E-2-arylmethylene-1-tetralones and their heteroanalogues

Lipophilicity and antiproliferative activity profiling of 2-benzylidencycloalkanones

“…The methoxy derivatives can cause a slight decrease of the lipophilicity in the para (4 ) position while methoxy groups in the ortho-or meta position rather may increase the lipophilicity [11,15]. In full compliance with these earlier findings, now the same results have been found in both sublibraries (CP6, CP4-5).…”

“…Several representatives of these classes of compounds showed remarkable antiproliferative and cytotoxic effect-in a cytotoxicity screening against A431 human adenocarcinoma cells. Additional biological effects have been reported also and described previously elsewhere [12][13][14][15].…”

“…2) [27][28][29][30][31][32][33][34][35][36][37][38][39][40]. The preparation of 2-arylidenecyclopentanones was carried out at room temperature according to literature methods, while the synthesis of the 2-arylidenecyclohexanones was carried out at 100 • C. The structural characterization of the known compounds is based on the previously published NMR data [15,26]. The new compounds have been prepared in a similar way as mentioned above.…”

Assessing the drug-likeness of lamellarins, a marine-derived natural product class with diverse oncological activities

“…In contrast, the two substituents located at C13 and C14 are more comparable in their physicochemical nature, considering that switching the hydroxy and methoxy groups between these two positions causes minimal changes in both the calculated and experimentally determined logP values (Table 4). All these findings demonstrate that not only the chemical nature, but also the position, of substituents could affect the lipophilicity of the molecules, as previously reported for smaller compounds [43][44][45][46].…”

“…As a result, the deviations between the calculated and measured logP values are partly governed by the reliability of those atomic and fragmental values which, in turn, depends on the methods and the classes of compounds from which these values have been derived. Additionally, a key problem with most logP software packages is that they typically assume almost constant logP increments associated with related substituent changes, even though equivalent substitutions at different positions can have dramatically different effects [43][44][45][46].…”