105205-66-1Relevant articles and documents
Synthesis and anticancer activity of 2-benzylidene indanones through inhibiting tubulin polymerization
Prakasham,Saxena,Luqman, Suaib,Chanda, Debabrata,Kaur, Tandeep,Gupta, Atul,Yadav,Chanotiya,Shanker, Karuna,Khan,Negi, Arvind S.
, p. 3049 - 3057 (2012/07/03)
In an attempt to discover a potent and selective anticancer agent, gallic acid has been modified to benzylidene indanones as tubulin polymerization inhibitors. These compounds were evaluated against several human cancer cell lines and also evaluated for inhibition of tubulin polymerase in in vitro assays. Three of the analogues exhibited strong cytotoxicity against human cancer cell lines IC50 = 10-880 nM and also showed tubulin polymerization inhibition (IC50 = 0.62-2.04 μM). Compound 9j, the best candidate of the series was found to be non-toxic in acute oral toxicity in Swiss-albino mice up to 1000 mg/kg dose.
Tuning the polarization along linear polyaromatic strands for rationally inducing mesomorphism in lanthanide nitrate complexes
Terazzi, Emmanuel,Guenee, Laure,Morgantini, Pierre-Yves,Bernardinelli, Gerald,Donnio, Bertrand,Guillon, Daniel,Piguet, Claude
, p. 1674 - 1691 (2008/02/04)
The opposite orientation of the ester spacers in the rodlike ligands L4C12 (benzimidazole-OOC-phenyl) and L5C12 (benzimidazole-COO-phenyl) drastically changes the electronic structure of the aromatic systems, without affecting their meridional Incoordination to trivalent lanthanides, Ln111, and their thermotropic liquid crystalline (i.e., mesomorphic) behaviors. However, the rich mesomorphism exhibited by the complexes [Ln(L4C12)-(NO3)3] (Ln = La-Lu) vanishes in [Ln-(L5C12)(NO3)3], despite superimposable molecular structures and comparable photophysical properties. Density functional theory (DFT) and time-dependant DFT calculations performed in the gas phase show that the inversion of the ester spacers has considerable effects on the electronic structure and polarization of the aromatic groups along the strands, which control residual intermolecular interactions responsible for the formation of thermotropic liquid-crystalline phases. As a rule of thumb, an alternation of electron-poor and electron-rich aromatic rings favors intermolecular interactions between the rigid cores and consequently mesomorphism, a situation encountered for L4C12, L5C12, [Ln(L4C12)(NO3)3], but not for [Ln(L5 C12)(NO3)3]. The intercalation of an additional electron-rich diphenol ring on going from [Ln(L5C12)-(NO 3)3] to [Ln(L6C12)(NO3)3] restores mesomorphism despite an unfavorable orientation of the ester spacers, in agreement with our simple predictive model.
