6486-05-1Relevant articles and documents
Structural variations on antitumour agents derived from bisacylimidoselenocarbamate. A proposal for structure-activity relationships based on the analysis of conformational behaviour
Font, María,Lizarraga, Elena,Ibá?ez, Elena,Plano, Daniel,Sanmartiń, Carmen,Palop, Juan A.
, p. 489 - 498 (2013/10/01)
A molecular modelling study has been carried out on a previously reported series of symmetrically substituted bisacylimidoselenocarbamate (BSeC) derivatives that show remarkable antitumour activity in vitro against a panel of human tumour cell lines. These derivatives can be considered as a central scaffold constructed around a methyl carbamimidoselenoate nucleus in which two heteroarylacyl fragments are located on the scaffold nitrogen atoms, thus forming the different BSeCs. The results reveal that the nature of the selected heteroaryl ring has a marked influence on the antiproliferative activity of the compounds and this can be related, as a first approximation, to the ability to release methylselenol (MeSeH), a compound that, according to our initial hypothesis, is ultimately responsible for the antitumour activity of the compounds under investigation. The release of MeSeH from the active BSeCs has been confirmed by means of Head Space Gas Chromatography Mass Spectrometry techniques. The data that support this connection include the topography of the molecules, the conformational behaviour of the compounds, which influences the accessibility of the hydrolysis point, the interaction map obtained for an O2H type probe, and the location and energy of the HOMO/LUMO orbitals.
Gas Phase Reactions, 23. Thermal decomposition of Open-Chain Dialkyl Sulfides, Disulfides and Diselenides
Hirabayashi, Takakuni,Mohmand, Shamsher,Bock, Hans
, p. 483 - 491 (2007/10/02)
The thermal decomposition of the dialkyl chalcogenide derivatives RSR, RSSR and RSeSeR (R = CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, C(CH3)3) in a heated flow tube is analyzed and optimized using PE spectroscopy.Whereas high-temperature pyrolysis >1000 K yields mixtures of thermodynamically favored final products like H2, CH4, CS2, and HCCH, the lowest thermal reaction channel produces homogeneously olefin, H2S, and sulfur or olefin, alkaneselenol, H2Se, and selenium, respectively.The decomposition temperatures increase from RSeSeR via RSSR towards RSR and also with decreasing size of the alkyl groups.Based on the experimental data the possible course of the thermal decomposition is discussed.
