32153-87-0Relevant academic research and scientific papers
Influence of the Headgroup of Azolium-Based Lipids on Their Biophysical Properties and Cytotoxicity
Rühling, Andreas,Wang, Da,Ernst, Johannes B.,Wulff, Stephanie,Honeker, Roman,Richter, Christian,Ferry, Angélique,Galla, Hans-Joachim,Glorius, Frank
, p. 5920 - 5924 (2017)
A series of (un-)charged NHC derivatives bearing two pentadecyl chains in the backbone was studied in detail to find cooperative effects between the membrane and the NHC derivative. The tendency to show lipid-like behavior is dependent on the properties of the NHC derivative headgroup, which can be modified on demand. The surface activity was investigated by film balance measurements, epifluorescence microscopy, and differential scanning calorimetry. Additionally the cytotoxicity was evaluated against different cell lines such as eukaryotic tumor cell lines. These novel lipid-like NHC derivatives offer a broad spectrum for biological applications.
Anisotropic, Organic Ionic Plastic Crystal Mesophases from Persubstituted Imidazolium Pentacyanocyclopentadienide Salts
Goossens, Karel,Rakers, Lena,Heinrich, Beno?t,Ahumada, Guillermo,Ichikawa, Takahiro,Donnio, Bertrand,Shin, Tae Joo,Bielawski, Christopher W.,Glorius, Frank
, p. 9593 - 9603 (2019/12/24)
We describe the synthesis, supramolecular organization, and thermal characteristics of an unprecedented family of symmetric 1,2,3,4,5-pentaalkylimidazolium ([(Cn)5im]+) salts equipped with halide, nitrate, or pentacyanocyclopentadienide ([Cp(CN)5]-) counterions. Salts containing relatively small anions were obtained as low-melting solids, whereas those with [Cp(CN)5]- anions were found to be ionic liquids even below room temperature. A permethylated derivative, [(C1)5im][Cp(CN)5], proved to be exceptional. Upon heating, the salt self-organized into a new type of organic ionic plastic crystal (OIPC) mesophase, which was termed Mhex and whose anisotropic structure featured hexagonally ordered, rotating anionic stacks positioned within a continuum composed of disordered cations. The structure of the mesophase resembles that of classical columnar liquid-crystalline phases, despite the absence of long, flexible chains. In the Mhex phase, the cations surrounding the anionic columns effectively fulfill the role of "softening" structural constituents, much in the same way as flexible chains. The discovery of the novel mesophase, which displays a two-dimensional, and thus intrinsically anisotropic, lattice resulting from the rotation of entire ionic assemblies around a columnar axis, represents a new paradigm in the field of OIPCs. Relatively high ionic conductivities were measured in the Mhex phase, particularly after doping with the corresponding sodium salt, Na[Cp(CN)5], demonstrating the materials' potential for use in electrochemical applications such as sodium-ion batteries.
A Remarkably Simple Class of Imidazolium-Based Lipids and Their Biological Properties
Wang, Da,Richter, Christian,Rühling, Andreas,Drücker, Patrick,Siegmund, Daniel,Metzler-Nolte, Nils,Glorius, Frank,Galla, Hans-Joachim
, p. 15123 - 15126 (2015/11/02)
A series of imidazolium salts bearing two alkyl chains in the backbone of the imidazolium core were synthesized, resembling the structure of lipids. Their antibacterial activity and cytotoxicity were evaluated using Gram-positive and Gram-negative bacteria and eukaryotic cell lines including tumor cells. It is shown that the length of alkyl chains in the backbone is vital for the antibiofilm activities of these lipid-mimicking components. In addition to their biological activity, their surface activity and their membrane interactions are shown by film balance and quartz crystal microbalance (QCM) measurements. The structure-activity relationship indicates that the distinctive chemical structure contributes considerably to the biological activities of this novel class of lipids. Lipids! A series of imidazolium salts bearing two alkyl chains in the backbone were synthesized, resembling the structure of lipids. The biological activity resulting from their surface activity and membrane interaction are shown (see figure), which were determined by the alkyl chain length.
Ruthenium catalyzed oxidation of 1,2-diols to 1,2-diketones using bromamine-T as an oxidizing agent
Jain, Suman L.,Sharma, Vishal B.,Sain, Bir
, p. 465 - 469 (2007/10/03)
A variety of 1,2-diols were selectively oxidized to their corresponding 1,2-diketones with bromamine-T using RuCl3 · xH2O as catalyst in alkaline acetonitrile/ water (1:1) medium. The reaction was pH dependent (pH 8.4), and at higher pH the rate of the reaction decreased significantly. Copyright Taylor & Francis, Inc.
A new and efficient transition metal-free oxidation of secondary alcohols to ketones using aqueous HBr and H2O2
Sharma, Vishal B.,Jain, Suman L.,Sain, Bir
, p. 173 - 175 (2007/10/03)
Aqueous HBr/H2O2 was found to be an efficient and green system for the oxidation of secondary alcohols in excellent yields under very mild conditions.
Methyltrioxorhenium catalyzed oxidation of 1,2-diols to 1,2-diketones using hydrogen peroxide as oxidant
Jain, Suman L.,Sharma, Vishal B.,Sain, Bir
, p. 1233 - 1235 (2007/10/03)
A variety of 1,2-diols were oxidized selectively to the corresponding 1,2-diketones by the dropwise addition of 30% aqueous hydrogen peroxide using methyltrioxorhenium as catalyst.
Aerobic oxidation of α-hydroxycarbonyls catalysed by trichlorooxyvanadium: Efficient synthesis of α-dicarbonyl compounds
Kirihara, Masayuki,Ochiai, Yuta,Takizawa, Shinobu,Takahata, Hiroki,Nemoto, Hideo
, p. 1387 - 1388 (2007/10/03)
α-Hydroxycarbonyls were efficiently oxidized into α-dicarbonyls using a catalytic amount of trichlorooxyvanadium under an oxygen atmosphere.
