10157-76-3Relevant articles and documents
Rapid configuration analysis of the solenopsins
Pianaro, Adriana,Fox, Eduardo G.P.,Bueno, Odair C.,Marsaioli, Anita J.
, p. 635 - 642 (2012)
A protocol for rapid access to the relative and absolute configurations of the solenopsins, the venom alkaloids of fire ants (Solenopsis spp.), was developed based on chiral capillary gas chromatography. The synthesis of racemic mixtures of 2-methyl-6-alkylpiperidines and the isolation of natural (2R,6R)- and (2R,6S)-2-methyl-6-undecylpiperidines allowed for the standardization of the chromatographic method. Application of this protocol revealed the previously unknown natural occurrence of four stereoisomers of 2-methyl-6-undecylpiperidine in venom samples from workers and gynes of Solenopsis saevissima.
Interaction of doxorubicin hydrochloride in the presence of, mixed aggregate of ibuprofen sodium and cationic lipid
Li, Guanyi,Liu, Chenyu,Qiao, Weihong,Srivastava, Anirudh
, (2020)
This research was highlighted the importance of mixed aggregates based on drug-lipid to improve the interaction of one or more drugs in aqueous medium. This mixed aggregate can significantly inhibit the growth of MCF-7 cells, and has great potential for anti-inflammatory and cancer treatment after tumor removal. The cationic lipid (CL) has been synthesized with multistep reaction and is characterized by 1H NMR and mass spectroscopy. CL and ibuprofen (IBF) physiochemical analysis was investigated using surface tension, conductance, dynamic light scattering (DLS), and electron microscope transmission (TEM). The strong synergism between mixed aggregate (LIB) system CL and IBF was observed. The study on UV spectroscopy measured that the LIB mixed aggregate showed optimum binding to doxorubicin hydrochloride (DOX) and the binding constant Log Kb was 6.17 compared to single CL, the Log Kb was 5.83. Binding results indicated that the DOX was more encapsulated in mixed LIB aggregates compared to single CL aggregates. This mixed aggregate LIB has excellent performance in controlling the release of drugs. For single CL aggregate, approximately 62.5percent DOX was released after 72 h (pH = 7.4). However, LIB such as, (0.1αCL+ 0.9αIBF), the release of DOX decreased to 16.08percent. Finally, LIB mixed aggregate applicability has been used to minimize the cytotoxicity of MCF-7 cells, and it has been found that DOX in LIB mixed aggregates has a higher inhibitory effect on cell growth than DOX in CL.
A facile and versatile electro-reductive system for hydrodefunctionalization under ambient conditions
Huang, Binbin,Guo, Lin,Xia, Wujiong
supporting information, p. 2095 - 2103 (2021/03/26)
A general electrochemical system for reductive hydrodefunctionalization is described, employing the inexpensive and easily available triethylamine (Et3N) as a sacrificial reductant. This protocol is characterized by facile operation, sustainable conditions, and exceptionally wide substrate scope covering the cleavage of C-halogen, N-S, N-C, O-S, O-C, C-C and C-N bonds. Notably, the selectivity and capability of reduction can be conveniently switched by simple incorporation or removal of an alcohol as a co-solvent.
Synthesis of structural analogues of hexadecylphosphocholine and their antineoplastic, antimicrobial and amoebicidal activity
Timko, Luká?,Fischer-Fodor, Eva,Garajová, Mária,Mrva, Martin,Chereches, Gabriela,Ondriska, Franti?ek,Bukovsky, Marián,Luká?, Milo?,Karlovská, Janka,Kubincová, Janka,Devínsky, Ferdinand
, p. 263 - 273 (2015/05/26)
Twelve derivatives of hexadecylphosphocholine (miltefosine) were synthesized to determine how the position and length of the alkyl chain within the molecule influence their biological activities. The prepared alkylphosphocholines have the same molecular formula as miltefosine. Activity of the compounds was studied against a spectrum of tumour cells, two species of protozoans, bacteria and yeast. Antitumour efficacy of some alkylphosphocholines measured up on MCF-7, A2780, HUT-78 and THP-1 cell lines was higher than that of miltefosine. The compounds showed antiprotozoal activity against Acanthamoeba lugdunensis and Acanthamoeba quina. Some of them also possess fungicidal activity against Candida albicans equal to miltefosine. No antibacterial activity was observed against Staphylococcus aureus and Escherichia coli. A difference in position of a long hydrocarbon chain within the structure with maximum efficacy was observed for antitumour, antiprotozoal and antifungal activity.
A mild, palladium-catalyzed method for the dehydrohalogenation of alkyl bromides: Synthetic and mechanistic studies
Bissember, Alex C.,Levina, Anna,Fu, Gregory C.
supporting information, p. 14232 - 14237 (2012/11/06)
We have exploited a typically undesired elementary step in cross-coupling reactions, β-hydride elimination, to accomplish palladium-catalyzed dehydrohalogenations of alkyl bromides to form terminal olefins. We have applied this method, which proceeds in excellent yield at room temperature in the presence of a variety of functional groups, to a formal total synthesis of (R)-mevalonolactone. Our mechanistic studies have established that the rate-determining step can vary with the structure of the alkyl bromide and, most significantly, that L2PdHBr (L = phosphine), an intermediate that is often invoked in palladium-catalyzed processes such as the Heck reaction, is not an intermediate in the active catalytic cycle.
Copper-catalyzed cross-coupling reaction of organoboron compounds with primary alkyl halides and pseudohalides
Yang, Chu-Ting,Zhang, Zhen-Qi,Liu, Yu-Chen,Liu, Lei
supporting information; experimental part, p. 3904 - 3907 (2011/05/15)
Non-activated alkyl electrophiles, including alkyl iodides, bromides, tosylates, mesylates, and even chlorides, underwent copper-catalyzed cross-coupling with aryl boron compounds and alkyl 9-BBN reagents (see scheme; 9-BBN=9-borabicyclo[3.3.1]nonane). The reactions proceed with practically useful reactivities and thus complement palladium- and nickel-catalyzed Suzuki-Miyaura coupling reactions of alkyl halides.
Substantive hydrophobic cationic UV-absorbing compounds
-
, (2008/06/13)
Substantive UV absorbing organic-soluble quaternary salts of cinnamidoalkylamine are described. Hair, skin and fabric care compositions containing the compounds of formula I. wherein R1 is a substituent, selected from H, halo, —OH, —NH2, —NO2, —OCH3, —N(CH3)2, alkyl groups containing from 1 to 6 carbon atoms, alkoxy groups containing from 1 to 6 carbon atoms, alkylamino or N,N-dialkylamino groups containing from 1 to 6 carbon atoms; R2 is selected from hydrogen, alkyl group containing from 1 to 12 carbon atoms; R3 and R4 are independently selected from benzyl, alkyl group containing from 1 to 12 carbon atoms, n is an integer from 1 to 6; R5 is selected from an alkyl group containing from 8 to 22 carbon atoms; alkenyl groups containing from 8 to 22 carbon atoms; R7 is selected from bromo, chloro, nitro, methyl and ethyl groups.
Synthesis and Mesomorphism of [N,N'-Bis(3',4'-didodecyloxyphenyl)diaminoglyoxime] Complexes with Nickel and Palladium
Guemues, G.,Ahsen, V.
, p. 167 - 178 (2007/10/03)
A new vic-dioxime, [N,N'-Bis(3',4'-didodecyloxyphenyl)diaminoglyoxime](H2L) has been prepared from 3,4-didodecyloxyaniline and (E,E)-dichloroglyoxime. The (E,E)- and (E,Z)-forms of Ni(II) complex have been isolated, but palladium complex could
Scope and utility of a new soluble copper catalyst [CuBr-LiSPh-LiBr-THF]: A comparison with other copper catalysts in their ability to couple one equivalent of a Grignard reagent with an alkyl sulfonate
Burns, Dennis H.,Miller, Jeffrey D.,Chan, Ho-Kit,Delaney, Michael O.
, p. 2125 - 2133 (2007/10/03)
A mixture of equal amounts of CuBr-SMe2, LiBr, and LiSPh in THF at 0°C furnished a new soluble copper catalyst that was highly efficient at coupling primary, secondary, tertiary, aryl, vinyl, and allylic Grignard reagents to primary tosylates and primary Grignard reagents to secondary tosylates and mesylates, all with the use of only 1 equiv of Grignard reagent. The new catalyst was shown to be much more reactive than copper catalysts CuBr and Li2CuCl4 and more efficient in the transference of secondary and tertiary alkyl groups than lower order cuprates (Gilman reagents) and demonstrated more reactivity than the lower order cuprates with its ability to couple primary Grignard reagents to secondary sulfonates. The Grignard reagent/catalyst system was compatible with an ester functionalized tosylate, thus proving to be more chemoselective than a Grignard reagent without the catalyst. The catalyst exhibited good reactivity below room temperature, and with the addition of 6% v/v of HMPA to the catalyst solution, excellent yields of coupled product were obtained within a 25-67°C temperature range. 1H NMR demonstrated that the catalyst solution consisted of several species that most likely were composed of copper ligated with thiophenol, THF, and LiBr in aggregated forms.
Benzene sulfonate quaternary ammonium salts of organic sunscreen carboxylic acids
-
, (2008/06/13)
Compositions of benzene sulfonate quaternary ammonium salts of organic sunscreen carboxylic acids have substantially for human hair and protect it from the undesirable effects of sunlight.
