16245-97-9Relevant articles and documents
Novel amphiphilic chitosan derivatives: Synthesis, characterization and micellar solubilization of rotenone
Lao, Shui-Bing,Zhang, Zhi-Xiang,Xu, Han-Hong,Jiang, Gang-Biao
, p. 1136 - 1142 (2010)
Novel amphiphilic chitosan derivatives N-(octadecanol-1-glycidyl ether)-O-sulfate chitosan (NOSCS) with octadecanol glycidyl ether as hydrophobic groups and sulfate as hydrophilic groups were synthesized successfully. The NOSCS were characterized with 1H NMR, FT-IR, and their critical micellar concentrations (CMCs) were found to be 3.55 × 10-3 to 5.50 × 10-3 mg/mL. The degree of substitution (DS) of octadecanol glycidyl ether grafted on chitosan was ranging from 0.6% to 7.1%. NOSCS could form polymeric micelles with the size of 167.7-214.0 nm by self-assembly in aqueous solution. Rotenone, a water-insoluble botanical insecticide, was entrapped into NOSCS micelles solution by reverse micelle method. And the highest rotenone concentration was up to 26.0 mg/mL, which was much higher than that in water (0.002 mg/mL). Therefore, NOSCS nano micelles may be useful as a prospective carrier for control released agrochemical.
Synthesis of natural 1- O -alkylglycerols: A study on the chemoselective opening of the epoxide ring by onium quaternary salts (N and P) and ionic liquids
Nascimento, Thiana Santiago,Braga, Esther Faria,Casaes Gomes, Giselle Cristina,Batista, William Rom?o,Mazzei Albert, André Luís,Capella Lopes, Rosangela Sabbatini,Lopes, Claudio Cerqueira
, p. 1050 - 1054 (2020/01/23)
A chemoselective route for the synthesis of 1-O-alkylglycerols chimyl (1), batyl (2), and selachyl (3) is reported. These compounds can be naturally isolated from shark liver oil and the skin of animals such as stingrays and chimeras and exhibit potential anti-fouling activity. The synthetic approach developed in this work included two distinct methods of preparation. The first was based on solvent-free reactions catalyzed by onium quaternary salts (N and P) and ionic liquids; the second methodology was based on a series of one-pot reactions.
Hydrophobically assisted switching phase synthesis: The flexible combination of solid-phase and solution-phase reactions employed for oligosaccharide preparation
Bauer, Joerg,Rademann, Joerg
, p. 7296 - 7297 (2007/10/03)
Hydrophobically assisted switching phase (HASP) synthesis is a concept that allows the choice between the advantages of solid-supported chemistry and those of solution-phase synthesis. Starting from the examination of adsorption and desorption properties of hydrophobic molecules to and from reversed-phase silica, we designed a dilipid as a quantitative and fully reversible HASP anchor, permitting final product release. The utility of this new tool in synthetic organic chemistry was demonstrated on oligosaccharide preparation. The synthesis of a pentarhamnoside was accomplished by repetitive glycosylation reactions. Glycosylations were conducted preferably in solution, whereas all protecting group manipulations were performed on solid support. Without the need for chromatographic purification of intermediates, the HASP system furnished the final product after 12 linear steps with average yields of 94% per step at a scale of 0.1 mmol, thus overcoming several of the limitations encountered in the solid-phase synthesis of complex carbohydrates. Copyright
