5518-21-8Relevant articles and documents
Fabrication of microspheres via solvent volatization induced aggregation of self-assembled nanomicellar structures and their use as a pH-dependent drug release system
Zhang, Lidong,Jeong, Young-Il,Zheng, Sudan,Suh, Hongsuk,Kang, Dae Hwan,Kim, Il
, p. 65 - 74 (2013/03/14)
A series of oleamide derivatives, (C18H34NO) 2(CH2)n [n = 2 (1a), 3 (1b), 4 (1c), or 6 (1d); C18H34NO = oleic amide fragment] and (C 18H34NO)(CH2)6NH2 (2), have been synthesized and their self-assembly is investigated in ethanol/water media. Self-assembly of 1a and 1b in ethanol/water (1/0.1 v/v) solution (5 mg mL-1) yields microspheres (MSs) with the average diameter ～10 μm via a gradual temperature reduction and solvent volatilization process. Under the same self-assembly conditions, microrods (average diameter ～6 μm and several tens of micrometers in length), micronecklace-like, and shape-irregular microparticles are formed from the self-assembly of 1c, 1d, and 2, respectively. The kinetics of evolution for their self-assemblies by dynamic light scattering technique and in situ observation by optical microscopy reveals that the microstructures formation is from a well-behaved aggregation of nanoscale micelles induced by solvent volatilization. The FT-IR and temperature-dependent 1H-NMR spectra demonstrate the hydrogen bonding force and π-π stacking, which drove the self-assembly of all oleamide derivatives in ethanol/water. Among the fabricated microstructures, the MSs from 1a exhibit the best dispersity, which thus have been used as a scaffold for the in vitro release of doxorubicin. The results demonstrate a pH-sensitive release process, enhanced release specifically at low pH 5.2.
