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22. Elaboration and characterization of curcumin-loaded Tri-CL-mPEG three-arm copolymeric nanoparticles by a microchannel technology

Author

Wu,Wenchao, Wu,Jiangqing, Fu,Qiafan, Jin,Chenhao, Guo,Fangyuan, Yan,Qinying, Yang,Qingliang, Wu,Danjun, Yang,Yan, and Yang,Gensheng

Subjects
International Journal of Nanomedicine
Abstract

Wenchao Wu,1,2Jiangqing Wu,1 Qiafan Fu,1 Chenhao Jin,1 Fangyuan Guo,1,2Qinying Yan,1,2Qingliang Yang,1,2Danjun Wu,1,2Yan Yang,1,2Gensheng Yang1,21College of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou 310014, People’s Republic of China; 2Research Institute of Pharmaceutical Particle Technology, Zhejiang University of Technology, Hangzhou 310014, People’s Republic of ChinaPurpose: Clinical applications of curcumin (Cur) have been greatly restricted due to its low solubility and poor systemic bioavailability. Three-arm amphiphilic copolymer tricarballylic acid-poly (ϵ-caprolactone)-methoxypolyethylene glycol (Tri-CL-mPEG) nanoparticles (NPs) were designed to improve the solubility and bioavailability of Cur. The present study adopted a microchannel system to precisely control the preparation of self-assembly polymeric NPs via liquid flow-focusing and gas displacing method.Methods: The amphiphilic three-arm copolymer Tri-CL-mPEG was synthesized and self-assembled into nearly spherical NPs, yielding Cur encapsulated into NP cores (Cur-NPs). The obtained NPs were evaluated for physicochemical properties, morphology, toxicity, cellular uptake by A549 cells, release in vitro, biodistribution, and pharmacokinetics in vivo.Results: Rapidly fabricated and isodispersed Cur-NPs prepared by this method had an average diameter of 116±3 nm and a polydispersity index of 0.197±0.008. The drug loading capacity and entrapment efficiency of Cur-NPs were 5.58±0.23% and 91.42±0.39%, respectively. In vitro release experiments showed sustained release of Cur, with cumulative release values of 40.1% and 66.1% at pH 7.4 and pH 5.0, respectively, after 10 days post-incubation. The results of cellular uptake, biodistribution, and in vivo pharmacokinetics experiments demonstrated that Cur-NPs exhibited better biocompatibility and bioavailability, while additionally enabling greater cellular uptake and prolonged circulation with possible spleen, lung, and kidney targeting effects when compared to the properties of free Cur.Conclusion: These results indicate that Tri-CL-mPEG NPs are promising in clinical applications as a controllable delivery system for hydrophobic drugs.Keywords: A549 cells, amiphiphilic three-arm copolymer, biodegradable nanoparticles, biodistribution, pharmacokinetics

Published
2019

23. Facile construction of diverse polyheterocyclic scaffolds via gold-catalysed dearomative spirocyclization/1,6-addition cascade

Author

He, Yi, Wu, Danjun, Li, Zhenghua, Robeyns, Koen, Van Meervelt, Luc, Van der Eycken, Erik V., and UCL - SST/IMCN - Institute of Condensed Matter and Nanosciences

Subjects
TRANSFORMATIONS, Chemistry, Organic, MOLECULAR DIVERSITY, MASKED O-BENZOQUINONES, Biochemistry, DIELS-ALDER, CYCLIZATION, chemistry.chemical_compound, DESIGN, Furan, RECENT PROGRESS, Diels alder, ASYMMETRIC DEAROMATIZATION, Physical and Theoretical Chemistry, Pyrrole, Indole test, Science & Technology, Organic Chemistry, Benzothiophene, Combinatorial chemistry, Chemistry, chemistry, Cascade, MULTICOMPONENT REACTIONS, Physical Sciences, INTRAMOLECULAR DEAROMATIZATION
Abstract

A post-Ugi gold-catalysed chemo- and diastereo-selective cascade dearomative spirocyclization/1,6-addition sequence is disclosed for the facile synthesis of diverse fused polyheterocyclic scaffolds bearing indole, pyrrole, benzothiophene, furan or electron-rich arene cores., A gold-catalysed post-Ugi chemo- and diastereoselective cascade dearomative spirocyclization/1,6-addition sequence is disclosed for the synthesis of diverse fused polyheterocyclic scaffolds bearing indole, pyrrole, benzothiophene, furan or electron-rich arene moieties from easily available building blocks. The effectiveness and efficiency of this diversity-oriented approach has been proved in the rapid construction of 28 fused polyheterocyclic scaffolds with a good building-block variability and structural complexity in two operational steps.

Published
2019

37. Preparation, evaluation, and in vitro release study of O-carboxymethyl chitosan nanoparticles loaded with gentamicin and salicylic acid.

Author

Ji, Jingou, Hao, Shilei, Dong, Jin, Wu, Danjun, Yang, Bin, and Xu, Yi

Subjects
CARBOXYMETHYL compounds, CHITOSAN, GENTAMICIN, OTOTOXICITY, SALICYLIC acid, CALCIUM chloride, CROSSLINKING (Polymerization)
Abstract

To inhibit the ototoxicity of gentamicin (GM) and overcome the drawback related to chitosan (CS) nanoparticles preparation in acid solution, O-carboxymethyl chitosan ( O-CMC) nanoparticles loaded with GM and salicylic acid (SA) were prepared by ionic cross-linking method using calcium chloride as crosslinking agent. The Fourier transform infrared (FTIR) spectroscopy and X-ray diffraction (XRD) were used to analyze the reaction of O-CMC and crosslinking agent. The parameters of preparation of the compound nanoparticles including the concentration of O-CMC, the mass ratio of O-CMC to calcium chloride, and the feed ratio of SA to GM were investigated. The results showed that the obtained nanoparticles had a high zeta potential and drug-loading capacity. The nanoparticles were characterized by a spherical morphology, with average size ranging from 148 to 345 nm and a narrow particle size distribution. In vitro release studies in phosphate buffer saline (pH 7.4) evidenced a burst release in the first 1 h, followed by a sustained release in the residual time. The release amount of SA and GM were approximately equal in 24 h, which indicated that the SA- and GM-loaded O-CMC nanoparticles are a promising carrier system for inhibiting the ototoxicity of GM. © 2011 Wiley Periodicals, Inc. J Appl Polym Sci, 2012 [ABSTRACT FROM AUTHOR]

Published
2012
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38. Access to Polycyclic Azepino[5,4,3- cd ]indoles via a Gold-Catalyzed Post-Ugi Dearomatization Cascade.

Author

He Y, Song L, Liu C, Wu D, Li Z, Van Meervelt L, and Van der Eycken EV

Abstract

The development of a rapid and diverse access to complex natural product-like 3,4-fused indole scaffolds has always attracted considerable attention from synthetic and medicinal communities. We herein disclose a modular and straightforward protocol to prepare the densely substituted polycyclic azepino[5,4,3- cd ]indole scaffolds. This synthetic process involves an Ugi four-component reaction from easily available starting materials and a gold-catalyzed post-Ugi domino dearomatization/Michael addition sequence, enabling facile access to the highly functionalized azepino[5,4,3- cd ]indole core with excellent chemo-, regio-, and diastereoselectivity.

Published
2020
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