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Yanli C.,Zhejiang University | Caixia W.,Zhejiang University | Jianwei M.,Zhejiang University of Science and Technology | Jianwei M.,Zhejiang Provincial Key Laboratory for Chemical and Bio Processing Technology of Farm Produces | Yongping Y.,Zhejiang University
Journal of Chemical Technology and Biotechnology | Year: 2010

BACKGROUND: Because of its high demand for use in pharmaceutical products, cosmetics, soil remediation technologies, etc., randomly methylated β-cyclodextrin (RM-β-CD) is one of the most important cyclodextrin (CD) derivatives. The aim of this present work is to use a green and commercially available approach to obtain RM-β-CD. Compared with othermethylated CDs, RM-β-CDwith an asymmetric molecular structure has higherwater solubility. When the degree of substitution (DS) is about 1.8, the solubility tends to increase with increasing temperature and is suitable for pharmaceutical applications. RESULTS: RM-β-CD was synthesized using a green approach with ideal DS equal to 1.79. The one step process of β-cyclodextrin methylation by CH3Cl instead of (CH 3)2SO4 at mild temperature (80°C) and pressure (1.60MPa) with a good yield (78%), is convenient and environmentally friendly. The mixture of RM-β-CD obtained contained five compounds with various DS, from which the main compound with a DS equal to 1.8 was separated by column chromatography. The compounds were carefully characterized by infra-red, NMR andmass spectrometry. CONCLUSIONS: The one-step process to RM-β-CDs with CH3Cl is more economical, more efficient and less noxious than the usual method using (CH3)2SO4. Moreover, this approach avoids some poisonous residual materials and meets the demand for protecting the environment. © 2009 Society of Chemical Industry. Source


Cui Y.,Zhejiang University | Xu M.,Zhejiang University | Mao J.,Zhejiang University of Science and Technology | Mao J.,Zhejiang Provincial Key Laboratory for Chemical and Bio Processing Technology of Farm Produces | And 3 more authors.
European Journal of Medicinal Chemistry | Year: 2012

A series of berbamine glycosides was designed, synthesized and evaluated as a new class of antitumor agents. An efficient glycosylation route was developed for berbamide derivatives. The newly synthesized glycosides were evaluated for their cytotoxic activity in vitro against a human leukemia cell line K562, a human lung adenocarcinoma cell line A549 and mouse lymphocytic leukemia cells L1210. In contrast to berbamine most of its glycosides manifested potent cytotoxic activities. The acetyl glycosyl berbamine 5a, 5d caused distinct improvement against K562, A549 and L1210. It is suggested that the acetyl d-glucose residue has affinity to these cancer cells. © 2012 Elsevier Masson SAS. All rights reserved. Source


Cui Y.,Zhejiang University | Xu S.,Zhejiang University | Mao J.,Zhejiang Provincial Key Laboratory for Chemical and Bio Processing Technology of Farm Produces
Journal of Inclusion Phenomena and Macrocyclic Chemistry | Year: 2015

A mild one-pot synthesis of hexias (6-O-acryl) cyclodextrin derivatives from per-O-benzyl-cyclodextrin was described. It was at room temperature that a regioselective conversion from benyl groups on the primary rim of cyclodextrin to the corresponding acryl groups was achieved with BF3·Me2O as catalyst and acrylic anhydride or acrylic chloride as acylating agent. The reaction was successfully applied in 6-O-acryl regioselective introduction from benzyl 2,3,4,6-tetra-O-benzyl-β-mannopyranoside as well. The products obtained can be valuable precursors for the thiol-ene click reaction or other further modification of carbohydrates. © 2015 Springer Science+Business Media. Source


Cui Y.,Zhejiang University | Lai T.,Zhejiang University of Science and Technology | Mao J.,Zhejiang University of Science and Technology | Mao J.,Zhejiang Provincial Key Laboratory for Chemical and Bio Processing Technology of Farm Produces | Yu Y.,Zhejiang University
2010 International Conference on Advances in Energy Engineering, ICAEE 2010 | Year: 2010

Catalytic copyrolysis of biomass/polypropylene( pp) mixture was performed in airfree atmospheres. The gases were analyzed with GC. The optimum condition for C3-C4 gases production was temperature 410 °C, the biomass/pp (in mass) mixtures ratio 1:1. At 410°C, the copyrolysis leaded to the production of more than 30% (in mass) of gases. It should be noted that for the composition of C1-C2 hydrocarbons close to 30% (in all gaseous hydrocarbons), the composition of C3-C4 hydrocarbons 67% (in all gaseous hydrocarbons), and the distillable liquids fraction represents close 30% in mass of the final products. © 2010 IEEE. Source


Cui Y.,Zhejiang University | Xu M.,Zhejiang University | Yao W.,Jiangnan University | Mao J.,Zhejiang Provincial Key Laboratory for Chemical and Bio Processing Technology of Farm Produces
Carbohydrate Research | Year: 2015

We herein report an efficient synthesis of β-glycosyl 1-ester in room-temperature ionic liquids (RTILs) promoted via silver salt and quaternary ammonium salt (PTC) with good or excellent yields. All products were isolated exclusively as the β-anomers. Four different RTILs, eight metal salts and four quaternary ammonium salts were screened in the glycosylation reaction. The synergistic effect of C6mim·OTf, Ag2O and tetrabutylammonium iodine gave the best results. Their promotion to the system was integral. Thorough study provided insight into the catalytic activity of ionic liquid structure, metal salts and quaternary ammonium salt to these reactions. It is worth mentioning that the yield of aliphatic compound 2,3,4,6-tetra-O-acetyl-β-d-galactopyranosyl butyrate (3l) was highly improved when using C6mim·OTf as solvent compared with the normal volatile solvents under the same catalysts. This green approach has been proved to be practical and compatible with a wide range from aliphatic to aromatic substrates. © 2015 Elsevier Ltd. All rights reserved. Source

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