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Synthesis of vitamin e succinate from Candida rugosa Lipase in Organic Medium

Chemical Research in Chinese Universities 2013年第2期29卷 223-226页

作者： JIANG Xiang-jun HU Yi JIANG Ling GONG Ji-hong HUANG He School of Biotechnology and Pharmaceutical engineering Nanjing University of Technology Nanjing 210009 P. R. China

A screening of commercially available lipases for the synthesis of vitamin e succinate showed that lipase from Candida rugosa presented the highest yield. The synthesis of vitamin e succinate in organic solvents with dif- ferent lgP values ranging from -1.3 to 3.5 was investigated. Of particular interest was that dimethyl sulfoxide （DMSO） with the lowest lgP exhibited the highest yield among all the organic solvents used. It suggests that lgP is incapable of satisfactorily predicting the biocompatibility of organic solvents due to the complexity of enzymatic reaction with hydrophilic and hydrophobic substrates in organic solvent. effects of different operating conditions, such as molar ratio of substrate, enzyme concentration, reaction temperature, mass transfer, and reaction time were also studied. Under the optimum conditions of 10 g/L enzyme, a stirring rate of 100 r/min, a substrate molar ratio of 5：1 at 55℃ for 18 h, a satisfactory yield（46.95%） was obtained. The developed method has a potential to be used for efficient enzymatic production of vitamin e succinate.

关键词： vitamin e succinate Candida rugosa lipase Operating condition

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efficient drug delivery and anticancer effect of micelles based on vitamin e succinate and chitosan derivatives

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Bioactive Materials 2021年第10期6卷 3025-3035页

作者： Xiaotong Chen Junxiang Gu Le Sun Wenya Li Lili Guo Zhiyang Gu Litong Wang Yan Zhang Wangwang Zhang Baoqin Han Jing Chang College of Marine Life Science Ocean University of ChinaQingdao266003PR China Laboratory for Marine Drugs and Bioproducts Pilot National Laboratory for Marine Science and Technology(Qingdao)Qingdao266235PR China

Nanocarriers have emerged as a promising cancer drug delivery ***-drug resistance caused by overexpression of multiple-drug excretion transporters in tumor cells is the major obstacle to successful *** e derivatives have many essential functions for drug delivery applications,such as biological components that are hydrophobic,stable,water-soluble enhancing compounds,and anticancer *** addition,vitamin e derivatives are also effective mitocan which can overcome multi-drug resistance by binding to P ***,we developed a carboxymethyl chitosan/vitamin e succinate nano-micellar system(O-CMCTS-VeS).The synthesized polymers were characterized by Fourier Transform IR,and 1H NMR *** mean sizes of O-CMCTS-VeS and DOX-loaded nanoparticles were around 177 nm and 208 *** drug loading contents were 6.1%,13.0%and 10.6%with the weight ratio of DOX to O-CMCTS-VeS corresponding 1:10,2:10 and 3:10,and the corresponding ees were 64.3%,74.5%and 39.7%.Cytotoxicity test,hemolysis test and histocompatibility test showed that it had good biocompatibility in vitro and in *** release experiments implied good pH sensitivity and sustained-release *** DOX/O-CMCTS-VeS nanoparticles can be efficiently taken up by HepG2 cancer cells and the tumor inhibition rate is up to 62.57%.In the in vivo study by using H22 cells implanted Balb/C mice,DOX/O-CMCTS-VeS reduced the tumor volume and weight efficiently with a TIR of 35.58%.The newly developed polymeric micelles could successfully be utilized as a nanocarrier system for hydrophobic chemotherapeutic agents for the treatment of solid tumors.

关键词： vitamin e succinate Chitosan Multi-drug resistance Drug delivery Nanocarrier

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enzyme-catalyzed Synthesis of vitamin e succinate Using a Chemically Modified Novozym-435

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Chinese Journal of Chemical engineering 2011年第1期19卷 135-139页

作者：尹春华张聪高明 Department of Bioiogical Science and Technology Schooi of Applied Science University of Science and Technology Beijing Beijing 100083 China

vitamin e succinate was synthesized in organic solvents using a modified Novozym-435 as *** order to improve the catalytic performance of Novozym-435,the enzyme was modified using acetic anhydride, propionic anhydride and succinic anhydride *** found that both the hydrolytic activity and the thermal stability of the modified Novozym-435 were enhanced compared with the unmodified *** modified Novozym-435 catalysts were used to synthesize the succinate derivative of vitamin *** with the native Novozym-435,the catalytic activity of the modified novozym-435 in promoting the synthesis of vitamin e succinate was dramatically increased,with the novozym-435 modified with succinic anhydride（N435-S）as the most active *** for the synthesis of vitamin e succinate were also optimized.A mixture of tert-butanol and DMSO（volume ratio of 2︰3）was the most suitable medium for the reaction,whereas the appropriate molar ratio of vitamin e to succinic anhydride and reaction temperature were 1︰5 and 40°C,*** these reaction conditions,the yield of vitamin e succinate reached 94.4%.N435-S could be reused for five batches.

关键词： lipase vitamin e succinate vitamin e modification

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effect of vitamin e succinate on the proliferation of human breast cancer cells

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Journal of Medical Colleges of PLA(China) 2005年第4期20卷 215-218页

作者：张伟张军初朱大乔叶来英张玲珍王强 Department of General Surgery Changzheng Hospital Second Military Medical University Shanghai 200003 China Department of Clinical Nursing Nursing School Second Military Medical University Shanghai 200433 China Department of experimentation Changzheng Hospital Second Military Medical University Shangha 200003 China

Objective：Tn investigate the growth inhibition and apoptosis induced by vitamin e suceinate （VeS） on human breast cancer cells and to analyze the possible mechanism in this process. Methods： Human breast cancer cell line Bcap-37 was treated with VeS for 12, 24 and 48 h at the concentrations of 5, 10and 20 μg/ml. Then MTT assay was employed to detect the inhibitory effect of VeS on the growth of breast cancer cells. Flow cytometry was used to analyze the cell cycle and apoptosis. To find out whether the Fas/FasL pathway was involved in this process, RT-PCR and flow cytometry assay were used to detect the Fas expression at the mRNA and protein level. Results： VeSexhibited a significant inhibitory effect on the growth of human breast cancer cells, presenting in a dose- and time-dependant manner. The apoptotic rate of Bcap 37 cells was 0.6%, rose to 21.0% and 37.5% after treated with VeS for 24 and 48 h at the concentration of 20 μg/ml. Fas mRNA transcription was upregulated after VeS treatment and cell surface Fas expression increased according to the flow cytometry assay. Concluslon：Significant growth inhibition and apoptosis are induced in human breast cancer cells after treated with VeS. The modulation of Fas/FasL pathway may related to the upregulation of Fas molecule on the cancer cell surface.

关键词： vitamin e succinate breast cancer proliferation

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CD44 receptor targeted Paclitaxel-loaded amphiphilic hyaluronic acid polymeric micelle with tunable pH and redox-sensitive property for breast cancer therapy

CD44 receptor targeted Paclitaxel-loaded amphiphilic hyaluro...

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2018年第十二届中国药物制剂大会

作者：杨月 Jinyu Li Yunjian Li Fen Chen Weisan Pan 沈阳药科大学药学院 Department of Pharmaceutics School of Pharmacy Shenyang Pharmaceutical University Key Laboratory of Ministry of education for TCM Viscera-State Theory and Applications Liaoning University of Traditional Chinese Medicine

Paclitaxel（PTX） is a naturally occurring alkaloid against a wide spectrum of cancers. However, its potential in clinical uses is severely hindered by low tumor selectivity, poor water solubility and distinct side effects. Polymer micelles, tough structure self-assembled from amphiphilic copolymers, are a class of nanocarrier systems with potential application in cancer therapy by enhancing the water solubility of anticancer drugs, prolonging the blood circulation and good biocompatibility. Here, histidine（His） and vitamin e succinate（VeS） grafted hyaluronic acid（HA） tripolymer using a disulfide bond as the linker（HisHA-SS-VeS） was synthesized in the presence of 1-ethyl-3-（3-dimethylaminopropyl） carbodiimide（eDC） and N-Hydroxysuccinimide（NHS）. The chemical structure of His-HA-SS-VeS conjugate was determined by H1-nuclear magnetic resonance（H1-NMR） and Fourier transform infrared spectroscopy（FTIR）. The degree of substitution of His and VeS were assayed through H1-NMR spectrum, which were 4.59% and 15.76%, respectively. The water-insoluble anticancer drug PTX was successfully entrapped into into the core via probe ultrasonication method. The near-spherical PTX-loaded micelle was formed in aqueous media with diameter 108 ± 0.126 nm and a drug loading of 12.54 ± 0.523%. Moreover, the redox and pH-sensitivity of the micelle were confirmed by the particle size change under the simulated tumor environment. These results demonstrate the potential of His-HA-SS-VeS micelles as a promising delivery system for pooly soluble antitumor drugs or their derivatives in cancer therapy.

关键词： Paclitaxel Polymer micelle hyaluronic acid vitamin e succinate pH and redox-sensitive H~1-nuclear magnetic resonance

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Designing heparosan polysaccharides-based nanocarriers for intracellular redox-sensitive antitumor drug delivery

Designing heparosan polysaccharides-based nanocarriers for i...

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2018年第十二届中国药物制剂大会

作者：邱立朋 Jing Mao Lu Ge Xiaotian Shan Jinghua Chen School of Pharmaceutical Sciences Jiangnan University

Heparosan is a natural precursor to heparin biosynthesis in mammals. It is stable in blood circulation endowing long circulation effect, but it can be degraded in lysosomes and the degradation products will be recycled by cells without accumulation in the tissue[1,2]. Therefore, heparosan has good biocompatibility and heparosan-based drug delivery systems are considered "zero-residue" system[3]. Here, a novel redoxsensitive heparosan-cystamine-vitamin e succinate micelle system was constructed to intracellular delivery of doxorubicin（DOX/KSV）. Simultaneously, the redox-insensitive heparosan-adipic acid dihydrazidevitamin e succinate copolymer micelles（DOX/KV） were prepared as controls. DOX/KSV had good serum stability and redox-triggered depolymerization. In vitro drug release test showed that DOX/KSV micelles presented obvious redox-triggered release behavior compared with DOX/KV. The cell survival rate of blank micelles was more than 90%, and the cytotoxicity of DOX/KSV in MGC80-3 tumor cells was higher than that of COS7 normal fibroblast-like cells, indicating that the nanocarriers have better biocompatibility and less toxicity side effect. The cytotoxicity of DOX/KSV against MGC80-3 cells was significantly greater than that of free DOX and DOX/KV. Furthermore, compared with the insensitive micelles, DOX/KSV micelles were uptaken more anticancer drugs and then released DOX faster into the cell nucleus in MGC80-3 cells. The micelles were endocytosed by multiple pathways, but clathrin-mediated endocytosis was the main pathway. Therefore, heparosan polysaccharide could be a potential option as anticancer carriers for enhancing efficacy and mitigating toxicity.

关键词： heparosan vitamin e succinate redox-sensitive micelles drug delivery

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