MOF-5吸附姜黄素及在胃肠中的消化研究
|
摘要
采用直接合成法制备MOF-5,正交试验法优化MOF-5吸附姜黄素的条件,以MOF-5用量、姜黄素浓度、吸附温度、吸附时间为影响因素得出优化吸附率。对优化吸附率的复合物进行了体外模拟消化,通过复合物在胃肠消化的释放率进行生物有效性的初步探索。得到优化吸附条件为:MOF-5用量0.4 g,姜黄素质量浓度0.20 mg/m L,吸附温度30℃,吸附时间36 min,优化吸附率为94.57%。在模拟人体胃肠消化时,姜黄素在胃液中的平均释放率为48.93%,经过肠道消化后姜黄素平均含量为10.32%。MOF-5吸附姜黄素后主要在胃部被释放,肠道被吸收,起到了很好的控释作用。
MOF-5 was prepared by a direct synthesis method. Effects of MOF-5 mass,curcumin concentration,adsorption temperature and and adsorption time were investigated by the single-factor experiment. Based on the results,the orthogonal test method was used to optimize the adsorption conditions.The optimal adsorption rate of the complex was simulated in vitro,and the bioavailability of the complex was studied. The best adsorption conditions were as follows: MOF-5 quality 0. 4 g,curcumin concentration 0. 20 mg/m L,adsorption temperature 30 ℃,and adsorption time 36 min. Under the optimal conditions,the best adsorption rate was 94. 57%. After the simulated gastrointestinal digestion,the average release rate of curcumin in gastric juice was 48. 93%. After passing through the digestive tract,the average content of curcumin was 10. 32%. Curcumin absorbed by MOF-5 was released in stomach and absorbed in intestine.
MOF-5 was prepared by a direct synthesis method. Effects of MOF-5 mass,curcumin concentration,adsorption temperature and and adsorption time were investigated by the single-factor experiment. Based on the results,the orthogonal test method was used to optimize the adsorption conditions.The optimal adsorption rate of the complex was simulated in vitro,and the bioavailability of the complex was studied. The best adsorption conditions were as follows: MOF-5 quality 0. 4 g,curcumin concentration 0. 20 mg/m L,adsorption temperature 30 ℃,and adsorption time 36 min. Under the optimal conditions,the best adsorption rate was 94. 57%. After the simulated gastrointestinal digestion,the average release rate of curcumin in gastric juice was 48. 93%. After passing through the digestive tract,the average content of curcumin was 10. 32%. Curcumin absorbed by MOF-5 was released in stomach and absorbed in intestine.
引文
[1]崔语涵,安潇,王海峰,等.姜黄化学成分研究[J].中草药,2016,47(7):1074-1078.CUI Y H,AN X,WANG H F,et al.Chemical constituents from rhizomes of curcuma longa[J].Chinese Traditional and Herbal Drugs,2016,47(7):1074-1078.
[2]袁鹏,陈莹,肖发,等.姜黄素的生物活性及在食品中的应用[J].食品工业科技,2012,33(14):371-375.YUAN P,CHEN Y,XIAO F,et al.The bioactivities of curcumin and its application in foods[J].Science and Technology of Food Industry,2012,33(14):371-375.
[3]SHISHODIA S.Molecular mechanisms of curcumin action:gene expression[J].Biofactors,2013,39(1):37-55.
[4]孙京芳,吉美芳,徐正行,等.姜黄素-汉防己碱共递送抗病毒复方脂质体的构建[J].药学研究,2016,35(3):157-160.SUN J F,JI M F,XU Z X,et al.Preparation of curcumin-tetrandrine co-delivery antiviral compound recipe liposome[J].Journal of Pharmaceutical Research,2016,35(3):157-160.
[5]SHEHZAD A,REHMAN G,LEE Y S.Curcumin in inflammatory diseases[J].Biofactors,2013,39(1):69-77.
[6]AK T,GLIN I.Antioxidant and radical scavenging properties of curcumin[J].Chemico-Biological Interactions,2008,174(1):27-37.
[7]WILKEN R,VEENA M S,WANG M B,et al.Curcumin:a review of anti-cancer properties and therapeutic activity in head and neck squamous cell carcinoma[J].Molecular Cancer,2011,12(5):12.
[8]李云,周明眉,苟小军,等.姜黄素对间歇性睡眠剥夺大鼠特定肠道菌的影响[J].中草药,2016,47(5):794-798.LI Y,ZHOU M M,GOU X J,et al.Effects of curcumin on gut microbiota of interval sleep deprivation rats[J].Chinese Traditional and Herbal Drugs,2016,47(5):794-798.
[9]SELVAM C,JACHAK S M,THILAGAVATHI R,et al.Design,synthesis,biological evaluation and molecular docking of curcumin analogues as antioxidant,cyclooxygenase inhibitory and antiinflammatory agents[J].Bioorganic&Medicinal Chemistry Letters,2005,15(7):1793-1797.
[10]徐春明,刘亚,陈莹莹,等.姜黄素生理活性、代谢以及生物利用度的研究进展[J].中国食品添加剂,2016(9):203-210.XU C M,LIU Y,CHEN Y Y,et al.Research progress on physiological activity,metabolism and bioavailability of curcumin[J].China Food Additives,2016(9):203-210.
[11]MANGOLIM C S,MORIWAKI C,NOGUEIRA A C,et al.Curcumin-β-cyclodextrin inclusion complex:stability,solubility,characterisation by FT-IR,FT-Raman,X-ray diffraction and photoacoustic spectroscopy,and food application[J].Food Chemistry,2014,153:361-370.
[12]MAES M,TREKELS M,BOULHOUT M,et al.Selective removal of N-heterocyclic aromatic contaminants from fuels by lewis acidic metal-organic frameworks[J].Angewandte Chemie International Edition,2011,50(18):4210-4214.
[13]代伟,庄海堂,卢信清,等.金属有机骨架材料MOF-5上噻吩硫化物的吸附分离[J].燃料化学学报,2010,38(5):626-630.DAI W,ZHUANG H T,LU X Q,et al.Adsorptive separation of thiophene derivatives via metal organic framework material MOF-5[J].Journal of Fuel Chemistry and Technology,2010,38(5):626-630.
[14]SONG G,WANG Z,WANG L,et al.Preparation of MOF(Fe)and its catalytic activity for oxygen reduction reaction in an alkaline electrolyte[J].Chinese Journal of Catalysis,2014,35(2):185-195.
[15]VLASOVA E A,YAKIMOV S A,NAIDENKO E V,et al.Application of metal-organic frameworks for purification of vegetable oils[J].Food Chemistry,2016,190(1):103-109.
[16]乔智威,李理波,周健.生物相容性金属-有机骨架材料负载药物的分子模拟[J].高等学校化学学报,2014(12):2638-2644.QIAO Z W,LI L B,ZHOU J.Molecular simulations of bio-compatible metal-organic frameworks for drug carrier application[J].Chemical Journal of Chinese Universities,2014(12):2638-2644.
[17]PATRICIA H,CHRISTIAN S,MARA V,et al.Metalorganic frameworks as efficient materials for drug delivery[J].Angewandte Chemie,2006,118(36):6120-6124.
[18]杨宝春,姜耀东,秦雪娟,等.抗肿瘤药物在金属有机骨架中的装载及体外释放[J].高等学校化学学报,2012,33(1):26-31.YANG B C,JIANG Y D,QIN X J,et al.Loaded and in vitro drug release of anticancer drugs in porous metalorganic frameworks[J].Chemical Journal of Chinese Universities,2012,33(1):26-31.
[19]CARINO S R,SPERRY D C,HAWLEY M.Relative bioavailability estimation of carbamazepine crystal forms using an artificial stomach-duodenum model[J].Journal of Pharmaceutical Sciences,2006,95(1):116-125.
[20]徐娜,李菁,冯占恒,等.金属-有机框架MOF-5的制备与表征[J].实验技术与管理,2012,29(1):49-50.XU N,LI J,FENG Z H,et al.Systhesis and characterization of porous metal-organic framework MOF-5[J].Experimental Technology and Management,2012,29(1):49-50.
[21]ZOU L,ZHENG B,LIU W,et al.Enhancing nutraceutical bioavailability using excipient emulsions:influence of lipid droplet size on solubility and bioaccessibility of powdered curcumin[J].Journal of Functional Foods,2015,15:72-83.
[22]PANELLA B,HIRSCHER M.Hydrogen physisorption in metal-organic porous crystals[J].Advanced Materials,2005,17(5):538-541.
[23]张民召,孙洋,魏海英.两种方法合成的MOFs材料表征及吸附性能研究[J].广州化工,2016(4):53-55.ZHANG M Z,SUN Y,WEI H Y.Characterization and sorption performance of metal organic frameworks synthesized by two different methods[J].Guangzhou Chemical Industry,2016(4):53-55.
[24]VAREED S K,KAKARALA M,RUFFIN M T,et al.Pharmacokinetics of curcumin conjugate metabolites in healthy human subjects[J].Cancer Epidemiology Biomarkers&Prevention,2008,17(6):1411-1417.
[25]DEMPE J S,SCHEERLE R K,PFEIFFER E,et al.Metabolism and permeability of curcumin in cultured caco-2 cells[J].Molecular Nutrition&Food Research,2013,57(9):1543-1549.
[26]陈卫.肠道菌群:膳食与健康研究的新视角[J].食品科学技术学报,2015,33(6):1-6.CHEN W.Gut microbiota—a new concern on health regulation[J].Journal of Food Science and Technology,2015,33(6):1-6.
[2]袁鹏,陈莹,肖发,等.姜黄素的生物活性及在食品中的应用[J].食品工业科技,2012,33(14):371-375.YUAN P,CHEN Y,XIAO F,et al.The bioactivities of curcumin and its application in foods[J].Science and Technology of Food Industry,2012,33(14):371-375.
[3]SHISHODIA S.Molecular mechanisms of curcumin action:gene expression[J].Biofactors,2013,39(1):37-55.
[4]孙京芳,吉美芳,徐正行,等.姜黄素-汉防己碱共递送抗病毒复方脂质体的构建[J].药学研究,2016,35(3):157-160.SUN J F,JI M F,XU Z X,et al.Preparation of curcumin-tetrandrine co-delivery antiviral compound recipe liposome[J].Journal of Pharmaceutical Research,2016,35(3):157-160.
[5]SHEHZAD A,REHMAN G,LEE Y S.Curcumin in inflammatory diseases[J].Biofactors,2013,39(1):69-77.
[6]AK T,GLIN I.Antioxidant and radical scavenging properties of curcumin[J].Chemico-Biological Interactions,2008,174(1):27-37.
[7]WILKEN R,VEENA M S,WANG M B,et al.Curcumin:a review of anti-cancer properties and therapeutic activity in head and neck squamous cell carcinoma[J].Molecular Cancer,2011,12(5):12.
[8]李云,周明眉,苟小军,等.姜黄素对间歇性睡眠剥夺大鼠特定肠道菌的影响[J].中草药,2016,47(5):794-798.LI Y,ZHOU M M,GOU X J,et al.Effects of curcumin on gut microbiota of interval sleep deprivation rats[J].Chinese Traditional and Herbal Drugs,2016,47(5):794-798.
[9]SELVAM C,JACHAK S M,THILAGAVATHI R,et al.Design,synthesis,biological evaluation and molecular docking of curcumin analogues as antioxidant,cyclooxygenase inhibitory and antiinflammatory agents[J].Bioorganic&Medicinal Chemistry Letters,2005,15(7):1793-1797.
[10]徐春明,刘亚,陈莹莹,等.姜黄素生理活性、代谢以及生物利用度的研究进展[J].中国食品添加剂,2016(9):203-210.XU C M,LIU Y,CHEN Y Y,et al.Research progress on physiological activity,metabolism and bioavailability of curcumin[J].China Food Additives,2016(9):203-210.
[11]MANGOLIM C S,MORIWAKI C,NOGUEIRA A C,et al.Curcumin-β-cyclodextrin inclusion complex:stability,solubility,characterisation by FT-IR,FT-Raman,X-ray diffraction and photoacoustic spectroscopy,and food application[J].Food Chemistry,2014,153:361-370.
[12]MAES M,TREKELS M,BOULHOUT M,et al.Selective removal of N-heterocyclic aromatic contaminants from fuels by lewis acidic metal-organic frameworks[J].Angewandte Chemie International Edition,2011,50(18):4210-4214.
[13]代伟,庄海堂,卢信清,等.金属有机骨架材料MOF-5上噻吩硫化物的吸附分离[J].燃料化学学报,2010,38(5):626-630.DAI W,ZHUANG H T,LU X Q,et al.Adsorptive separation of thiophene derivatives via metal organic framework material MOF-5[J].Journal of Fuel Chemistry and Technology,2010,38(5):626-630.
[14]SONG G,WANG Z,WANG L,et al.Preparation of MOF(Fe)and its catalytic activity for oxygen reduction reaction in an alkaline electrolyte[J].Chinese Journal of Catalysis,2014,35(2):185-195.
[15]VLASOVA E A,YAKIMOV S A,NAIDENKO E V,et al.Application of metal-organic frameworks for purification of vegetable oils[J].Food Chemistry,2016,190(1):103-109.
[16]乔智威,李理波,周健.生物相容性金属-有机骨架材料负载药物的分子模拟[J].高等学校化学学报,2014(12):2638-2644.QIAO Z W,LI L B,ZHOU J.Molecular simulations of bio-compatible metal-organic frameworks for drug carrier application[J].Chemical Journal of Chinese Universities,2014(12):2638-2644.
[17]PATRICIA H,CHRISTIAN S,MARA V,et al.Metalorganic frameworks as efficient materials for drug delivery[J].Angewandte Chemie,2006,118(36):6120-6124.
[18]杨宝春,姜耀东,秦雪娟,等.抗肿瘤药物在金属有机骨架中的装载及体外释放[J].高等学校化学学报,2012,33(1):26-31.YANG B C,JIANG Y D,QIN X J,et al.Loaded and in vitro drug release of anticancer drugs in porous metalorganic frameworks[J].Chemical Journal of Chinese Universities,2012,33(1):26-31.
[19]CARINO S R,SPERRY D C,HAWLEY M.Relative bioavailability estimation of carbamazepine crystal forms using an artificial stomach-duodenum model[J].Journal of Pharmaceutical Sciences,2006,95(1):116-125.
[20]徐娜,李菁,冯占恒,等.金属-有机框架MOF-5的制备与表征[J].实验技术与管理,2012,29(1):49-50.XU N,LI J,FENG Z H,et al.Systhesis and characterization of porous metal-organic framework MOF-5[J].Experimental Technology and Management,2012,29(1):49-50.
[21]ZOU L,ZHENG B,LIU W,et al.Enhancing nutraceutical bioavailability using excipient emulsions:influence of lipid droplet size on solubility and bioaccessibility of powdered curcumin[J].Journal of Functional Foods,2015,15:72-83.
[22]PANELLA B,HIRSCHER M.Hydrogen physisorption in metal-organic porous crystals[J].Advanced Materials,2005,17(5):538-541.
[23]张民召,孙洋,魏海英.两种方法合成的MOFs材料表征及吸附性能研究[J].广州化工,2016(4):53-55.ZHANG M Z,SUN Y,WEI H Y.Characterization and sorption performance of metal organic frameworks synthesized by two different methods[J].Guangzhou Chemical Industry,2016(4):53-55.
[24]VAREED S K,KAKARALA M,RUFFIN M T,et al.Pharmacokinetics of curcumin conjugate metabolites in healthy human subjects[J].Cancer Epidemiology Biomarkers&Prevention,2008,17(6):1411-1417.
[25]DEMPE J S,SCHEERLE R K,PFEIFFER E,et al.Metabolism and permeability of curcumin in cultured caco-2 cells[J].Molecular Nutrition&Food Research,2013,57(9):1543-1549.
[26]陈卫.肠道菌群:膳食与健康研究的新视角[J].食品科学技术学报,2015,33(6):1-6.CHEN W.Gut microbiota—a new concern on health regulation[J].Journal of Food Science and Technology,2015,33(6):1-6.