辣椒素与甲基-β-环糊精包合物制备工艺优化及性能研究

采用冷冻-干燥法制备辣椒素/甲基-β-环糊精(Me-β-CD)包合物,采用正交试验设计,以包合率为指标,确定最优包合条件。通过相溶解法探究主客体之间包合的物质的量比及辣椒素水溶性的改变,并利用粉末X射线衍射(XRD)、红外谱图(IR)及核磁(1H NMR)鉴定包合物结构。此外,通过对比辣椒素及辣椒素/Me-β-CD还原Fe3+的能力,研究包合作用对提升辣椒素抗氧化能力的作用。实验表明:最佳包合条件为辣椒素与Me-β-CD物质的量比2:1,反应温度为30℃,反应时间为12 h。辣椒素与Me-β-CD形成了包合比1:1的包合物。辣椒素/Me-β-CD包合物的水溶性得到了显著地提高,其溶解度(环糊精浓度为8 mmol/L时)提高了6倍。还原能力实验为包合作用对辣椒素抗氧化能力的提升提供了依据。     

杨梅素与G-β-CD的包合作用及抗氧化性分析

以葡萄糖基-β-环糊精(glucose-β-cyclodextrin,G-β-CD)为主体,利用冷冻干燥法制备了杨梅素/G-β-CD包合物,通过相溶解度法分析杨梅素/G-β-CD包合物的包合作用。此外,通过红外光谱、X射线粉末衍射、扫描电子显微镜、差示扫描量热与热重等分析方法对此包合物的形貌、热稳定性等进行表征;通过测定杨梅素与杨梅素/G-β-CD包合物的还原能力和对1,1-二苯基-2-三硝基苯肼(1,1-diphenyl-2-trinitrophenylhydrazine,DPPH)自由基清除能力表征其抗氧化能力。当杨梅素浓度为6 mmol/L时,杨梅素/G-β-CD包合物的还原能力相较客体杨梅素分子提高了89.13%;当杨梅素浓度为10 mmol/L时,DPPH自由基清除能力增加了109.12%。结果表明:冷冻干燥法成功制备出了包合比为1∶1的杨梅素/G-β-CD包合物,且包合物具备良好的抗氧化能力和水溶性,可以作为新型食品添加剂。     

薏米麸皮多酚-β-环糊精包合物特性研究

以β-环糊精(β-cyclodextrin,β-CD)为主体,薏米麸皮多酚(adlay bran polyphenols,ABP)为客体,采用冷冻干燥法制备ABP/β-CD包合物,通过紫外光谱、傅里叶红外光谱、X射线衍射、热重-差示扫描量热、扫描电子显微镜等方法对包合物进行表征。通过测定ABP与ABP/β-CD包合物的铁离子还原能力(FRAP)和2,2′-联氮双(3-乙基苯并噻唑啉-6-磺酸)二铵盐(ABTS)阳离子自由基清除能力表征其抗氧化活性,结果表明:ABP/β-CD包合物的FRAP和ABTS阳离子自由基清除能力分别较客体ABP提高了5.6%和8.9%(P<0.05)。此外,通过测定ABP与ABP/β-CD包合物水溶液的总酚保留率考察其溶液光照稳定性,发现光照48 h后ABP/β-CD包合物中总酚保留率是客体ABP中的1.20倍(P<0.05)。结论:采用冷冻干燥法成功制备出ABP/β-CD包合物,该包合物具有良好的抗氧化活性和水溶液光照稳定性,可作为新型功能型食品配料。     

羟丙基-β-环糊精/肉桂醛包合物的水溶性与缓释抗菌性能

以羟丙基-β-环糊精(HP-β-CD)为壁材制备肉桂醛包合物,并对包合物缓释抗菌性能与水溶性进行检测。研究HP-β-CD与肉桂醛的包合作用,旨在解决肉桂醛难溶于水、易挥发、易氧化等问题,为肉桂醛在食品中的应用提供参考。结果表明:所制备微胶囊的包埋率为82.63%;100mmol/L HP-β-CD(23.54%)可以使肉桂醛的溶解度达到9.82%(45℃),可显著提高肉桂醛在水中的溶解度;随着时间的延长,包合物在壁材的保护下菌体抑制率下降缓慢,具有持久而稳定的抑菌效果。因此,该包合物具有缓释抑菌效果与较好的水溶性。     

β-酸-番茄红素/HP-β-CD复合包合物的制备及稳定性

研磨法制备β-酸-番茄红素/羟丙基-β-环糊精(hydroxypropyl-β-cyclodextrin,HP-β-CD)复合包合物,采用紫外-可见光谱、傅里叶变换红外光谱、X射线粉末衍射、扫描电镜及核磁共振等方法对其结构进行表征,评价该复合包合物溶液中β-酸和番茄红素在光、热和酸碱性环境下的稳定性.结果表明,成功制备...     

酶溶性胶原蛋白肽及其β-环糊精包合物理化性质分析

采用红外扫描、扫描电镜、透射电镜和气质联用仪研究β-环糊精(β-cyclodextrin,β-CD)对酶溶性胶原蛋白肽(Papain soluble collagen peptide,PSCP)的包合作用,腥苦味的遮掩效果及抗氧化成分的保护作用。红外扫描结果显示,PSCP-β-CD包合物在3347 cm~(-1)处产生1个强而宽的吸收峰,说明主客体分子之间形成大量的氢键,PSCP进入β-CD的空腔。电镜结果显示,PSCP及PSCP-β-CD包合物分子分别为直径100~200 nm和400~600 nm的纳米球,后者聚合冻干后表面呈网状结构。与PSCP相比,PSCP-β-CD包合物不仅胺类、醛类等腥味成分下降,其挥发性抗氧化成分——2,4-二叔丁基苯酚也显著降低;此外,PSCP-β-CD包合物超声稳定性上升,抗氧化缓释力增加,对DPPH自由基的清除力上升。结果表明:β-CD可很好地包合PSCP分子,有效改善PSCP的不良口感,并且减少其抗氧化成分的损失。     

羟丙基-β-环糊精与4-羟基查尔酮的包合作用研究

本研究为了系统研究羟丙基-β-环糊精与查尔酮的包合作用,采用相溶解度法测定了β-环糊精(β-CD)和羟丙基-β-环糊精(HP-β-CD)包合4-羟基查尔酮过程中的热力学参数,并运用红外(IR)、X-射线衍射(XRD)、热重及差示扫描量热联用(TG/DSC)等分析手段对该包合物的理化性质进行了系统研究。相溶解度实验表明HP-β-CD对4-羟基查尔酮的包合效果优于β-CD,而热力学分析发现4-羟基查尔酮和HP-β-CD的包合是一个自由能降低过程,反应具有自发性,其结合过程受疏水作用力驱动。红外和X-射线衍射分析表明4-羟基查尔酮与HP-β-CD包合后,其物相发生了重大改变,4-羟基查尔酮以无定形的状态完全分散在HP-β-CD中。热重及差示扫描量热联用分析发现通过与羟丙基-β-环糊精的包合,4-羟基查尔酮的热稳定性得到了显著提高。     

槲皮素与6-O-α-D-麦芽糖-β-环糊精包合物的理化表征

采用相溶解度法研究6-O-α-D-麦芽糖-β-环糊精(6-O-α-D-maltosyl-β-cyclodextrin,Mal-β-CD)和β-环糊精(β-cyclodextrin,β-CD)对槲皮素的包合效果,利用溶剂法制备Mal-β-CD与槲皮素的包合物,借助紫外光谱分析、红外光谱分析、扫描电子显微镜、X射线衍射、热重及差示扫描量热联用等分析手段研究该包合物的理化性质,并采用分子对接法建立了该包合物的超分子结构。结果表明:Mal-β-CD包合槲皮素的能力高于母体β-CD。分子对接结果表明,槲皮素是沿Mal-β-CD的大口端方向进入其疏水空腔形成包合物,二者间是通过氢键相连接的。较之母体β-CD,Mal-β-CD与槲皮素的包合效果更好,且包合后槲皮素的物相发生重大变化,热稳定性提高。     

羟丙基-β-环糊精包合香荚兰浸膏及增溶特性分析

香荚兰浸膏的挥发性及稳定性等问题影响其在食品、化妆品等领域的应用。试验采用搅拌法、研磨法和喷雾干燥法制备香荚兰浸膏/羟丙基-β-环糊精(hydroxypropyl-β-cyclodextrin,HP-β-CD)包合物,以感官、得率及包合率为指标筛选最佳制备方法,采用红外光谱法(infrared spectroscopy,IS)对包合物进行表征,对包合物的粒径、微观结构及溶解特性进行研究。结果表明:最佳制备香荚兰浸膏包合物的方法为喷雾干燥法,其得率为62.53%,浸膏中油脂包合率为98.03%。通过IR的表征及扫描电镜分析,证明包合物已形成;喷雾干燥法下50%以下包合物粒径为8.74μm,溶解特性分析得到包合物溶解度远高于香荚兰浸膏溶解度,通过高效液相色谱法对香兰素的增溶试验分析得到,30%的HP-β-CD水溶液可以增加浸膏中香兰素33%的溶解度。     

茶多酚-β-环糊精包合物对羊肚冷藏期间肌原纤维蛋白氧化的影响

本实验将茶多酚(tea polyphenol,TP)与2-羟丙基-β-环糊精(2-hydroxypropyl-β-cyclodextrin,HP-β-CD)通过共沉积法制备出不同物质的量之比(n(HP-β-CD):n(TP)=1:0.5、1:1和1:2)的包合物,利用傅里叶变换红外光谱、热重分析和扫描电子显微镜对TP及...     

Antioxidant activity of β-cyclodextrin inclusion complexes containing trans-cinnamaldehyde by DPPH,ABTS and FRAP

This study was carried out to observed β-cyclodextrin (β-CD) inclusion complexes containing trans-cinnamaldehyde (CIN) by using DPPH, ABTS and FRAP assay. Antioxidative ability was compared between pure CIN and β-CD-CIN inclusion complexes and particle size, encapsulation efficiency, and temperature-dependent release of inclusion complexes were investigated. High concentration of β-CD (1.8%) as well as guest oil 1:3 molar ratio (β-CD:CIN) influenced on particle size bigger during self-assembly process. And particle sizes were increased as storage period. In the antioxidant capacity results, pure β-CD (1.8%) was antioxidative without CIN especially at FRAP assay. Antioxidant activity dramatically increased after 1:1 molar ratio (1.8% β-CD:CIN), especially at DPPH assay and ABTS^•+ assay. In this study, β-CD complexation enhanced CIN solubility and affected increase the antioxidant activity of the CIN. Moreover, we need to consider that molar ratio of between β-CD concentration and CIN is effective manufacturing condition to improve antioxidant activity of β-CD-CIN inclusion complexes.     

An investigation into the supramolecular structure,solubility, stability and antioxidant activity of rutin/cyclodextrin inclusion complex

The formation of supramolecular inclusion complexes between rutin and four cyclodextrins, namely β-cyclodextrin (β-CD), (2-hydroxypropyl)-α-cyclodextrin (HP-α-CD), (2-hydroxypropyl)-β-cyclodextrin (HP-β-CD) and (2-hydroxypropyl)-γ-cyclodextrin (HP-γ-CD), and the effects of the complexation on the stability and antioxidant activity of rutin were investigated. Results from phase-solubility studies showed that rutin formed 1:1 stoichiometric inclusion complexes with HP-α-CD, β-CD, HP-β-CD and HP-γ-CD; the complexes formed with HP-γ-CD and HP-β-CD had the greatest stability constants, followed by β-CD and HP-α-CD. Thermodynamic studies demonstrate that the inclusion of rutin into HP-β-CD was an exothermic process which occurred spontaneously. Two-dimensional rotating-frame nuclear Overhauser effect spectroscopy (2D ROESY) ¹H NMR analyses show that the A ring of rutin was the part of the molecule that most likely inserted into the cavity of HP-β-CD, thus forming a supramolecular inclusion complex. Formation of such an inclusion complex conferred moderate degrees of protection to rutin from degradation by heat and UV radiation during storage, and significantly enhanced its antioxidant capacity as determined by three different procedures.     

Physicochemical and release characterisation of garlic oil-β-cyclodextrin inclusion complexes

Garlic oil (GO), rich in organosulphur compounds, has a variety of antimicrobial and antioxidant activities, however, its volatility and low physicochemical stability limit its application as food functional ingredients. The aim of this study was to investigate the physicochemical and release characterisation of inclusion complexes of GO in β-cyclodextrin (β-CD). The formation of GO/β-CD inclusion complex was demonstrated by different analytical techniques including Fourier transform-infrared spectroscopy, differential scanning calorimetry and X-ray diffractometry. The stoichiometry of the complex was 1:1. The calculated apparent stability constant of GO/β-CD complex was 1141 M⁻¹, and the water solubility of GO was significantly improved by the phase solubility study. Furthermore, the release of GO from the inclusion complex was determined at a temperature range from 25 to 50 °C and in an acidic dissolution medium (pH 1.5), respectively. The release rate of GO from the inclusion complex was controlled.     

PVA nanofibers containing ofloxacin/α-cyclodextrin inclusion complexes: improve ofloxacin water solubility

Abstract

Ofloxacin (OFL) is an antibiotic with a wide range of bacterial infections but its low water solubility and photo stability restricts its applications, so improve its solubility and stability is a challenge. Inclusion complex formation between α-cyclodextrin (α-CD) and OFL was prepared under various circumstances to obtained desirable water solubility. The effect of polyethylene glycol physiologically compatible solubilizing agent and mixing condition were investigated in the formation of an inclusion complex between α-CD/OFL. FTIR, H-NMR, DSC and XRD results indicated the formation of an inclusion complex between α-CD/OFL. Phase solubility test for obtaining α-CD/OFL complexes indicated a rise in aqueous solubility of OFL and formation of inclusion complexes and obviating OFL aqueous solubility limitation. SEM and EDX results indicated OFL/CD/PVA nanofibers without beading defect. Antibacterial activities of OFL/CD nanoparticles were investigated by them inhabitation of bacteria growth. Obtained nanofibers showed significant antibacterial effect against Escherichia Coli and Staphylococcus aureus.     

四种β-环糊精制备鞣花酸包合物的抗氧化性研究

利用鞣花酸（EA）与β-环糊精（β-CD）、羟丙基-β-环糊精（HP-β-CD）、二甲基-β-环糊精（DM-β-CD）、磺丁基-β-环糊精（SBE-β-CD）制备鞣花酸包合物,并使用高效液相色谱测定鞣花酸包合物的包合率,然后采用傅里叶红外光谱、X-射线衍射、扫描电镜对包合物进行表征,同时通过自由基清除能力评价鞣花酸包合物的抗氧化性。结果表明,EA/β-CD、EA/HP-β-CD、EA/DM-β-CD、EA/SBE-β-CD包合物的表观溶解度分别为0.037 3 mg/mL、0.123 2 mg/mL、0.093 8 mg/mL、0.095 6 mg/mL,包合率分别为82.58%、89.80%、87.42%、84.64%。鞣花酸与四种鞣花酸包合物清除DPPH自由基的半数清除率（EC50）值分别为6.47 μg/mL、6.31 μg/mL、3.45 μg/mL、3.63 μg/mL、3.92 μg/mL;清除ABTS自由基的EC50值分别为13.53 μg/mL、12.11 μg/mL、7.00 μg/mL、7.66 μg/mL、7.77 μg/mL;清除羟基自由基的EC50值分别为0.133 6 μg/mL、0.136 3 μg/mL、0.108 2 μg/mL、0.108 3 μg/mL、0.105 5 μg/mL;清除超氧阴离子自由基的EC50值分别为89.41 μg/mL、59.71 μg/mL、55.20 μg/mL、58.32 μg/mL、55.29 μg/mL。结果表明包合技术可以提高鞣花酸的溶解度与抗氧化能力。     

Preparation,characterisation and activity of the inclusion complex of paeonol with β-cyclodextrin

The inclusion complex of β-cyclodextrin (β-CD) and paeonol (2′-hydroxy-4′-methoxyacetophenone, PAE) was synthesised and characterised by thermal gravimetric analysis (TGA) and two-dimensional rotating frame spectroscopy (2D ROESY). The antioxidant activity and tyrosinase inhibition activity were also studied. The TGA results indicated that the thermal stability of PAE was improved when it was included with β-CD. Based on the 2D ROESY analysis, an inclusion structure of the PAE–β-CD complex was proposed, in which PAE penetrated β-CD in a tilted manner due to the interaction of intermolecular hydrogen bonds between PAE and β-CD. The complex of PAE with β-CD increased the antioxidant activity and tyrosinase-inhibiting activity of PAE.     

环糊精对青蒿素的包合工艺研究

通过单因素及正交试验确定青蒿素与3种环糊精形成包合物的最佳条件,在此条件下利用相溶解度法测定青蒿素与β-环糊精、羟丙基-β-环糊精、γ-环糊精的包合常数并计算包合反应前后的吉布斯自由能。结果表明：青蒿素与环糊精形成包合物的最佳条件为配比1:1(mol/mol)、包合温度40℃、包合时间5h、包合反应时溶液pH7,青蒿素与β-环糊精、羟丙基-β-环糊精、γ-环糊精的包合常数分别为80.06、58.68、116.96L/mol,反应前后的吉布斯自由能变化分别为－11.76、－10.93、－12.78kJ/mol。表明青蒿素与环糊精可以形成1:1型稳定的包合物,环糊精可以增大青蒿素的溶解度。     

光甘草定/环糊精固体包合物的制备和性质

采用分子对接和相溶解度结合的方法研究不同环糊精（cyclodextrin,CD）与光甘草定（glabridin,GLD）之间的包合能力,筛选出适宜包合GLD的CD;制备GLD/CD固体包合物,考察不同干燥方法、不同投料比对固体包合物的包合率、载药量和溶解度的影响;通过扫描电子显微镜、差示扫描量热法、傅里叶变换红外光谱法和分子对接技术分别对包合物的形貌、包合物中GLD的存在形式、GLD与CD的相互作用和空间构象进行研究;采用体外溶出实验考察GLD在包合前后溶出特性的变化;采用噻唑蓝法比较GLD及其包合物对人肝癌细胞株（HepG-2）细胞增殖的抑制作用。结果表明：多种CD都能与GLD形成物质的量比1∶1的包合物,其中2-磺丁基-β-环糊精（2-sulfobutyl-β-cyclodextrins,2-SBE-β-CD）包合GLD的能力优于其他CD及其衍生物;不同制备方法制备的GLD/2-SBE-β-CD固体包合物的包合率和载药量均无显著差异,但包合物的水溶性有一定差异。适当提高GLD与2-SBE-β-CD物质的量比,包合率虽有一定程度下降,但可显著提高载药量。GLD与2-SBE-β-CD物...     

柠檬草精油与β- 环糊精及其衍生物包结行为的研究

利用紫外光谱法测定了β-环糊精及其衍生物(β-CDs)与柠檬草精油及其主要成分柠檬醛的包结比和包结常数,测定包结过程在20～50℃范围内的热力学参数ΔG、ΔH 和ΔS。实验表明,β-CDs 与柠檬草挥发油的包结比均为1:1,包结能力顺序为HP-β-CD>MD-β-CD>β-CD。从热力学角度探讨了影响包合过程的因素,包结反应是一个放热过程,包结过程的热力学参数ΔG、ΔS 和ΔH 均为负值,由此说明包结过程是自发进行的放热过程,包结的驱动力主要来自范德华力与疏水作用的相互作用。     

青藤碱- 环糊精包合工艺的优化及包合常数测定

目的：考察青藤碱与环糊精形成包合物的最佳条件,测定青藤碱与不同环糊精的包合常数并进行体外释放研究。方法：通过单因素及正交试验确定青藤碱与不同环糊精形成包合物的最佳条件,并在此条件下利用相溶解度法测定青藤碱与β-环糊精、羟丙基-β-环糊精、γ-环糊精的包合常数,对包合物进行体外释放试验研究。结果：青藤碱与不同环糊精形成包合物的最佳条件为物质的量的1:1、包合温度50℃、包合反应3h、包合反应时溶液pH7,青藤碱与β-环糊精、羟丙基-β-环糊精、γ-环糊精的包合常数分别为501.1、150.0、600.3L/mol。结论：青藤碱与环糊精可以形成1:1型稳定的包合物,以环糊精为载体制备的不同青藤碱-环糊精包合物相对于青藤碱具有明显的缓释作用。