Capillary Electrochromatography of Molecularly Imprinted Monolithic Column Using p-Hydroxybenzoic Acid as Templates

Moleculary imprinted polymers using p-hydroxybenzoic acid as templates wassynthesized by an in situ polymerization reaction and rendered capillary monolithic column wasused in capillary electrochromatographic mode. Good molecular recognition was achieved for p-hydroxybenzoic acid and good resolution of isomers can be realized.

Psychopharmacological Profile of Hydroalcoholic Extract and P-Hydroxybenzoic Acid Obtained from <i>Bourreria huanita</i>(Boraginaceae) in Mice

Bourreria huanita (Lex.) Hemsl. (Boraginaceae) is a very rare and highly appreciated tree in Mesoamerica for its medicinal properties and beauty. It grows in a region extending from central Mexico to Costa Rica. Ethnobotanical surveys have shown that the infusion of dried flowers is popularly used as a tranquilizer to cure several diseases. In the present study we report the isolation of p-hydroxybenzoic acid (pHBZ) obtained from the hydroalcoholic extract (HE) of B. huanita, and the effect of both, the extract and the compound on the central nervous system in mice. HE of B. huanita (100, 150, 300 mg/kg) and pHBZ (10 mg/kg) were orally administered to mice and 1 h later, behavioral tests were performed. The effects of HE and pHBZ were tested by pentylenetetrazole (PTZ) and strychnine (STR) induced seizures, pentobarbital-induced hypnosis, the forced swimming test and the tail suspension test, the elevated plus maze, apomorphine-induced stereotypy and the climbing test, the inhibitory avoidance test and the open-field test. B. huanita extract produced hypnotic, anxiolytic and antidepressant effects in animals, with no change in motor performance. On the other hand, the extract did not reduce PTZ and STR-induced convulsions, apomorphine-induced stereotypy or climbing. Moreover, no changes were observed in the animals’ memory. The compound pHBZ was effective only in the depression tests. The results obtained in the present study suggest that B. huanita exhibited sedative, antidepressant and hypnotic activities in mice, and that the antidepressant activity may be mediated by an isolated compound identified as pHBZ.

A new hydroxybenzoic acid glycosides from the plant of Trifolium lupinaster

A new 5-O-(β-D-glucopyranosyl)-6 -O-benzoyl-2,5-dihydroxybenzoic acid was isolated from the ethyl acetate extract from the whole plants of Trifolium lupinaster L.Its structure was determined and deduced on the basis of their spectral data.

Synthesis,Crystal Structure and Theoretical Calculations of a Cadmium Complex Containing 3-Hydroxybenzoic Acid and 1,4-Bis(imidazol-1-yl)-butane

A new complex [Cd（hba）2（bib）]n·nH2O（1,Hhba = 3-hydroxybenzoic acid,bib = 1,4-bis（imidazol-1-yl）-butane） has been hydrothermally synthesized and characterized by elemental analysis,IR spectrum,thermogravimetric analysis,fluorescence spectrum,and singlecrystal X-ray diffraction.Yellow crystal crystallizes in the orthorhombic system,space group Pbca with a = 16.220（5）,b = 14.980（5）,c = 20.521（5） ？,V = 4986（3） ？~3,C（24）H（26）CdN4O7,Mr = 594.89,Dc = 1.585 g/cm^3,μ（Mo Kα） = 0.927 mm^（-1）,F（000） = 2416,Z = 8,the final R = 0.0242 and w R = 0.0589 for 4076 observed reflections（I 〉 2s（I））.In 1,the Cd（Ⅱ） ion takes a six-coordination mode,and bib ligand bridges adjacent Cd（Ⅱ） ions to generate 1D zigzag chains; these neighboring chains are connected by O–H···O hydrogen bonding interactions,producing a 2D folded layered structure.Furthermore,by O–H···O hydrogen bonding between layers and layers,a 3D supramolecular architecture is formed.In addition,we analyzed Natural Bond Orbital（NBO） in using the PBE0/LANL2 DZ method built in Gaussian 03 Program.The calculation results indicated obvious covalent interaction between the coordinated atoms and Cd（Ⅱ） ion.

两个含5-溴水杨酸钠(Ⅰ)/镉(Ⅱ)配合物的合成、晶体结构、Hirshfeld表面分析与抑菌活性

由5-溴水杨酸(H_(2)BBA)合成了钠/镉配合物[Na(HBBA)]_(n) (1)和[Cd(HBBA)_(2)(4,4′-Bipy)]_(n) (2)(H_(2)BBA=5-溴水杨酸,4,4′-Bipy=4,4′-联吡啶)。通过元素分析、红外光谱、热重、粉末X射线衍射和单晶X射线衍射表征了其结构。配合物1的不对称单元中有1个钠离子和1个HBBA-。钠离子是六配位的三棱柱构型,HBBA-配体的3个氧原子分别与2个钠离子配位,连接相邻的钠离子形成了3条一维链结构,HBBA-配体连接相邻的3条一维链形成了二维网络结构。分子间氢键连接相邻的二维网络结构形成了三维氢键网络结构。配合物2中有1个镉离子、2个HBBA-和1个4,4′-Bipy。镉离子是六配位的扭曲八面体构型,4,4′-Bipy配体连接相邻的2个镉离子形成了一维链结构。分子间氢键连接相邻的一维链结构形成了三维氢键网络结构。通过Hirshfeld表面和指纹图分析了配合物晶体中的弱分子间作用力。详细研究了配合物1和2的热稳定性和抑菌活性。

RP-HPLC法测定板栗种仁中原儿茶酸、对羟基苯甲酸和异香草酸的含量

目的建立同时测定板栗种仁中原儿茶酸、对羟基苯甲酸、异香草酸含量的方法。方法采用Dikma Diamonsil C18柱（250mm×4．6mm，5um），以甲醇-体积分数为0．05％的甲酸水溶液为流动相进行梯度洗脱，流速为1．0mL·min^-1，检测波长为260nm，柱温为室温。结果原儿茶酸、对羟基苯甲酸、异香草酸质量浓度分别在10—100mg·L^-1、5～50mg·L^-1、50～500mg·L^-1内与峰面积具有良好的线性关系（r≥0．9998，n=6），方法平均回收率分别为98．5％、98．0％、99．6％。结论本方法可用于同时测定板栗种仁中原儿茶酸、对羟基苯甲酸、异香草酸的含量。

对羟基苯甲酸电化学传感器的制备及应用

在玻碳电极表面修饰石墨烯,以对羟基苯甲酸为印迹分子,邻苯二胺为功能单体,通过电聚合,构建对羟基苯甲酸电化学传感器,通过循环伏安法(CV)和方波伏安法(SWV)法研究其性能,优化了聚合模板分子与功能单体的摩尔比、洗脱液种类、富集时间及洗脱时间。结果表明,分子印迹传感器的峰电流与对羟基苯甲酸溶液浓度在1.00×10^(-9)~1.00×10^(-2)mol·L^(-1)范围的内负对数呈良好的线性关系,相关系数为0.9956,检出限为2.013×10^(-10)mol·L^(-1)(S/N=3),回收率在98.7%~106%,相对标准偏差在2.5%~3.5%之间。制备的分子印迹电化学传感器可以用作复杂样品的检测,能满足快速现场检测的要求。

酚酸-果胶的酶法制备及其抗氧化与抑菌活性

本研究旨在探索酶促接枝改性对果胶结构和功能性质的影响,为开发具有生物活性的新型食品包装材料提供科学依据。以脂肪酶为催化剂,分别将对羟基苯甲酸和没食子酸接枝到果胶分子上。采用1H NMR、FTIR和XPS等分析技术对改性果胶的结构进行表征,并评估其抗氧化和抗菌活性。结果表明,对羟基苯甲酸修饰果胶(Hb-Pe)和没食子酸修饰果胶(Ga-Pe)的接枝率分别达到21.8%和22.9%。同时,与未改性果胶相比,Ga-Pe表现出显著(P<0.05)提高的DPPH自由基清除能力(69.6%)和β-胡萝卜素漂白抑制能力(65.5%),而对羟基苯甲酸改性果胶Hb-Pe的抗氧化活性提升有限,两项指标仅分别为5.54%和28.6%。此外,两种改性果胶对大肠杆菌和金黄色葡萄球菌的抑菌圈直径分别为15.7、13.3 mm(Hb-Pe)和16.6、12.6 mm(Ga-Pe),均显著(P<0.05)高于未改性果胶的抑菌效果。本研究证实了酶促接枝改性能够有效提升果胶的生物活性,为延长食品保质期提供了新的思路。

RP-HPLC法同时测定榕树须中原儿茶酸、对羟基苯甲酸和原儿茶醛的含量

目的建立同时测定榕树须中原儿茶酸、对羟基苯甲酸和原儿茶醛含量的方法。方法采用反相高效液相色谱法。色谱柱为Shimadzu CAPCELL PAK-C18柱（250 mm×4.6 mm,5μm）;流动相为甲醇-体积分数0.1%甲酸水溶液,梯度洗脱;流速为1.0 mL·min-1;检测波长为270 nm;柱温为35℃。结果原儿茶酸、对羟基苯甲酸和原儿茶醛质量浓度分别在10.40~208.0 mg·L-1、5.81~116 mg·L-1和4.50~90.0 mg·L-1内与峰面积呈良好的线性关系（r≥0.999 7,n=5）。加样回收率分别为97.2%、98.6%和98.8%（RSD≤2.7%,n=9）。结论该方法可作为榕树须中原儿茶酸、对羟基苯甲酸和原儿茶醛的含量测定方法,为其质量控制提供参考依据。

HPLC-DAD法测定康复新液中10种抑菌剂含量

目的:建立同时测定康复新液中10种抑菌剂的高效液相色谱分析方法。方法:采用Thermo Acclaim TM 120(4.6 mm×250 mm,5μm)色谱柱,流动相为0.1%冰醋酸-0.02 mol·L^(-1)乙酸铵溶液和甲醇,梯度洗脱,流速为1 mL·min^(-1),扫描波长为200~700 nm。结果:在相应的浓度范围内,10种抑菌剂质量浓度与峰面积的线性关系良好,r≥0.9998;精密度试验良好,RSD在0.33%~0.38%;重复性试验与稳定性试验的RSD<0.5%,加标回收范围为97.4%~101.1%,RSD在0.4%~1.8%之间。按拟定方法测试样品苯甲酸含量在0.15%~0.34%范围,山梨酸含量在0~0.48%范围,羟苯乙酯含量在0~0.02%范围、羟苯丙酯含量再0~0.02%范围。结论:该方法灵敏快速、专属性强、准确度高,可用于康复新液中抑菌剂的含量测定。

HPLC法测定广西不同产地八角茴香中4种有机酸的含量

[目的]建立八角茴香中莽草酸、原儿茶酸、对羟基苯甲酸、对甲氧基苯甲酸的含量测定方法。[方法]采用高效液相色谱法对八角茴香进行测定,色谱柱为Kromasil 100-5-C_(18)(250 mm×4.6 mm,5μm),流动相为乙腈-3%磷酸水溶液(梯度洗脱),流速为1.0 ml/min,进样量为10μl,检测波长为254 nm,柱温为40℃。[结果]广西11个不同产地的八角茴香中莽草酸含量为6.34%~7.41%,原儿茶酸含量为0.28%~0.98%,对羟基苯甲酸含量为0.73%~1.90%,对甲氧基苯甲酸含量为0.07%~0.23%。[结论]本研究建立的方法操作简单,稳定性强,重复性好,可用于八角茴香中有效成分的含量测定。

荆条的化学成分研究

目的:研究荆条(Vitex.negundo var.heterophylla)的化学成分。方法:采用溶剂萃取法,硅胶、ODS、Sephadex LH-20以及半制备型HPLC等多种柱色谱分离方法进行分离纯化,通过理化常数测定、波谱数据分析鉴定化合物的结构。结果:从荆条叶、种子的95%乙醇提取物中分离得到5个化合物,分别鉴定为5,4'-二羟基-3,6,7-三甲氧基黄酮、5,4'-二羟基-3,6,7,8-四甲氧基黄酮、对羟基苯甲醛、对羟基苯甲酸、对羟基苯甲酸甲酯。结论:通过对荆条的化学成分进行研究,丰富了荆条的化学组成及其可能发挥药效的物质基础。

HPLC法梯度洗脱同时测定曲安奈德益康唑乳膏中4种抑菌剂的含量

目的:建立梯度洗脱HPLC法,以双波长同时测定不同厂家曲安奈德益康唑乳膏中4种抑菌剂含量。方法:采用Waters Symmetry C 18(250 mm×4.6 mm,5μm)色谱柱,以甲醇为流动相A,以甲醇-0.02 mol·L^(-1)磷酸二氢钠溶液(95∶5)为流动相B,梯度洗脱,流速为1.0 mL·min-1,柱温为35℃,检测波长为228 nm、254 nm。结果:本法可有效分离曲安奈德益康唑乳膏中各色谱峰,苯甲酸、羟苯甲酯、羟苯乙酯和羟苯丙酯分别在0.010348~0.15522 mg·mL^(-1)、0.009876~0.148145 mg·mL^(-1)、0.010106~0.151588 mg·mL^(-1)、0.010259~0.153882 mg·mL^(-1)范围内与峰面积线性关系良好;平均回收率(n=9)分别为99.68%(RSD=2.35%)、100.21%(RSD=1.78%)、100.47%(RSD=1.59%)、100.06%(RSD=1.65%),检测限分别为3×10^(-5)mg·mL^(-1)、1.67×10^(-5)mg·mL^(-1)、1.67×10^(-5)mg·mL^(-1)、1.67×10^(-5)mg·mL^(-1)。结论:本研究建立的曲安奈德益康唑乳膏中抑菌剂的含量测定方法,方法灵敏、准确,色谱峰分离良好,为其质量控制提供了依据。

HPLC法同时测定依巴斯汀口服溶液中抑菌剂及其降解产物

目的:建立同时测定依巴斯汀口服溶液中羟苯甲酯钠、羟苯丙酯钠两种抑菌剂及其降解产物对羟基苯甲酸含量的HPLC法。方法:色谱柱:Diamonsil C18柱(250 mm*4.6 mm,5μm),流动相:甲醇-1%冰醋酸溶液(58:42),流速:1.0 mL/min,柱温:40℃,检测波长:254 nm,进样量:20μL。结果:各色谱峰分离度良好;阴性样品无干扰;对羟基苯甲酸在0.3391 mg/mL~3.3912 mg/mL范围内线性关系良好(r=0.9997),羟苯甲酯钠在4.8565 mg/mL~48.5654 mg/mL范围内线性关系良好(r=0.9997),羟苯丙酯钠1.2004 mg/mL~12.0043 mg/mL范围内线性关系良好(r=0.9995);对羟基苯甲酸、羟苯甲酯钠、羟苯丙酯钠平均回收率分别为99.71%(RSD:0.95%,n=12)、99.82%(RSD:0.35%,n=9)、100.65%(RSD:0.75%,n=9);精密度、重复性、稳定性试验结果良好。结论:该方法操作简便,结果准确,稳定性好,可用于同时测定依巴斯汀口服溶液中羟苯甲酯钠、羟苯丙酯钠两种抑菌剂及其降解产物对羟基苯甲酸的含量。

HPLC法测定硫酸阿托品滴眼液中4种常用抑菌剂的含量

目的建立反向高效液相色谱法同时测定硫酸阿托品滴眼液中4种常用抑菌剂(4-羟基苯甲酸、苯甲酸、苯甲醇、山梨酸)的含量。方法应用RP-HPLC等度洗脱法,采用C_(18)色谱柱(250 mm×4.6 mm,5μm),以0.05 mol·L^(-1)磷酸二氢钾溶液(含0.0025 mol·L^(-1)庚烷磺酸钠)-乙腈(84∶16)(用三乙胺调节pH值至5.0)为流动相,检测波长为225 nm,流速为1.0 mL·min^(-1),柱温30℃。结果在该色谱条件下,主成分峰与各抑菌剂完全分离,滴眼液中基质无干扰;方法重复性良好、稳定性良好;4种抑菌剂在各自浓度范围内具有良好的线性关系。结论本法专属性、重复性良好,结果稳定,可用于硫酸阿托品滴眼液中四种常用抑菌剂含量的检测。

RP-HPLC法测定羟苯苄酯有关物质的含量

为了建立用于分析羟苯苄酯有关物质的RP-HPLC方法,分离条件为:Agilent ZORBAX Eclipse Plus Phenyl-Hexyl色谱柱,以甲醇-1%冰醋酸为流动相梯度洗脱,检测波长为254 nm,对其方法学进行了研究。结果显示,羟苯苄酯和对羟基苯甲酸的质量浓度分别在0.051~101.88μg/mL(r=1.00)和0.050~99.48μg/mL(r=0.999 8)范围内与峰面积呈良好线性关系,对羟基苯甲酸的平均加样回收率(%)为100.3,RSD(%)为0.95,对羟基苯甲酸定量限为0.24 ng。研究中还采用UPLC-Q-TOF对检出杂质结构进行了推测与鉴定。该研究为羟苯苄酯质量控制提供了理论依据。

Induced Effects of Exogenous Phenolic Acids on Allelopathy of a Wild Rice Accession(Oryza longistaminata,S37)

Four exogenous phenolic acids, including salicylic acid, fumalic acid, p-coumaric acid and p-hydroxybenzonic acid, were used to investigate the regulatory effects on allelopathy of a wild rice accession of S37 （Oryza Iongistaminata）, which is a known allelopathic rice. The four exogenous phenolic acids induced the enhancement of the allelopathic potential of wild rice S37 in target weeds though the weed-suppressive activities were low, and the inducible effects were dependent on the specific phenolic acid, concentration and treatment time. After foliar application of exogenous phenolic acids, the inhibition rates for plant height, root length and fresh weight of barnyard grass （Echinochioa crus-galli） were significantly higher than those of the control. Especially at the concentration of 100 mg/L, the inhibition rates for plant height and fresh weight of barnyard grass by fumalic acid were 38.12% and 26.31% higher than those of the control, showing that fumalic acid was more effective compared with other phenolic acids in inhibiting monocotyledon weed growth. Furthermore, the weedsuppressive activity of aqueous extract from the leaves of wild rice S37 treated with exogenous phenolic acids was increased, and it peaked at 48 h after the treatment with the aqueous extract, and then gradually declined.

p-Hydroxybenzoic acid (p-HA) modified polymeric micelles for brain-targeted docetaxel delivery

Chemotherapies for brain diseases have been hampered due to the inability of transport of drug across the blood-brain barrier (BBB). In order to overcome the barrier, p-hydroxybenzoic acid (p-HA), a small molecule of benzamide analogue, was used as a ligand for brain-targeted drug delivery. The p-HA was conjugated to PEG-DSPE to form p-HA-PEG-DSPE. Docetaxel-loaded polymeric micelles were prepared by a thin-film hydration method using methoxy-poly(ethylene glycol)-distearoylphosphatidyl- ethanolamine (mPEG 2000 -DSPE) as a carrier and the p-HA-PEG-DSPE as a brain targeted material. The prepared micelles showed spherical with a mean diameter of (18±3) nm. Encapsulation efficiency and drug loading were (83.49±1.3)%, (7.7±1.2)% for un- modified micelles and (80.65±1.6)%, (7.47±1.8)% for p-HA-modified micelles, respectively. In vitro cellular uptake experiments showed that the p-HA-modified micelles increased BCECs cellular uptake by 1.2 times compared to the unmodified micelles. Ex vivo near-infrared fluorescence imaging showed that brain uptake of the p-HA-modified micelles was 1.3-1.8 times higher than that of the unmodified micelles. In vitro cytotoxicity assay against glioblastoma cell U87 MG showed that inhibition rate of the p-HA-modified micelles increased by 1.2 times compared to that of the unmodified micelles and 1.7 times compared to that of DTX. Survival time of nude mice bearing intracranial glioblastoma showed that the lifetime of saline group, Taxotere group, mPEG-DSPE/DTX micelles group and p-HA-PEG-DSPE/DTX micelles group was 22, 27, 32 and 45.8 d, representively, which indicated that anti-glioblastoma activity of DTX could be significantly enhanced by the p-HA-modified polymeric micelles. These results demonstrated that the p-HA-modified micelles could be a promising brain-targeted drug delivery system for hydrophobic drugs against glioblastoma.

A Convenient and Practical Prepapation of Acetylphenyl Boronic Acids

A practical and scalable synthesis route of acetylphenylboronic acids is described. Bromoacetophenones(compounds 3a, 3b) were ketalized with ethylene glycol and triethyl orthoformate to give bromo ketals(compounds 4a_4c) in 60_80% yields. Compounds 4a_4b were treated with a Grignard reagent and then exchanged with borate to give p- and m-acetylphenyl boronic acids(compounds 5a and 5b) in 80% and 56% yields, respectively. The o-form(compound 5c) was obtained in 61% yield via the BuLi method.

POLYMER-SUPPORTED β-CYCLODEXTRIN CATALYST FOR SELECTIVE SYNTHESISOF 4-H YDROXYBENZOIC ACID

4-hydroxybenzoic acid was synthesized by one pot method using polymer-bonded β-aminopropionic acid-2-β-cyclodextrin as a catalyst.by which the selectivity for 4-hydroxybenzoic acid is 87%. A possible carboxylation mechanism in the presence of the title catalyst is discussed. Also.the recovery and reusage of the catalyst is studied.