TLC Identification and Extraction Process of Rubiasin-1-methyl Ether from Yao Medicine Chuanlianzhu

[Objectives]To establish a thin-layer chromatography(TLC)method for the determination of rubiadin-1-methyl ether in Yao Medicine Chuanlianzhu(Damnacanthus giganteus).[Methods]A silica gel G thin-layer plate was adopted for TLC.Petroleum ether(60-90℃)-chloroform-methanol-water(7:15:3:1)was used as the developing solvent and inspected under ultraviolet lamp(365 nm).The content was determined by Inertsil ODS-3 C 18 column(4.60 mm×250 mm,5μm),mobile phase:acetonitrile-0.2%phosphoric acid gradient elution,detection wavelength 277 nm,flow rate 1.0 mL/min,column temperature 30℃,injection volume 10μL.[Results]The spots of 10 Chuanlianzhu samples from different origins showed the same color at the same position as the control,and the spots were clear and specific.The injection volume of rubiadin-1-methyl ether showed a good linear relationship in the range of 2.90-145μg(R=0.9996).The average recovery rate of rubiadin-1-methyl ether in the low,medium and high dose groups of Yao Medicine Chuanlianzhu was 98.72%,and RSD=1.78%.[Conclusions]This method can effectively identify Yao Medicine Chuanlianzhu medicinal materials and accurately determine the content of rubiadin-1-methyl ether in the medicinal materials.It provides a scientific basis for the development and utilization of Yao Medicine Chuanlianzhu medicinal resources.

Interaction of N-(2-Methyl Thio Phenyl)-2-Hydroxy-1-Naphthaldimine with Tin Dioxide Nanoparticles: A Spectroscopic Approach

The interaction of N-(2-methyl thiophenyl)-2-hydroxy-1-naphthaldimine (NMTHN) with tin dioxide nanoparticles (SnO2 NPs) has been investigated by spectroscopic tools such as absorption and fluorescence spectroscopy. Absorption spectroscopy reveals the formation of ground state complex. Fluorescence spectroscopy has been used to study the signatures of fluorescence quenching. SnO2 NPs are found to quench the intrinsic fluorescence of NMTHN via static and dynamic quenching. The deviation from linearity in the Stern-Volmer plot has been observed.

Global hypomethylation in hepatocellular carcinoma and its relationship to aflatoxin B_1 exposure

AIM:To determine global DNA methylation in paired hepatocellular carcinoma(HCC) samples using several different assays and explore the correlations between hypomethylation and clinical parameters and biomarkers,including that of aflatoxin B 1 exposure.METHODS:Using the radio labeled methyl acceptance assay as a measure of global hypomethylation,as well as two repetitive elements,including satellite 2(Sat2) by MethyLight and long interspersed nucleotide elements(LINE1),by pyrosequencing.RESULTS:By all three assays,mean methylation levels in tumor tissues were significantly lower than that in adjacent tissues.Methyl acceptance assay log(mean ± SD) disintegrations/min/ng DNA are 70.0 ± 54.8 and 32.4 ± 15.6,respectively,P = 0.040;percent methylation of Sat2 42.2 ± 55.1 and 117.9 ± 88.8,respectively,P < 0.0001 and percent methylation LINE1 48.6 ± 14.8 and 71.7 ± 1.4,respectively,P < 0.0001.Aflatoxin B 1 albumin(AFB 1-Alb) adducts,a measure of exposure to this dietary carcinogen,were inversely correlated with LINE1 methylation(r =-0.36,P = 0.034).CONCLUSION:Consistent hypomethylation in tumor compared to adjacent tissue was found by the three different methods.AFB 1 exposure is associated with DNA global hypomethylation,suggesting that chemical carcinogens may influence epigenetic changes in humans.

A New 10-Hydroxyl Anthrone Glycoside from Cassia siamea Lam

A new 10-hydroxyl anthrone glycoside, 1, 8, 10 - trihydroxyl-1ObDglucopyrano- syl-3-methyl-10- C (S) b D- glucopyranosyl-anthrone-9 1 was isolated from the stem of Cassia siamea Lam. The structure was elucidated by spectral evidences, especially by 2 D techniques.

Screening of chemokine receptor CCR4 antagonists by capillary zone electrophoresis

Abstract CC chemokine receptor 4 （CCR4） is a kind of G-protein-coupled receptor, which plays a pivotal role in allergic inflammation. The interaction between 2-（2-（4-chloro-phenyl）-5-{[（naphthalen-1- ylmethyl）-carbamlyl]-methyl-4-oxo-thiazolidin-3-yl）-N-（3-morpholin-4-yl-propyi）-acetamide （S009） and the N-terminal extracellular tail （ML40） of CCR4 has been validated to be high affinity by capillary zone electrophoresis （CZE）.The S009 is a known CCR4 antagonist. Now, a series of new thiourea derivatives have been synthesized. Compared with positive control S009, they were screened using ML40 as target by CZE to find some new drugs for allergic inflammation diseases. The synthesized compounds XJH-5, XJH-4, XJH-17 and XJH-1 displayed the interaction with ML40, but XJH-9, XJH-10, XJH-I 1, XJH-12, XJH-13, XJH-14, XJH-3, XJH-8, XJH-6, XJH-7, XJH-15, XJH-16 and XJH-2 did not bind to ML40. Both qualification and quantification characterizations of the binding were determined. The affinity of the four compounds was valued by the binding constant, which was similar with the results of chemotactic experiments. The established CEZ method is capable of sensitive and fast screening for a series of lactam analogs in the drug discovery for allergic inflammation diseases.

Synthesis and Characterization of ChiralLiquid Crystal CMPPCDP

novel chiral liquid crystal4'-( 2-chloro-4methylpentanoyloxy ) phenyl 2-cyano-3-(4' -n-dodecyloxyphenyl)propenoate (CMPPCDP ) was synthesized. The compound was characterized usingIR, ￣1H NNIR, elementary analysis. The liquid crystalline pliasc transition wasstudied using optical polarized micrography and differential scanning calorimetry.

A New Sesquiterpene-substituted Benzoic Acid from the Brown Alga Dictyopteris divaricata

A new sesquiterpene-substituted benzoic acid has been isolated from the brown Alga Dictyopteris divaricata Okam.. Its structure was elucidated as 3-[(2-hydroxy-2,5,5,8a-tetra- methyldecahydro-1-naphthalenyl)methyl]-4-hydroxybenzoic acid, named dictyvaric acid on the basis of spectroscopic methods including IR, HRFABMS, 1D and 2D NMR techniques.

Effect of an Organic Inhibitor on the Electrical Properties of High Carbon Steel in Simulated Acid Environment

The effect of 1-Phenyl-3-Methyl Pyrazol-5-one (HPMP) on the electrical properties of high carbon steel in Hydrochloric acid (HCI), Trioxonitrate (v) acid (HNO3) and Perchloric acid (HCIO4) was studied by weight loss method. The acidic medium caused a complete degradation of the electrical properties of the coated and uncoated high carbon steel. However, the attack was more on the uncoated coupons, which showed that HPHP is an effective corrosion inhibitor. HNO3 had the most severe effect on the metal. The coupons coated with HPMP generally had higher values of resistance (0.0155 Ω) and conductivity (6.20 mho/m) in HCI environment than the uncoated coupons (0.0043 Ω) and (1.72 mho/m). Similar results were obtained for HNO3 and HCIO4 environments. These values are lower than the values obtained for as-received coupons: -0.0466 and 8.64 mho/m respectively.

“太白七药”朱砂七化学成分研究

目的 研究朱砂七(毛脉首乌Fallopia multiflora var. cillinerve根)的化学成分及其细胞毒活性和抗病毒活性。方法 采用硅胶柱色谱、Sephadex LH-20凝胶柱色谱以及半制备HPLC等方法进行分离纯化,根据理化性质及其波谱数据鉴定所得化合物的结构。采用MTT法测定其细胞毒活性,CCK-8法测定其抗病毒活性。结果 从朱砂七75%乙醇提取物中分离得到20个化合物,分别鉴定为大黄素甲醚(1)、大黄素(2)、β-谷甾醇(3)、1,8-二羟基蒽醌(4)、1-methyl emodin(5)、(+)-丁香树脂酚(6)、(+)-lirioresinol A(7)、反式对羟基肉桂酸(8)、大黄素-1-O-β-D-葡萄糖苷(9)、ω-羟基大黄素(10)、(+)-儿茶素(11)、(-)-表儿茶素(12)、南烛木糖苷(13)、(+)-异落叶松脂素-9-O-β-D-吡喃木糖苷(14)、反式-4-甲氧基肉桂酸(15)、顺式-4-甲氧基肉桂酸(16)、槲皮素(17)、槲皮素-3-O-β-D-葡萄糖苷(18)、胡萝卜苷(19)、dermolutein(20)。化合物1、2、10对人肺癌A549细胞的半抑制浓度(half maximal inhibitory concentration,IC50)为21.77~46.71μmol/L;化合物2对人结肠癌HCT116细胞的IC50值为24.21μmol/L;化合物2、5、10对人结肠癌SW620细胞的IC50值为14.61~90.13μmol/L;化合物2对人类肠道病毒A71型(enterovirus-A71,EV-A71)病毒的抑制率为65.16%。结论 化合物5、20为首次从蓼科植物中分离得到。化合物4、6、7、13~16为首次从何首乌属植物中分离得到,化合物8、9、11、12、17、18为首次从朱砂七中分离得到,化合物1对A549细胞具有细胞毒活性,化合物2对A549、HCT116、SW620细胞具有细胞毒活性,化合物5对SW620细胞具有细胞毒活性,化合物10对A549、SW620细胞具有细胞毒活性,此外,化合物2对EV-A71病毒有一定的抑制作用。

茜素型蒽醌基因突变风险评价

目的使用毒性预测软件及细菌回复突变(Ames)试验评价茜素型蒽醌的基因突变风险。方法通过毒性软件Toxtree、Derek Nexus和Sarah Nexus对茜素型蒽醌:茜草素、异茜草素、甲基异茜草素、甲基异茜草素-1-甲醚、茜素-1-甲醚、羟基茜草素、光泽汀进行致突变风险预测;每个受试物设置5个给药浓度,分别在有或无S9代谢活化条件下,使用5种鼠伤寒沙门氏菌TA97、TA100、TA102、TA1535和TA1537开展基于6孔板培养的Ames试验,判断该类化合物苯环上不同取代基对致突变性的影响。结果软件基于蒽醌环的存在预测该类化合物均具有致突变风险。在非S9代谢活化下,异茜草素和羟基茜草素可导致TA1537回复突变菌落数增加;光泽汀可诱导TA97、TA100和TA1537回复突变菌落数增加。在S9代谢活化下,异茜草素可导致TA97、TA100和TA1537回复突变菌落数增加;羟基茜草素可导致TA1537回复突变菌落数增加;光泽汀可导致TA97、TA100和TA1537回复突变菌落数增加;甲基异茜草素可导致TA97、TA100、TA102和TA1537回复突变菌落数大幅增加;甲基异茜草素-1-甲醚可导致TA100回复突变菌落数增加。结论茜素型蒽醌受试物在有或无S9代谢条件下表现出不同程度、不同菌株的回复突变,开展相关研究评价其毒性风险对该类化合物合理监管具有重要价值。

茜素型蒽醌化合物体外Pig-a基因突变性试验研究

目的对具有相同母核结构的7种茜素型蒽醌化合物开展体外Pig-a基因突变试验,分析不同茜素型蒽醌化合物取代基结构与其致突变性的关联。方法小鼠淋巴瘤细胞L5178Y(tk+/--3.7.2.C)分别与系列浓度的茜草素、异茜草素、甲基异茜草素、羟基茜草素、甲基异茜草素-1-甲醚、茜草素-1-甲醚和光泽汀作用4 h(有S9)或24 h(无S9),给药24 h后应用细胞计数仪进行计数,计算细胞相对倍增速率(RPD)评价受试物细胞毒性;细胞培养8 d后经APC-anti-CD45和PE-anti-CD90.2抗体孵育后,使用流式细胞仪检测细胞突变(CD45+CD90.2−)率。结果所有受试物在有或无代谢活化条件下所设浓度组RPD均大于50%,未见明显细胞毒性作用,可排除试验中假阳性结果。在无S9代谢活化条件下,光泽汀(16μg·mL^(−1))组、羟基茜草素(10μg·mL^(−1))组、甲基异茜草素-1-甲醚(31.25μg·mL^(−1))组Pig-a基因突变率与溶媒对照组比较显著升高(P<0.05、0.01、0.001);在有S9代谢活化条件下,光泽汀(4、8μg·mL^(−1))、羟基茜草素(10μg·mL^(−1))、茜草素-1-甲醚(3.75、15.00μg·mL^(−1))、甲基异茜草素(12.5、25.0、50.0、100.0μg·mL^(−1))、甲基异茜草素-1-甲醚(15、30、60μg·mL^(−1))、异茜草素(2.50、5.00μg·mL^(−1))组Pig-a基因突变率与溶媒对照组比较显著升高(P<0.05、0.01、0.001)。结论羟基取代基所在位点是茜素型蒽醌化合物致突变性强弱的决定性因素,其体内致突变性有待进一步确证。

海南虎刺枝叶中化学成分及其抗类风湿性关节炎活性研究

目的 研究茜草科虎刺属植物海南虎刺Damnacanthus hainanensis枝叶中的化学成分及其抗类风湿性关节炎活性。方法 综合运用硅胶柱色谱、反相硅胶柱色谱、SephadexLH-20凝胶柱色谱以及制备型HPLC等色谱技术进行系统分离和纯化,根据分离得到化合物的理化性质及其波谱数据,并通过与文献中报道的波谱数据进行比对,鉴定化合物的结构;采用MTS法通过对分离得到化合物的体外抑制滑膜细胞增殖的活性进行测试以评价其抗类风湿性关节炎活性。结果 从海南虎刺枝叶的甲醇提取物中分离得到了18个化合物,分别鉴定为naucleidinal(1)、1,2,3,4-tetrahydronorharman-1-one(2)、19-O-methyl-3,14-dihydroangustoline(3)、latifoliamide B(4)、latifoliamide D(5)、bacilsubteramide A(6)、vinmajine I(7)、naucleofficine D(8)、1-甲氧甲酰-β-咔巴啉(9)、naphthisoxazol A(10)、1,6-dihydroxy-2-methyl-9,10-anthraquinone(11)、rubiadin-1-methylether(12)、1,3,6-trihydroxy-2-methoxymethyl-9,10-anthraquinone(13)、3,6-dihydroxy-2-hydroxymethyl-9,10-anthra quinone(14)、7-羟基色原酮(15)、5,7-二羟基色原酮(16)、6,4’-dihydroxy-3’-methoxyaurone(17)和farnisin(18)。抗类风湿性关节炎活性评价结果表明,化合物11~14、17和18对滑膜成纤维MH7A细胞增殖抑制活性的半数抑制浓度(median inhibition concentration,IC50)值为(8.93±0.09)~(152.58±0.32)μmol/L。结论 所有化合物均为首次从虎刺属植物中分离得到。化合物11~14、17和18表现出了较为显著的抗类风湿性关节炎活性。

Facile and one-pot,electro-organic synthesis of a new bis-quinone by the ECCE mechanism in green media

Electrochemical oxidation of 4-methyl catechol（1a） is investigated in the presence of 1,3-indandione（3）as nucleophile in phosphate buffer solution（0.2 mol/L,pH 6） mixed with ethanol as organic green solvent（50/50） using cyclic voltammetry and controlled-potential coulometry.The results indicated thatquinones derived from electro-oxidation of 1a,participated in a 1,4-Michael addition reaction with1,3-indandione（3） under ECCE mechanism.In this direction,a new bis-quinone was synthesized in high yield and good purity using a facile and convenient electrochemical pathway by carbon anode electrodes in an undivided cell.