α–ω Alkenyl-bis-S-Guanidine Thiourea Dihydrobromide Affects HeLa Cell Growth Hampering Tubulin Polymerization

Cancer is going to be the first cause of mortality worldwide in the 21th century. It is considered a multifactorial disease that results from the combined influence of many genetic aberrations, leading to abnormal cell proliferation. As microtubules are strongly implicated in cellular growth, they represent an important target for cancer treatment. The well-known microtubule-targeting agents (MTAs) including paclitaxel, colchicine and vinca alkaloids are commonly used in the treatment of various cancers. However, adverse effects and drug resistance are major limitations in their clinical use. To find new candidates able to induce microtubule alteration with reduced toxic effects or drug resistance, we studied a small new series of derivatives that present imidazolinic, guanidinic, thioureidic and hydrazinic groups ( 1 – 9 ). All the compounds were tested for their antitumor activity against a panel of six tumoral cell models. In particular, compound 8 (nonane-1,9-diyl-bis-S-amidinothiourea dihydrobromide) showed the lowest IC₅₀ value against HeLa cells, together with a low cytotoxicity for normal cells. This compound was able to induce the apoptotic mitochondrial pathway and inhibited tubulin polymerization with a similar efficacy to vinblastine and nocodazole. Taken together, these promising biological properties make compound 8 useful for the development of novel therapeutic approaches in cancer treatment.     

两种高效低成本咪唑啉类缓蚀剂的研制

为了缓解油田设备因腐蚀引起的问题,实验通过有机合成方法,用苯甲酸(油酸)和三乙烯四胺及氯化苄合成得到咪唑啉季铵盐缓蚀剂,经过油酸咪唑啉季铵盐缓蚀剂与苯甲酸咪唑啉季铵盐缓蚀剂的复配后,通过静态失重法进行评价。结果表明这类缓蚀剂的最佳加药浓度为30 mg·L-1,此时两种酸类咪唑啉季铵盐含量比为2∶3时的缓蚀效率可以达到97.4%;主剂(苯甲酸∶油酸=2∶3)与硫脲、乌洛托品、乙酰苯胺按比例10∶5∶2∶1复配缓蚀效率可以达到98.4%,符合油田生产需求。     

一种新型抗高温酸化缓蚀剂的制备与性能评价

硫脲、多乙烯多胺、油酸按照质量比0.2∶1∶2,通过缩合脱水反应合成出了一种油酸硫脲基咪唑啉,并复配表面活性剂、吡啶、醛、炔醇等,得到一种新型抗高温酸化缓蚀剂LX-1,对缓蚀剂的缓蚀性能、相容性、抗温性能进行评价。结果表明,缓蚀剂的缓蚀性能良好,LX-1加量为0.6%时,缓蚀率达到95%,腐蚀速率达0.015 mm/a;与地层离子及各种化学剂相容性好;能抗高温90℃,盐酸浓度20%时,腐蚀速率0.023 mm/a,缓蚀率89.0%。     

基于随机森林与多元线性回归的咪唑啉衍生物缓蚀剂的构效关系研究

以15种不同十一烷基咪唑啉衍生物缓蚀剂为研究对象,采用随机森林与多元线性回归相结合考察了分子结构对其缓蚀效率(IE)的影响。首先,从能量、电荷、分子表面与信息量、立体构象与拓扑特征6个方面对15种咪唑啉类缓蚀剂进行了全面表征,共得到55个分子结构参数;然后运用随机森林(RF)与多元线性回归(MLR)分别对特征参数进行了优化,筛选出top10的8个重叠参数。从8个参数中随机挑选3个,使用留一法(LOO)进行多元线性回归模型构建,最终得到了最优的特征组合为分子总能量(Te)、信息含量(Ic)与分子折射率(Mr)。基于此得到的最优定量结构-缓蚀效率关系模型,其相关系数R~2为0.843,关系式表示为IE=-5.517-0.010 1×Te+15.601 7×Ic+0.222×Mr。考察样本后去掉一个奇异样本,其相对误差达到18.9%,剩余14个样本留一法建模,模型效果大大提高,其R~2为0.911。结果表明,Te、Ic、Mr与缓蚀效率具有较高的正相关性,分子结构越稳定、对称性好及折射率高,则其IE值就越高,为设计新型高效的缓蚀剂提供了理论指导。     

咪唑啉季铵盐缓蚀剂合成及其性能测试

咪唑啉季铵盐缓蚀剂的合成是将油酸作为原料,利用咪唑啉季铵盐的中间体转化为咪唑啉季铵盐的水溶性液体。一般来说,可以用亚磷酸二甲酯作为中间体,加入催化剂做出水溶性的季铵盐缓蚀液。经过试验与配比,发现合成咪唑啉季铵盐,最佳的工艺温度为90℃,咪唑啉中间体和磷酸二的配比为10:8,溶剂缓蚀效率达到98.3%。     

温度对咪唑啉缓蚀剂成环程度及缓蚀性能的影响

以二乙烯三胺和油酸为原料,在一定反应时间、不同反应温度下合成了系列咪唑啉缓蚀剂。应用红外、紫外分光光度计对合成缓蚀剂进行了分析鉴定,测定了不同反应温度下得到产物的酸值,并用电化学极化曲线法研究了产物的缓蚀性能。结果表明,反应温度越高成环化越高,产物缓蚀性能越好,并且烷基酰胺化和烷基酰胺环化同时进行;极化曲线表明添加该缓蚀剂均可不同程度抑制阴阳极反应,属于混合型缓蚀剂。     

水溶性咪唑啉类缓蚀剂的合成及性能研究

针对油田注水开发过程中存在的腐蚀问题,合成了水溶性的咪唑啉类缓蚀剂LRX,利用静态挂片法和极化曲线法考察了其缓蚀性能。结果表明,在苯甲酸与二乙烯三胺的摩尔比为1∶1.4,咪唑啉中间体与氯乙酸的摩尔比1∶1.5,季铵化温度控制在60℃,反应时间4 h时,合成的咪唑啉类缓蚀剂LRX为阳极型缓蚀剂,对20#钢的缓蚀率达85%;合成的咪唑啉类缓蚀剂LRX与阻垢剂HEDP复配后,在缓蚀和阻CaCO3垢性能方面具有良好的协同效应。     

油松籽油酸洗缓蚀剂的合成与应用

以油松籽油、二乙烯三胺、氯化苄为原料,合成了咪唑啉季铵盐缓蚀剂Y-1,用失重法、极化曲线法评价了Y-1及其与硫脲复配后的新型缓蚀剂的缓蚀性能.结果表明:缓蚀剂Y-1在盐酸体系中对A20钢有很好的缓蚀效果,由Y-1和硫脲复配的新型缓蚀剂在柠檬酸体系中对A20钢的缓蚀效率在99.65％以上,并且二者都具有很好的热稳定性;缓...     

新型肉桂基咪唑啉缓蚀剂的合成及其对盐酸介质中Q235钢的缓蚀性能

目前,有关用肉桂酸和有机胺合成咪唑啉衍生物及其合成产物的缓蚀性能与机理研究未见介绍。利用肉桂酸和二乙烯三胺脱水反应生成咪唑啉衍生物,采用失重法、电化学方法、量子化学计算研究了合成缓蚀剂对Q235钢的缓蚀性能和机理。结果表明,新型肉桂基咪唑啉的缓蚀率随缓蚀剂浓度的增大而升高,＂-31mol／LHCl中缓蚀剂浓度为800m...     

Synthesis,Corrosion Inhibition Performance and Biodegradability of Novel Alkyl Hydroxyethyl Imidazoline Salts

New alkyl hydroxyethyl imidazoline salts were synthesized via a high pressure process with imidazoline and dimethyl carbonate, and their chemical structure were confirmed using mass spectral fragmentation and FTIR spectroscopic analysis. In addition, several quaternary ammonium salts with new counterions (formic acid, acetic acid and lactic acid) were also synthesized by ion exchange reaction of methyl carbonate quaternary ammoniums with the corresponding acids. These new compounds reduced the surface tension of water to a minimum value of approximately 27 mN m^?1 at a concentration of 8.72 × 10^?5 mol L^?1. They also show efficient corrosion inhibition performances and could significantly inhibit the corrosion of mild steel in acid solutions. It was also found that the biological degradation of these imidazoline surfactants was greater than 98 % after 7 days.