Some synthetic sucrose esters （SE） are a relatively new class of insecticidal compounds produced by reacting sugars with fatty acids, which are safe for the environment. Especially, sucrose esters composed of C6-C12...Some synthetic sucrose esters （SE） are a relatively new class of insecticidal compounds produced by reacting sugars with fatty acids, which are safe for the environment. Especially, sucrose esters composed of C6-C12 fatty acids have desirable insecticidal properties against many soft-bodied arthropod pests. In our study, sucrose octanoate which has the highest activity against a range of arthropod species was synthesized by a trans-esterification method and proved its insecticidal property. Under the condition of a homogeneous liquid, sucrose octanoate was prepared by reacting ethyl octanoate with sucrose at reduced pressure; the yield was 79.11%. Sucrose octanoate synthesized was identified and its property analyzed by IR, TLC and spectrophotometric analysis. It was shown that the ratio of monoester to polyester in sucrose octanoate was 1.48：1. The insecticidal activity of the synthetic sucrose octanoate was evaluated at a concentration of 4 and 8 mg.mL^-1. The mortality of first-instar larvae ofLymantria dispar from its contact toxicity was 72.5% after 36 hours, the revision insect reduced rate of Aphis glycines reached above 80% at 4 and 8 mg.mL^-1 after being treated for 5 days. Since the SE products are nontoxic to humans and higher animals, fully biodegradable and hydrolyzed to readily metabolizable sucrose and fatty acid, they are not harmful to crops and appear to be good insecticide candidates.展开更多
The analysis of sucrose esters with long acyl chain by improved high performance liquid chromatographic method with evaporative light scattering detection （HPLC-ELSD） and electrospray ionization mass spectrum （ESI...The analysis of sucrose esters with long acyl chain by improved high performance liquid chromatographic method with evaporative light scattering detection （HPLC-ELSD） and electrospray ionization mass spectrum （ESI-MS） is investigated. The improved HPLC-ELSD method for the separation and quantitation of commercial and synthesized sucrose esters is described. Samples are analyzed by means of a reversed-phase （RP） HPLC using a Hypersil C8 column （250 mm× 4.6 mm, 5 μm particle size） with methanol-tetrahydrofuran （vo）ume ratio of 90 ： 10） and water under gradientcondition as the mobile phase, in which the flow rate is 1.0 ml·min^-1 and the column temperature is set at 40℃. This procedure provides a complete separation and determination ot monoester, diester, triester and higher esters with different acyl chain lengths in each fraction by a single run, in combination with the ESI-MS technology. With this method, it is possible to determine the approximate compositions of monoto polyesters in one analysis and quantitate pure positional isomers precisely using an external standard method. It is found that the method of ESI-MS coupling with HPLC system for the analysis of sucrose esters is straight forward, rapid and inexpensive, and can be readily applied in synthesis, purification and structure studies.展开更多
Chemical investigation of the whole plants of Phyllanthus cochinchinensis(Euphorbiaceae)led to the isolation of five new sucrose benzoyl esters,3,6'-di-O-benzoylsucrose(1),3,6'-di-O-benzoyl-2'-O-acetylsucr...Chemical investigation of the whole plants of Phyllanthus cochinchinensis(Euphorbiaceae)led to the isolation of five new sucrose benzoyl esters,3,6'-di-O-benzoylsucrose(1),3,6'-di-O-benzoyl-2'-O-acetylsucrose(2),3,6'-di-O-benzoyl-4'-O-acetylsucrose(3),3,6'-di-O-benzoyl-3'-O-acetylsucrose(4)and 3-O-benzoyl-6'-O-(E)-cinnamoylsucrose(5),together with two known secoiridoid glycosides,jasminoside(6)and jaslanceoside B(7).Their structures were established on the basis of detailed spectroscopic analysis and chemical method.展开更多
Silver nanoparticles were synthesized in reverse micelles consisting of sucrose fatty acid esters by dissolving reactant powder in the water pool of reverse micelles through the solid-liquid extraction. Silver nanopar...Silver nanoparticles were synthesized in reverse micelles consisting of sucrose fatty acid esters by dissolving reactant powder in the water pool of reverse micelles through the solid-liquid extraction. Silver nanoparticles having various sizes and shapes were obtained at high concentration. The size of silver nanoparticles was controlled by reaction temperature. Moreover, the size of silver nanoparticles was dependent upon the average esterification degree of sucrose fatty acid esters forming reverse micelles. The wavelength in the peaks, which corresponded upon the localized surface plasmon resonance of resultant silver nanoparticles, was correlated with their sizes.展开更多
建立不同产地锦灯笼(Physalis Calyx seu Fructus,PCF)的指纹图谱,并进行抗菌活性的谱-效关系研究。采用超高效液相色谱-四极杆-静电场轨道阱高分辨质谱(UPLC-Q-Orbitrap HRMS)建立16批锦灯笼指纹图谱,对共有峰进行归属,并进行聚类热图...建立不同产地锦灯笼(Physalis Calyx seu Fructus,PCF)的指纹图谱,并进行抗菌活性的谱-效关系研究。采用超高效液相色谱-四极杆-静电场轨道阱高分辨质谱(UPLC-Q-Orbitrap HRMS)建立16批锦灯笼指纹图谱,对共有峰进行归属,并进行聚类热图和主成分分析;检测不同产地锦灯笼提取物对金黄色葡萄球菌和大肠杆菌的抑菌活性,采用灰色关联度分析进行谱效关系的研究。建立的锦灯笼指纹图谱共标定38个共有峰,根据精确的分子离子峰质量数及二级碎片信息,查阅相关文献等发现其中包括了22个蔗糖脂肪酸酯类成分、4个酸浆苦素类成分以及木犀草苷、木犀草素等化学成分;聚类分析和主成分分析将16批锦灯笼均按照不同产地进行了分类。16批锦灯笼提取物对金黄色葡萄球菌和大肠杆菌均具有较好的抑菌活性,灰色关联分析表明,峰27(关联度≥0.85)对金黄色葡萄球菌的抑菌活性贡献较大,峰37、29、30、19、33、35、31、17、32、20和28(关联度≥0.85)对大肠杆菌的抑菌活性贡献较大,且这些特征峰均为蔗糖脂肪酸酯类化合物,表明蔗糖脂肪酸酯类成分对于锦灯笼发挥抗菌活性具有很大的贡献。通过建立锦灯笼质谱指纹图谱及初步谱效关系,筛选出锦灯笼中对抑菌活性贡献较大的特征峰,为进一步研究锦灯笼的药效成分及药理作用提供参考。展开更多
文摘Some synthetic sucrose esters （SE） are a relatively new class of insecticidal compounds produced by reacting sugars with fatty acids, which are safe for the environment. Especially, sucrose esters composed of C6-C12 fatty acids have desirable insecticidal properties against many soft-bodied arthropod pests. In our study, sucrose octanoate which has the highest activity against a range of arthropod species was synthesized by a trans-esterification method and proved its insecticidal property. Under the condition of a homogeneous liquid, sucrose octanoate was prepared by reacting ethyl octanoate with sucrose at reduced pressure; the yield was 79.11%. Sucrose octanoate synthesized was identified and its property analyzed by IR, TLC and spectrophotometric analysis. It was shown that the ratio of monoester to polyester in sucrose octanoate was 1.48：1. The insecticidal activity of the synthetic sucrose octanoate was evaluated at a concentration of 4 and 8 mg.mL^-1. The mortality of first-instar larvae ofLymantria dispar from its contact toxicity was 72.5% after 36 hours, the revision insect reduced rate of Aphis glycines reached above 80% at 4 and 8 mg.mL^-1 after being treated for 5 days. Since the SE products are nontoxic to humans and higher animals, fully biodegradable and hydrolyzed to readily metabolizable sucrose and fatty acid, they are not harmful to crops and appear to be good insecticide candidates.
基金Supported by the National Natural Science Foundation of China （20906052）, the Science Foundation of Nantong City Municipality （K2007011, K2008023）, the Science Foundation of Nantong University （08R08） and the University Science Research Project of Jiangsu Province （09KJB530008）.
文摘The analysis of sucrose esters with long acyl chain by improved high performance liquid chromatographic method with evaporative light scattering detection （HPLC-ELSD） and electrospray ionization mass spectrum （ESI-MS） is investigated. The improved HPLC-ELSD method for the separation and quantitation of commercial and synthesized sucrose esters is described. Samples are analyzed by means of a reversed-phase （RP） HPLC using a Hypersil C8 column （250 mm× 4.6 mm, 5 μm particle size） with methanol-tetrahydrofuran （vo）ume ratio of 90 ： 10） and water under gradientcondition as the mobile phase, in which the flow rate is 1.0 ml·min^-1 and the column temperature is set at 40℃. This procedure provides a complete separation and determination ot monoester, diester, triester and higher esters with different acyl chain lengths in each fraction by a single run, in combination with the ESI-MS technology. With this method, it is possible to determine the approximate compositions of monoto polyesters in one analysis and quantitate pure positional isomers precisely using an external standard method. It is found that the method of ESI-MS coupling with HPLC system for the analysis of sucrose esters is straight forward, rapid and inexpensive, and can be readily applied in synthesis, purification and structure studies.
基金the NSFC 21002105,the 973 Program of Ministry of Science and Technology of China(2011CB915503)the Fourteenth Batch Candidates of the Young Academic Leaders of Yunnan Province(Min XU,2011CI044)West Light Foundation of the Chinese Academy of Sciences.
文摘Chemical investigation of the whole plants of Phyllanthus cochinchinensis(Euphorbiaceae)led to the isolation of five new sucrose benzoyl esters,3,6'-di-O-benzoylsucrose(1),3,6'-di-O-benzoyl-2'-O-acetylsucrose(2),3,6'-di-O-benzoyl-4'-O-acetylsucrose(3),3,6'-di-O-benzoyl-3'-O-acetylsucrose(4)and 3-O-benzoyl-6'-O-(E)-cinnamoylsucrose(5),together with two known secoiridoid glycosides,jasminoside(6)and jaslanceoside B(7).Their structures were established on the basis of detailed spectroscopic analysis and chemical method.
文摘Silver nanoparticles were synthesized in reverse micelles consisting of sucrose fatty acid esters by dissolving reactant powder in the water pool of reverse micelles through the solid-liquid extraction. Silver nanoparticles having various sizes and shapes were obtained at high concentration. The size of silver nanoparticles was controlled by reaction temperature. Moreover, the size of silver nanoparticles was dependent upon the average esterification degree of sucrose fatty acid esters forming reverse micelles. The wavelength in the peaks, which corresponded upon the localized surface plasmon resonance of resultant silver nanoparticles, was correlated with their sizes.
文摘建立不同产地锦灯笼(Physalis Calyx seu Fructus,PCF)的指纹图谱,并进行抗菌活性的谱-效关系研究。采用超高效液相色谱-四极杆-静电场轨道阱高分辨质谱(UPLC-Q-Orbitrap HRMS)建立16批锦灯笼指纹图谱,对共有峰进行归属,并进行聚类热图和主成分分析;检测不同产地锦灯笼提取物对金黄色葡萄球菌和大肠杆菌的抑菌活性,采用灰色关联度分析进行谱效关系的研究。建立的锦灯笼指纹图谱共标定38个共有峰,根据精确的分子离子峰质量数及二级碎片信息,查阅相关文献等发现其中包括了22个蔗糖脂肪酸酯类成分、4个酸浆苦素类成分以及木犀草苷、木犀草素等化学成分;聚类分析和主成分分析将16批锦灯笼均按照不同产地进行了分类。16批锦灯笼提取物对金黄色葡萄球菌和大肠杆菌均具有较好的抑菌活性,灰色关联分析表明,峰27(关联度≥0.85)对金黄色葡萄球菌的抑菌活性贡献较大,峰37、29、30、19、33、35、31、17、32、20和28(关联度≥0.85)对大肠杆菌的抑菌活性贡献较大,且这些特征峰均为蔗糖脂肪酸酯类化合物,表明蔗糖脂肪酸酯类成分对于锦灯笼发挥抗菌活性具有很大的贡献。通过建立锦灯笼质谱指纹图谱及初步谱效关系,筛选出锦灯笼中对抑菌活性贡献较大的特征峰,为进一步研究锦灯笼的药效成分及药理作用提供参考。
