Twenty-seven novel pyrazole carboxamides with diarylamine-modified scaffold were designed,synthesized and characterized in detail via1 H NMR,^（13） C NMR, IR and ESI-HRMS. Preliminary bioassays showed that some of th...Twenty-seven novel pyrazole carboxamides with diarylamine-modified scaffold were designed,synthesized and characterized in detail via1 H NMR,^（13） C NMR, IR and ESI-HRMS. Preliminary bioassays showed that some of the target compounds exhibited good antifungal activity against Rhizoctonia solani,Rhizoctonia cerealis and Sclerotinia sclerotiorum. Among them, compound 9c-7 exhibited the highest antifungal activities against R. solani, R. cerealis and S. sclerotiorum in vitro with IC_（50） values of 0.013, 1.608 and 1.874 mg/m L, respectively. Notably, compound 9c-7 still presented the highest fungicidal activities against R. solani in vivo with an IC_（50） value of 22.21 mg/m L. Molecular docking simulation results reveal that compound 9c-7 binds well to the hydrophobic pockets of the receptor protein succinate dehydrogenase. This study suggests that compound 9c-7 could act as a potential fungicide to be used for further optimization.展开更多
A series of dehydroabietic acid-based diarylamines have been synthesized in order to investigate their fluorescent properties, photostability, cell toxicity and in vitro fluorescence imaging. The geometries as well as...A series of dehydroabietic acid-based diarylamines have been synthesized in order to investigate their fluorescent properties, photostability, cell toxicity and in vitro fluorescence imaging. The geometries as well as their molecular properties were optimized at the B3LYP/6-31G~* level using Gaussian 03. The results indicate that molecular geometry, HOMO and LUMO energies, and energy gaps are important to predict absorption and fluorescent properties. Five of the compounds can be effectively taken up by human cervical carcinoma, human hepatocellular carcinoma SMMC-7721, human gastric cancer SGC-7901 and human lung adenocarcinoma A549 cells and strong blue fluorescent signals are detected in these cells. These compounds are potential candidates for fluorescent probes in biological diagnosis.展开更多
Antioxidants addition is believed as a facile and effective way to improve jet fuel thermal oxidation stability.However,amine antioxidants,as one of the most important antioxidants,have not received sufficient attenti...Antioxidants addition is believed as a facile and effective way to improve jet fuel thermal oxidation stability.However,amine antioxidants,as one of the most important antioxidants,have not received sufficient attention in the field of jet fuel autoxidation yet.Herein,the inhibition efficiency and mechanism of decane and exo-tetrahydrodicyclopentadiene(THDCPD)oxidation by di-4-tert-butylphenylamine(diarylamine)was experimentally and theoretically investigated.The results show that diarylamine can significantly inhibit decane oxidation but is less efficient for THDCPD oxidation,which is attributed to the higher energy barrier of retro-carbonyl-ene reaction(rate-determining step)in THDCPD than that in decane during diarylamine regeneration.However,the addition of diarylamine will cause undesirable color change after accelerated oxidation and produce slightly more deposits during high-temperature thermal oxidative stress for both decane and THDCPD.The results provide significant implications for the future design of effective antioxidant additives for high-performance jet fuel.展开更多
酰胺类化合物是最重要的农用杀菌剂之一.为了获得具有高抗植物病原真菌活性的新型酰胺类化合物,本论文设计、合成了20种结构新颖的含二芳胺结构的2-甲基-3呋喃甲酰胺类化合物,并通过了1 H NMR的结构确定.采用菌丝生长速率法对合成的化...酰胺类化合物是最重要的农用杀菌剂之一.为了获得具有高抗植物病原真菌活性的新型酰胺类化合物,本论文设计、合成了20种结构新颖的含二芳胺结构的2-甲基-3呋喃甲酰胺类化合物,并通过了1 H NMR的结构确定.采用菌丝生长速率法对合成的化合物进行抗四种植物病原真菌的活性测定,结果表明大部分化合物对油菜菌核病菌和水稻纹枯病菌表现出显著抑菌效果.化合物1i对油菜菌核病菌的EC50值为1.9229mg/L,优于商品杀菌剂啶酰菌胺(2.6736mg/L)和先导杀菌剂甲呋酰胺(9.9667mg/L),显示出较好的抗菌活性,为进一步以此类新型杀菌剂进行先导优化提供理论基础.展开更多
A mild one-step radical-to-radical synthetic strategy has been developed to directly produce a new family of diarylamine-substituted tris(2,4,6-trichlorophenyl)methyl(TTM)radicals TTM-DPA,TTM-DBPA,and TTM-DFA.The obta...A mild one-step radical-to-radical synthetic strategy has been developed to directly produce a new family of diarylamine-substituted tris(2,4,6-trichlorophenyl)methyl(TTM)radicals TTM-DPA,TTM-DBPA,and TTM-DFA.The obtained TTM radical derivatives are extremely stable during chromatography purification and long-term storage in the solid state.展开更多
Two new diarylamine-substituted 1, 8-naphthalimide derivatives are synthesized by Cu I/18-crown-6/K2CO3 catalyst system and characterized by Fourier transform infrared （FT- IR）, ^1H-NMR and elemental analyses. The U...Two new diarylamine-substituted 1, 8-naphthalimide derivatives are synthesized by Cu I/18-crown-6/K2CO3 catalyst system and characterized by Fourier transform infrared （FT- IR）, ^1H-NMR and elemental analyses. The UV-vis absorption and photoluminescent （PL）spectra of the systems in n-hexane, tetrahydrofuran（THF）, and CH2Cl2 are investigated. These naphthalimide molecules have an absorption band centered at about 450 nm, which is assigned to an intramolecular chargetransfer （ICT）transition, and they emit light at 492, 501 nm in a nonpolar solvent such as n-hexane, and at 600, 620 nm in a polar solvent such as CH2Cl2. From the Lippert-Mataga equation, the difference of the dipole moment between the excited state and the ground state is estimated to be 9.2 and 9.8 D for 4- （ diphenylamine ）-N-（ 2-methoxyphenyl ）-1, 8-naphthalimide （ DMN-1 ） and 4-（ 2-naphthylphenylamine ）-N-（ 2- methoxyphenyl）-1, 8-naphthalimide （DMN-2）, respectively. This large change in the dipole moment upon excitation is typical for photoinduced ICT processes.展开更多
基金supported by National Key Research and Development Program of China(No.2016YFC0502004-2)Applied Basic Research Program of Sichuan Province(No.2014JY0063)
文摘Twenty-seven novel pyrazole carboxamides with diarylamine-modified scaffold were designed,synthesized and characterized in detail via1 H NMR,^（13） C NMR, IR and ESI-HRMS. Preliminary bioassays showed that some of the target compounds exhibited good antifungal activity against Rhizoctonia solani,Rhizoctonia cerealis and Sclerotinia sclerotiorum. Among them, compound 9c-7 exhibited the highest antifungal activities against R. solani, R. cerealis and S. sclerotiorum in vitro with IC_（50） values of 0.013, 1.608 and 1.874 mg/m L, respectively. Notably, compound 9c-7 still presented the highest fungicidal activities against R. solani in vivo with an IC_（50） value of 22.21 mg/m L. Molecular docking simulation results reveal that compound 9c-7 binds well to the hydrophobic pockets of the receptor protein succinate dehydrogenase. This study suggests that compound 9c-7 could act as a potential fungicide to be used for further optimization.
基金supported by the National Natural Science Foundation of China (31670576)Introduction of the International Advanced Forestry Science and Technology Program (20154-44)
文摘A series of dehydroabietic acid-based diarylamines have been synthesized in order to investigate their fluorescent properties, photostability, cell toxicity and in vitro fluorescence imaging. The geometries as well as their molecular properties were optimized at the B3LYP/6-31G~* level using Gaussian 03. The results indicate that molecular geometry, HOMO and LUMO energies, and energy gaps are important to predict absorption and fluorescent properties. Five of the compounds can be effectively taken up by human cervical carcinoma, human hepatocellular carcinoma SMMC-7721, human gastric cancer SGC-7901 and human lung adenocarcinoma A549 cells and strong blue fluorescent signals are detected in these cells. These compounds are potential candidates for fluorescent probes in biological diagnosis.
基金the financial support from the Postdoctoral Science Foundation of China(2021M702810)the Haihe Laboratory of Sustainable Chemical Transformations(CYZC202103)the National Natural Science Foundation of China(21978200 and 22222808)。
文摘Antioxidants addition is believed as a facile and effective way to improve jet fuel thermal oxidation stability.However,amine antioxidants,as one of the most important antioxidants,have not received sufficient attention in the field of jet fuel autoxidation yet.Herein,the inhibition efficiency and mechanism of decane and exo-tetrahydrodicyclopentadiene(THDCPD)oxidation by di-4-tert-butylphenylamine(diarylamine)was experimentally and theoretically investigated.The results show that diarylamine can significantly inhibit decane oxidation but is less efficient for THDCPD oxidation,which is attributed to the higher energy barrier of retro-carbonyl-ene reaction(rate-determining step)in THDCPD than that in decane during diarylamine regeneration.However,the addition of diarylamine will cause undesirable color change after accelerated oxidation and produce slightly more deposits during high-temperature thermal oxidative stress for both decane and THDCPD.The results provide significant implications for the future design of effective antioxidant additives for high-performance jet fuel.
文摘酰胺类化合物是最重要的农用杀菌剂之一.为了获得具有高抗植物病原真菌活性的新型酰胺类化合物,本论文设计、合成了20种结构新颖的含二芳胺结构的2-甲基-3呋喃甲酰胺类化合物,并通过了1 H NMR的结构确定.采用菌丝生长速率法对合成的化合物进行抗四种植物病原真菌的活性测定,结果表明大部分化合物对油菜菌核病菌和水稻纹枯病菌表现出显著抑菌效果.化合物1i对油菜菌核病菌的EC50值为1.9229mg/L,优于商品杀菌剂啶酰菌胺(2.6736mg/L)和先导杀菌剂甲呋酰胺(9.9667mg/L),显示出较好的抗菌活性,为进一步以此类新型杀菌剂进行先导优化提供理论基础.
基金supported by the National Key Research and Development Program of China(nos.2018YFA0703200 and 2018YFA0209401)the National Natural Science Foundation of China(nos.61890940,52073063,51903052,and 21733003)+1 种基金the Shanghai Pujiang Project(no.19PJ1400700),the Natural Science Foundation of Shanghai(no.21ZR1409600)the Program for Professor of Special Appointment(Eastern Scholar)at the Shanghai Institutions of Higher Learning.
文摘A mild one-step radical-to-radical synthetic strategy has been developed to directly produce a new family of diarylamine-substituted tris(2,4,6-trichlorophenyl)methyl(TTM)radicals TTM-DPA,TTM-DBPA,and TTM-DFA.The obtained TTM radical derivatives are extremely stable during chromatography purification and long-term storage in the solid state.
基金The Ph.D.Programs Foundation of Ministry of Educa-tion of China(No.20030286012)the High Technology Research and De-velopment Program of Jiangsu Province(No.BG2005034)
文摘Two new diarylamine-substituted 1, 8-naphthalimide derivatives are synthesized by Cu I/18-crown-6/K2CO3 catalyst system and characterized by Fourier transform infrared （FT- IR）, ^1H-NMR and elemental analyses. The UV-vis absorption and photoluminescent （PL）spectra of the systems in n-hexane, tetrahydrofuran（THF）, and CH2Cl2 are investigated. These naphthalimide molecules have an absorption band centered at about 450 nm, which is assigned to an intramolecular chargetransfer （ICT）transition, and they emit light at 492, 501 nm in a nonpolar solvent such as n-hexane, and at 600, 620 nm in a polar solvent such as CH2Cl2. From the Lippert-Mataga equation, the difference of the dipole moment between the excited state and the ground state is estimated to be 9.2 and 9.8 D for 4- （ diphenylamine ）-N-（ 2-methoxyphenyl ）-1, 8-naphthalimide （ DMN-1 ） and 4-（ 2-naphthylphenylamine ）-N-（ 2- methoxyphenyl）-1, 8-naphthalimide （DMN-2）, respectively. This large change in the dipole moment upon excitation is typical for photoinduced ICT processes.
