The first example of Nd@C_(3)N_(4)-photoredox/chlorine dual catalyzed alkylation with unactivated alkanes as the alkyl sources has been developed,which allows for the synthesis of various 4-alkylated cyclic sulfonyl k...The first example of Nd@C_(3)N_(4)-photoredox/chlorine dual catalyzed alkylation with unactivated alkanes as the alkyl sources has been developed,which allows for the synthesis of various 4-alkylated cyclic sulfonyl ketimines.In this process,chlorine functions as both a redox and hydrogen atom transfer catalyst.The synergism of the reversible Nd^(2+)/Nd^(3+)and Cl^(ˉ)/Cl˙redox pairs significantly enhances overall photocatalytic efficiency.The in vitro anticancer activity of 4-alkylated products was evaluated by using the CCK8assay against both human choroidal melanoma(MUM-2B)and lung cancer(A549)cell.Compound 3da showed approximately triple the potency of 5-fluorouracil.展开更多
In this work,a new pyrylium derivatization-assisted liquid chromatography-mass spectrometry(LC-MS)method was developed for metabolite profiling of the glutathione anabolic pathway(GAP)in cancer tissues and cells.The p...In this work,a new pyrylium derivatization-assisted liquid chromatography-mass spectrometry(LC-MS)method was developed for metabolite profiling of the glutathione anabolic pathway(GAP)in cancer tissues and cells.The pyrylium salt of 6,7-dimethoxy-3-methyl isochromenylium tetrafluoroborate(DMMIC)was used to label the amino group of metabolites,and a reductant of dithiothreitol(DTT)was employed to stabilize the thiol group.By combining DMMIC derivatization with LC-MS,it was feasible to quantify the 13 main metabolites on the GAP in complex biological samples,which had good linearity(R^(2)=0.99810.9999),precision(interday precision of 1.6%e19.0%and intraday precision of 1.4%e19.8%)and accuracy(83.4%-115.7%).Moreover,the recovery assessments in tissues(82.5%e107.3%)and in cells(98.1%e118.9%)with GSH-^(13)C2,^(15)N,and Cys-^(15)N demonstrated the reliability of the method in detecting tissues and cells.Following a methodological evaluation,the method was applied successfully to investigate difference in the GAP between the carcinoma and para-carcinoma tissues of esophageal squamous cell carcinoma(ESCC)and the effect of p-hydroxycinnamaldehyde(CMSP)on the GAP in KYSE150 esophageal cancer cells.The results demonstrate that the developed method provides a promising new tool to elucidate the roles of GAP in physiological and pathological processes,which can contribute to research on drugs and diseases.展开更多
A simple,practical and eco-friendly visible light-induced alkylation of N-sulfonyl ketamine under metal-,additive-,external photocatalyst-free conditions was developed.This photocatalytic method utilized low cost and ...A simple,practical and eco-friendly visible light-induced alkylation of N-sulfonyl ketamine under metal-,additive-,external photocatalyst-free conditions was developed.This photocatalytic method utilized low cost and abundant alkanes as the atom economy alkyl sources with H2O2as the environmentally beneficial oxidant,allowing for the efficient construction of diverse valuable 4-alkylated sulfonyl ketamines.The N-sulfonyl ketamine played a dual role of reactant and photocatalyst,thus simplifying the reaction system.展开更多
The first example of TBAI/H_(2)O cooperative electrocatalytic coupling-annulation of quinoxalin-2(1H)-ones with N-arylglycines was developed. A broad range of tetrahydroimidazo[1,5-a]quinoxalin-4(5H)-ones were obtaine...The first example of TBAI/H_(2)O cooperative electrocatalytic coupling-annulation of quinoxalin-2(1H)-ones with N-arylglycines was developed. A broad range of tetrahydroimidazo[1,5-a]quinoxalin-4(5H)-ones were obtained in good to excellent yields with exclusive chemoselectivities and excellent regioselectivities. The H-hydrogen bond served as a key factor for the electrocatalytic production of aminomethyl radical at lower oxidative potential.展开更多
An eco-friendly and practical method for the clean preparation of 5-amino-1,2,4-thiadiazoles was devel-oped.With WS_(2)as the semiconductor photocatalyst,both TEMPO and O_(2)(in air)as the redox catalysts,a variety of...An eco-friendly and practical method for the clean preparation of 5-amino-1,2,4-thiadiazoles was devel-oped.With WS_(2)as the semiconductor photocatalyst,both TEMPO and O_(2)(in air)as the redox catalysts,a variety of thiadiazoles were semi-heterogeneously formed in high to quantitative yields and could be easily collected by CPME extraction and rinsing.Furthermore,the catalytic system can be reusable for at least 5 reaction runs.展开更多
基金supported by grants from the Provincial Natural Science Foundation of Hunan(No.2023JJ60335)。
文摘The first example of Nd@C_(3)N_(4)-photoredox/chlorine dual catalyzed alkylation with unactivated alkanes as the alkyl sources has been developed,which allows for the synthesis of various 4-alkylated cyclic sulfonyl ketimines.In this process,chlorine functions as both a redox and hydrogen atom transfer catalyst.The synergism of the reversible Nd^(2+)/Nd^(3+)and Cl^(ˉ)/Cl˙redox pairs significantly enhances overall photocatalytic efficiency.The in vitro anticancer activity of 4-alkylated products was evaluated by using the CCK8assay against both human choroidal melanoma(MUM-2B)and lung cancer(A549)cell.Compound 3da showed approximately triple the potency of 5-fluorouracil.
基金We thank the Shanghai Municipal Committee of Science and Technology(Grant Nos.:20XD1423400,23ZR1460900 and 20DZ2201100)Shanghai Municipal Health Commission/Shanghai Municipal Administration of Traditional Chinese Medicine(Grant No.:ZY(2021e2023)-0501)+2 种基金Shanghai Science and Technology Development Fund from Central Leading Local Government(Grant No.:YDZX20223100001004)National Natural Science Foundation of China(Grant No.:21672249)Expenditure Budget Program of Shanghai University of Traditional Chinese Medicine(Grant Nos.:2020LK051,and 2021LK001).
文摘In this work,a new pyrylium derivatization-assisted liquid chromatography-mass spectrometry(LC-MS)method was developed for metabolite profiling of the glutathione anabolic pathway(GAP)in cancer tissues and cells.The pyrylium salt of 6,7-dimethoxy-3-methyl isochromenylium tetrafluoroborate(DMMIC)was used to label the amino group of metabolites,and a reductant of dithiothreitol(DTT)was employed to stabilize the thiol group.By combining DMMIC derivatization with LC-MS,it was feasible to quantify the 13 main metabolites on the GAP in complex biological samples,which had good linearity(R^(2)=0.99810.9999),precision(interday precision of 1.6%e19.0%and intraday precision of 1.4%e19.8%)and accuracy(83.4%-115.7%).Moreover,the recovery assessments in tissues(82.5%e107.3%)and in cells(98.1%e118.9%)with GSH-^(13)C2,^(15)N,and Cys-^(15)N demonstrated the reliability of the method in detecting tissues and cells.Following a methodological evaluation,the method was applied successfully to investigate difference in the GAP between the carcinoma and para-carcinoma tissues of esophageal squamous cell carcinoma(ESCC)and the effect of p-hydroxycinnamaldehyde(CMSP)on the GAP in KYSE150 esophageal cancer cells.The results demonstrate that the developed method provides a promising new tool to elucidate the roles of GAP in physiological and pathological processes,which can contribute to research on drugs and diseases.
基金financial support from the University of South China。
文摘A simple,practical and eco-friendly visible light-induced alkylation of N-sulfonyl ketamine under metal-,additive-,external photocatalyst-free conditions was developed.This photocatalytic method utilized low cost and abundant alkanes as the atom economy alkyl sources with H2O2as the environmentally beneficial oxidant,allowing for the efficient construction of diverse valuable 4-alkylated sulfonyl ketamines.The N-sulfonyl ketamine played a dual role of reactant and photocatalyst,thus simplifying the reaction system.
基金financial support from the University of South China。
文摘The first example of TBAI/H_(2)O cooperative electrocatalytic coupling-annulation of quinoxalin-2(1H)-ones with N-arylglycines was developed. A broad range of tetrahydroimidazo[1,5-a]quinoxalin-4(5H)-ones were obtained in good to excellent yields with exclusive chemoselectivities and excellent regioselectivities. The H-hydrogen bond served as a key factor for the electrocatalytic production of aminomethyl radical at lower oxidative potential.
基金financial support from University of South China
文摘An eco-friendly and practical method for the clean preparation of 5-amino-1,2,4-thiadiazoles was devel-oped.With WS_(2)as the semiconductor photocatalyst,both TEMPO and O_(2)(in air)as the redox catalysts,a variety of thiadiazoles were semi-heterogeneously formed in high to quantitative yields and could be easily collected by CPME extraction and rinsing.Furthermore,the catalytic system can be reusable for at least 5 reaction runs.
