Diamidine （A） was identified in our in vitro bio-assay as a possible inhibitor of ketol-acid reductoisomerase （KARI） from the ACD database search based on the known three-dimensional crystal structure of KARI. An ...Diamidine （A） was identified in our in vitro bio-assay as a possible inhibitor of ketol-acid reductoisomerase （KARI） from the ACD database search based on the known three-dimensional crystal structure of KARI. An investigation on interaction of A on KARI active sites, led to the design and synthesis of 15 novel monoamidines. Some of those showed better biological activity than A on rice KARI （in vitro） and in greenhouse herbicidal tests （in vivo）. The structure-biological activity relationship was investigated, which provides valuable information to further study of potential KARI inhibitors.展开更多
Some new sulfonylureas and their hydroxylation products had been synthesized from 2-amino-4-methylpyrimidine. Their bioactivities against E. coli AHAS II in vitro were tested and the results indicated that the hydroxy...Some new sulfonylureas and their hydroxylation products had been synthesized from 2-amino-4-methylpyrimidine. Their bioactivities against E. coli AHAS II in vitro were tested and the results indicated that the hydroxylation decreased the inhibition activities of sulfonylureas significantly. Subsequently herbicidal tests against stem-growth of barnyard grass and root-growth of rape confirmed the above conclusion. The preliminary molecular docking studies were also carried out to investigate the binding modes of non-hydroxylated and hydroxylated sulfonylureas with AHAS.展开更多
The title compounds（Z）-3-（2-（3-chloropyridin-2-yl）hydrazono）indolin-2-one（A） and 7-bromo-（Z）-3-（（4-pyridinyl）carboxlichydrazono）-2-indolinone（B） have been synthesized and structurally determined by ele...The title compounds（Z）-3-（2-（3-chloropyridin-2-yl）hydrazono）indolin-2-one（A） and 7-bromo-（Z）-3-（（4-pyridinyl）carboxlichydrazono）-2-indolinone（B） have been synthesized and structurally determined by elemental analysis and single-crystal X-ray diffraction studies.Compound A（C13H8ClN4O） belongs to the orthorhombic crystal system,space group Pca21 with a = 20.799（4）,b = 4.9312（10）,c = 11.764（2）,V = 1206.6（4）3,Mr = 271.68,Dc = 1.496 g/cm3,μ = 0.313 mm-1,F（000） = 556,Z = 4,the final R = 0.0346 and wR = 0.0831 for 2683 observed reflections with I 2σ（I）.Compound B（C14H9BrN4O2） belongs to the triclinic crystal system,space group P1 with a = 6.6834（13）,b = 7.0727（14）,c = 14.285（3）,α = 95.56（3）,β = 99.00（3）,γ = 102.95（3）°,V = 643.8（2）3,Mr = 345.16,Dc = 1.780 g/cm3,μ = 3.203 mm-1,F（000） = 344,Z = 2,the final R = 0.0487 and wR = 0.1167 for 2334 observed reflections with I 2σ（I）.The preliminary herbicidal bioassay reveals that compounds A and B have some inhibition both in vivo and in vitro against AHAS.展开更多
Nine ethyl N-hydroxy-N-（substituted） phenyloxamates （2a-2i）, based on the structure of the KARI inhibitor IpOHA, were synthesized. Their structures were established on the bases of 1^H NMR, IR, ESI-MS and elementa...Nine ethyl N-hydroxy-N-（substituted） phenyloxamates （2a-2i）, based on the structure of the KARI inhibitor IpOHA, were synthesized. Their structures were established on the bases of 1^H NMR, IR, ESI-MS and elemental analyses. Among the nine compounds, four show in vitro inhibitory activity on rice KARI, with 2c and 2g[ Ki values of （35.2±4.9） and （49.4 ±6. 3） μmol/L] having similar activity to the precursor of IpOHA（A, Ki =34. 1±6. 7 μmol/L）. The results will be helpful to further molecular design of more potent KARI inhibitors.展开更多
The title compound, N-（4-methyl-6-oxo-1,6-dihydro-pyrimidin-2-yl）-N＇-（2-tritluoromethyl-phenyl）-guanidine, was synthesized and its structure was confirmed by using IR, MS,^1H NMR, and elemental analysis. The sing...The title compound, N-（4-methyl-6-oxo-1,6-dihydro-pyrimidin-2-yl）-N＇-（2-tritluoromethyl-phenyl）-guanidine, was synthesized and its structure was confirmed by using IR, MS,^1H NMR, and elemental analysis. The single crystal structure of the title compound was determined by X-ray diffraction. The preliminary biological test showed that the synthesized compound has a weak herbicidal activity.展开更多
Based on the crystal structure of AHAS/sulfonylurea complex, we obtained 296 compounds with low binding energy towards AHAS via virtual screening. One series of them have been synthesized. Preliminary bioassay indicat...Based on the crystal structure of AHAS/sulfonylurea complex, we obtained 296 compounds with low binding energy towards AHAS via virtual screening. One series of them have been synthesized. Preliminary bioassay indicated that some compounds displayed good herbicidal activity on rape and bamygrass and inhibited AHAS to some extent. This study indicated the rationality of our molecular design based on the crystal structure of target enzyme.展开更多
A series of novel N-pyridylpyrazole carbonyl thioureas were designed and synthesized. Their structures were characterized by melting points, 1H NMR, IR and elemental analysis or HRMS. The bioassay tests indicated that...A series of novel N-pyridylpyrazole carbonyl thioureas were designed and synthesized. Their structures were characterized by melting points, 1H NMR, IR and elemental analysis or HRMS. The bioassay tests indicated that some of these compounds exhibited moderate insecticidal activity against Mythirnna separata Walker and Culex pipiens pallens. Among 17 compounds, 5n and 5p showed 100% larvicidal activity against Mythimna separata Walker at the test concentration of 100 mg/L.展开更多
A series of novel furan/thiophene and piperazine-containing 1,2,4-triazole Mannich bases and bis（1,2,4-triazole） Mannich bases have been conveniently synthesized via Mannich reaction with triazole Schiff bases, vari...A series of novel furan/thiophene and piperazine-containing 1,2,4-triazole Mannich bases and bis（1,2,4-triazole） Mannich bases have been conveniently synthesized via Mannich reaction with triazole Schiff bases, various pipera- zinc derivatives, and formaldehyde as intermediates in good yields. Their structures were characterized by melting points, ~H NMR, 13C NMR, IR and elemental analysis. The preliminary bioassay showed that most compounds ex- hibited significant in vitro and in vivo fungicidal activity against several test plant fungi. Among 32 new compounds, the trifluoromethyl-containing compounds showed superior activity than the methyl-containing ones. Several com- pounds, such as FS, F9, F10, G5, HT, 118, 13 and 14, were comparable with some commercial fungicides against different fungi during the present study and could be further structurally optimized. Meanwhile, several compounds showed good herbicidal activity against Brassica campestris at 100 ~tg/mL and KARl inhibitory activity at 200 μg/mL. However, compounds exhibited poor insecticidal activity against oriental armyworm at 200 μg/mL in the preliminary studies. The research results will provide useful information for the design and discovery of new agro- chemicals with novel heterocyclic structures.展开更多
A series of novel phthalimides was prepared and tested for antifungal activity in vitro against seven phytopa- thogenic fungi： Rhizoctonia solani, Fusarium oxysporum f.sp. cucumerinum Owen., Botrytis cinerea, Fulvia ...A series of novel phthalimides was prepared and tested for antifungal activity in vitro against seven phytopa- thogenic fungi： Rhizoctonia solani, Fusarium oxysporum f.sp. cucumerinum Owen., Botrytis cinerea, Fulvia fulva, Sclerotinia sclerotiorum de Bary, Phytophthora capsici, Botryosphaeria berengeriama. The results showed that those compounds holding the structure of 6-methylpyridin-2-yl exhibited good activity against Phytophthora capsici and Botrytis cinerea.展开更多
文摘Diamidine （A） was identified in our in vitro bio-assay as a possible inhibitor of ketol-acid reductoisomerase （KARI） from the ACD database search based on the known three-dimensional crystal structure of KARI. An investigation on interaction of A on KARI active sites, led to the design and synthesis of 15 novel monoamidines. Some of those showed better biological activity than A on rice KARI （in vitro） and in greenhouse herbicidal tests （in vivo）. The structure-biological activity relationship was investigated, which provides valuable information to further study of potential KARI inhibitors.
文摘Some new sulfonylureas and their hydroxylation products had been synthesized from 2-amino-4-methylpyrimidine. Their bioactivities against E. coli AHAS II in vitro were tested and the results indicated that the hydroxylation decreased the inhibition activities of sulfonylureas significantly. Subsequently herbicidal tests against stem-growth of barnyard grass and root-growth of rape confirmed the above conclusion. The preliminary molecular docking studies were also carried out to investigate the binding modes of non-hydroxylated and hydroxylated sulfonylureas with AHAS.
基金supported by the China-Australia linkage grant form National Natural Science Foundation (NSFC#20911120022)National 973 program (2010CB126103)
文摘The title compounds（Z）-3-（2-（3-chloropyridin-2-yl）hydrazono）indolin-2-one（A） and 7-bromo-（Z）-3-（（4-pyridinyl）carboxlichydrazono）-2-indolinone（B） have been synthesized and structurally determined by elemental analysis and single-crystal X-ray diffraction studies.Compound A（C13H8ClN4O） belongs to the orthorhombic crystal system,space group Pca21 with a = 20.799（4）,b = 4.9312（10）,c = 11.764（2）,V = 1206.6（4）3,Mr = 271.68,Dc = 1.496 g/cm3,μ = 0.313 mm-1,F（000） = 556,Z = 4,the final R = 0.0346 and wR = 0.0831 for 2683 observed reflections with I 2σ（I）.Compound B（C14H9BrN4O2） belongs to the triclinic crystal system,space group P1 with a = 6.6834（13）,b = 7.0727（14）,c = 14.285（3）,α = 95.56（3）,β = 99.00（3）,γ = 102.95（3）°,V = 643.8（2）3,Mr = 345.16,Dc = 1.780 g/cm3,μ = 3.203 mm-1,F（000） = 344,Z = 2,the final R = 0.0487 and wR = 0.1167 for 2334 observed reflections with I 2σ（I）.The preliminary herbicidal bioassay reveals that compounds A and B have some inhibition both in vivo and in vitro against AHAS.
基金Supported by the National Basic Research Program of China(No2003CB114406)the National Natural Science Foundationof China(Key Project No20432010)
文摘Nine ethyl N-hydroxy-N-（substituted） phenyloxamates （2a-2i）, based on the structure of the KARI inhibitor IpOHA, were synthesized. Their structures were established on the bases of 1^H NMR, IR, ESI-MS and elemental analyses. Among the nine compounds, four show in vitro inhibitory activity on rice KARI, with 2c and 2g[ Ki values of （35.2±4.9） and （49.4 ±6. 3） μmol/L] having similar activity to the precursor of IpOHA（A, Ki =34. 1±6. 7 μmol/L）. The results will be helpful to further molecular design of more potent KARI inhibitors.
基金Supported by the National Basic Research Program of China(No. 2003CB114406).
文摘The title compound, N-（4-methyl-6-oxo-1,6-dihydro-pyrimidin-2-yl）-N＇-（2-tritluoromethyl-phenyl）-guanidine, was synthesized and its structure was confirmed by using IR, MS,^1H NMR, and elemental analysis. The single crystal structure of the title compound was determined by X-ray diffraction. The preliminary biological test showed that the synthesized compound has a weak herbicidal activity.
基金supported by the National Basic Research Program of China(No.2003CB114406)the Natural Science Foundation Program of China(No.20602021)the International Collaborative Key Program of Science and Technology Ministry of China(No.2004DFA01500).
文摘Based on the crystal structure of AHAS/sulfonylurea complex, we obtained 296 compounds with low binding energy towards AHAS via virtual screening. One series of them have been synthesized. Preliminary bioassay indicated that some compounds displayed good herbicidal activity on rape and bamygrass and inhibited AHAS to some extent. This study indicated the rationality of our molecular design based on the crystal structure of target enzyme.
文摘A series of novel N-pyridylpyrazole carbonyl thioureas were designed and synthesized. Their structures were characterized by melting points, 1H NMR, IR and elemental analysis or HRMS. The bioassay tests indicated that some of these compounds exhibited moderate insecticidal activity against Mythirnna separata Walker and Culex pipiens pallens. Among 17 compounds, 5n and 5p showed 100% larvicidal activity against Mythimna separata Walker at the test concentration of 100 mg/L.
文摘A series of novel furan/thiophene and piperazine-containing 1,2,4-triazole Mannich bases and bis（1,2,4-triazole） Mannich bases have been conveniently synthesized via Mannich reaction with triazole Schiff bases, various pipera- zinc derivatives, and formaldehyde as intermediates in good yields. Their structures were characterized by melting points, ~H NMR, 13C NMR, IR and elemental analysis. The preliminary bioassay showed that most compounds ex- hibited significant in vitro and in vivo fungicidal activity against several test plant fungi. Among 32 new compounds, the trifluoromethyl-containing compounds showed superior activity than the methyl-containing ones. Several com- pounds, such as FS, F9, F10, G5, HT, 118, 13 and 14, were comparable with some commercial fungicides against different fungi during the present study and could be further structurally optimized. Meanwhile, several compounds showed good herbicidal activity against Brassica campestris at 100 ~tg/mL and KARl inhibitory activity at 200 μg/mL. However, compounds exhibited poor insecticidal activity against oriental armyworm at 200 μg/mL in the preliminary studies. The research results will provide useful information for the design and discovery of new agro- chemicals with novel heterocyclic structures.
基金Project supported by the National Natural Science Foundation of China （No. 20432010, 20702027）, National Program on Key Basic Research Project （No. 2003CB 114403）, Project of China Ministry of Science and Technology （No. 2008DFA30770）, Key （Key grant） Project of Chinese Ministry of Education （No. 104189）, Shanxi Province Science Foundation for Youths （No. 2009021041-1）, Natural Science Foundation of Tianjin （No. 07JCYBJC00100） and Startup Foundation for Doctors of Shanxi Medical University （No. 200631）.
文摘A series of novel phthalimides was prepared and tested for antifungal activity in vitro against seven phytopa- thogenic fungi： Rhizoctonia solani, Fusarium oxysporum f.sp. cucumerinum Owen., Botrytis cinerea, Fulvia fulva, Sclerotinia sclerotiorum de Bary, Phytophthora capsici, Botryosphaeria berengeriama. The results showed that those compounds holding the structure of 6-methylpyridin-2-yl exhibited good activity against Phytophthora capsici and Botrytis cinerea.
