Synthesis and Herbicidal Activities of 3-(Substituted phenyl)isoxazole Derivatives

Several novel 3-(substituted phenyl)isoxazole derivatives were prepared from phenyl butan-1,3-dione. Their structures were confirmed by 1H NMR, IR, and CIMS. Preliminary bioassay showed that some of them exhibited good activities toward various weeds.

Synthesis and Herbicidal Activities of N'-(substituted pyrimidin-2-yl)-N-Substituted Phenoxyacetyl Thiourea Derivatives

Fifteen N'-(substituted pyrimidin-2-y1)-N-substituted phenoxyacetyl thioureas were synthesized and tested for biological activities. All of them are new compounds and their structures were confirmed by IR. IHNMR. MS and elemental analysis. Some of the target compounds showed excellent inhibitory activities against root and stalk of dicotyledon plant (such as radish). and selective on monoctyledon plant (such as rice).

Crystal Structure and Biological Activities of N-(5-(4-Chloro-2-(trifluoromethyl)phenyl)furan-2-carbonyl)-N'-(4,6-dimethylpyrimidin-2-yl)thiourea

The new title compound N-（5-（4-chloro-2-（trifluoromethyl）phenyl）furan-2-carbon-yl）- N＇-（4,6-dimethylpyrimidin-2-yl）thiourea （C19H14C1F3N4O2S） has been synthesized, and its crystal structure and biological behaviors were studied. The title compound crystallizes in the monoclinic system, space group P21/c with a = 7.932（5）, b = 33.46（2）, c = 7.556（5） A, β = 98.058（9）°, V = 1986（2） A^3 Mr = 454.85, Z = 4, Dc = 1.521 g/cm^3, μ = 0.349 mm^-1 and F（000） = 928. The structure was solved by direct methods and refined to R = 0.0724 and wR= 0.1429 for 3494 observed reflections （I 〉 2σ（I））. Intermolecular hydrogen bonds along the b axis together with the continuous π-π interactions construct the three-dimensional architecture of the title compound. The preliminary biological tests show definite herbicidalactivity for the title compound.

Synthesis and Biological Activities of α-Amino Acylamines Derivatives Containing Furan and Pyridine Ring

In order to find better herbicidal activity and fungicidal activity of a-amino acid derivatives, we introduced furan rings and pyridyl groups to seven different a-amino acids to form a series of 14 novel a-amino acylamines derivatives via dicyclohexylcarbodiimide/4-dimethylaminopyridine（DCC/DMAP） coupling method. The structures of all the compounds prepared were confirmed by IR, LC/MS, IH NMR, and elemental analysis. The herbicidal and fungicidal results show that some compounds containing glycine and valine substrate have good activities.

Syntheses, Crystal Structures, and Biological Activities of Two 5-Pyrimidinyl-1,2,4-oxadiazoles

Two 5-pyrimidinyl-1,2,4-oxadiazoles were synthesized through two different routes and their structures were characterized by single-crystal X-ray diffraction, NMR and MS. Compound 3, 5-（2-chloro-4-methyl-6-phenylpyrimidin-5-yl）-3-phenyl-1,2,4-oxadiazole, crystallizes in orthorhombic, space group Pbca with a = 19.1575（11）, b = 8.2115（5）, c = 21.2035（12）A, V = 3335.6（3）A3 and Z = 4. Compound 6, 5-（2,6-dichloropyrimidin-4-yl）-3-phenyl-1,2,4-oxadiazole, crystallizes in monoclinic space group Pn with a = 8.4275（13）, b = 5.4088（8）, c = 13.493（2）A, β = 99.768（3）°, V = 4658.6（6）A3 and Z = 8. Preliminary bioassay indicated that the two title compounds had good herbicidal activities.

Synthesis and herbicidal activities of pyridyl sulfonylureas:More convenient preparation process of phenyl pyrimidylcarbamates

Four 4-monosubstituted pyrimidine pyridyl sulfonylureas were synthesized from pyridinesulfonamide and phenyl pyrimidylcarbamate and screened for herbicidal activities. We also reported a convenient preparation process of phenyl pyrimidylcarbamates from pyrimidineamine and phenyl chloroformate.

Herbicidal Activities of Eupatorium adenophorum Extracts by 3 Extraction Methods

[ Objective ] The paper was to screen the better extraction method for herbicidal active substances of Eupatorium adenophorum. [ Method ] Three com- mon extraction methods, Soxhlet extraction, ultrasonic extraction and conventional extraction method, were used to prepare E. adenophorum extracts, and the herblcidal activity of E. adenophorum extracts extracted by 3 methods was studied by seed germination method. [ Result] The extraction rate of Soxhlet extraction was the highest of （22.54 ± 0.48 ）%, and the herbicidal activities of E. adenophorum extracted by Soxhlet extraction was relatively stronger. [ Conclusion] Soxhlet extraction was the better extraction method for herbicidal active substances of E. adenophorum.

Antimicrobial,herbicidal and antifeedant activities of mansonone E from the heartwoods of Mansonia gagei Drumm

In vitro biological activities including anti-phytopathogenic fungi, antibacterial, antifeedant and herbicidal activities of the extracts from the heartwoods of Mansonia gagei Drumm. were evaluated. The dichloromethane （DCM） extract displayed antifungal activity against four plant pathogenic fungi （Altemaria porri, Colletotrichum gloeosporioides, Fusarium oxysporum and Phytophthora parasitica） higher than the methanolic （MeOH） extract. The separation of the DCM extract using bioassay guided antifungal activity against P. parasiUca led to the isolation of mansorins A, B, and C, mansonones C, E, G and H. Among isolated compounds, mansonone E displayed the highest antifungal activity against P. parasitica, followed by mansonone C, mansorin B and mansonone G. This potent compound revealed the same minimum inhibitory concentrations （MIC） of 31 μg mL-1 against C. gloeosporioides and P. parasitica, and minimum fungicidal concentration （MFC） of 31 and 125 μg mL-1, respectively. Moreover, mansonone E exhibited highly significant antibacterial activity against both Xanthomonas oryzae pv. oryzae （Xoo） and X. oryzae pv. oryzicola （Xoc） with MIC and minimum bactericidal concentration （MBC） as 7.8 and 〉500μg mL-1, respectively. This compound furthermore could inhibit the feed of Spodoptera litura with 45.9% antifeedant and significantly herbicidal activity reduced the shoot and root growth of Brassica chinensis, Oryza sativa, Mimosa pigra and Echinochlooa crus-galli. Mansonone E has potential as a new natural pesticide for agricultural plant pathogen management.

Syntheses,Crystal Structures and Bioactivities of Two Novel Isatin Derivatives

Two novel compounds 1-（4-fluorobenzyl）-4-chloro-（Z）-3-benzoylhydrazono-2-indolinone（1） and 1-（4-methoxybenzyl）-（Z）-3-benzoylhydrazono-2-indolinone（2） were synthesized and their crystal structures were determined by single-crystal X-ray diffraction.Compound 1（C22H15ClFN3O2） crystallized in the triclinic system,space group P1·with a=0.94198（19） nm,b=1.4339（3） nm,c=1.5018（3） nm,α=101.58（3）°,β=102.96（3）°,γ=102.73°,V=1.8602（6） nm3,Mr=407.82,Dc=1.456 g/cm3,μ=0.240 mm-1,F（000）=840,Z=4,R1=0.0442 and wR2=0.1064.Compound 2（C23H19N3O3） crystallized in the triclinic system,space group P1·with a=1.0022（2） nm,b=1.0192（2） nm,c=1.0461（2） nm,α=99.86（3）°,β=117.30（3）°,γ=94.13（3）°,V=0.9215（3） nm3,Mr=385.41,Dc=1.389 g/cm3,μ=0.094 mm-1,F（000）=404,Z=2,R1=0.0403 and wR2=0.1142.The preliminary herbicidal activities of the two compounds were also evaluated.

Synthesis, Structure and Biological Activities of 2-Methylthio-3-cyano-7-(4-methoxyphenyl)-pyrazolo[1,5-a]pyrimidine

The crystal structure of 2-methylthio-3-cyano-7-（4-methoxyphenyl）-pyrazolo[1,5- a]-pyrimidine （C15H12N4OS, Mr = 296.35） has been determined by single-crystal X-ray diffraction analysis. The crystal belongs to monoclinic, space group P21/c with a = 9.200（3）, b = 15.570（5）, c = 11.125（4） A,β= 114.273（6）°, V= 1452.7（8） A^3, Z= 4, De= 1.355 g/cm^3, μ= 0.227 mm^-1, F（000） = 616, R = 0.0499 and wR = 0.0949 for 2947 unique reflections with 1633 observed ones （I 〉 2σ（I））. The results show that all ring atoms in the pyrazolopyrimidine moiety are almost coplanar with a strong tensile force, which might be an important active site. The preliminary biological test shows that the title compound has moderate herbicidal activities.

Synthesis and Biological Activities of 2,4-Dichlorophenoxyacetyl(thio)urea and S-(+)-3-Methyl-2-(4-chlorophenyl)butyramide Derivatives

2,4-Dichlorophenoxyacetyl（thio）urea and S-（＋）-3-methyl-2-（4-chlorophenyl）butyramides were synthesized via acylation,aminolysis,esterification and addition reactions,and the partial new compounds have desirable bioactive activity.

几种助剂对苄嘧磺隆除草活性的增效作用研究(英文)

[ Objective] The aim was to select the best additives of bensulfuron-methyl. [ Method ] Taking radish as the testing plant, the synergistic effect of five common additives including Span 60, methyl olelate, silicone oil I, Tween 20 and detergent on the herbicidal activities of bensulfuron-methyl were tested in the la- borotory. [ Results ] The effects of the mixture of various additives and bensulfuran-methyl on relative stem control effect of radish, relative inhibition rate against stem length, relative inhibition rote against abeveground fresh weight, relative inhibition rote aginst root length and root fresh weight were studied, and the results showed that Span 60 and methyl olelate had stronger synergistic effect on the herbicidal activities of bensulfuron-methyl, and the synergistic effect of detergent was the weakest. [ Conclusion ] Span 60 and methyl olelate could be used as the synergistic agents of bensulfuron-methyl, and the study could provide references for se- lecting the additives of bensulfuron-methyl.

The Herbicidal Activity of Mutant Isolates from Botrytis cinerea

Fifteen mutant isolates were obtained by ultraviolet mutation from parent isolate Botrytis cinerea BC-4. Among them three mutant isolates, BC4-1, BC4-2, and BC4-15, showed strong herbicidal activity. BC4-1 showed maximum herbicidal activity for inhibition of germination and growth of Digitaria sanguinalis L. and Arnaranthus retroflexus L. The results also showed that herbicidal activity was influenced by differing pH of PD media, with pH value of 4.0 being the optimum. The crude toxin was extracted using chloroform, petroleum ether, and ethyl acetate, respectively, and the ethyl acetate extracts showed the strongest inhibitory activity on the germination and growth of D. sanguinalis L. and A. retroflexus L. Using HPLC, one fraction with an absorption peak at 271 nm was separated from the crude toxin. This fraction could strongly inhibit the growth of D. sanguinalis L. at a concentration of 100 mg L^-1 and could completely inhibit the seed germination of D. sanguinalis L. and A. retroflexus L. at a concentration of 50 mg L^-1 .

Antifungal,Insecticidal and Herbicidal Properties of Volatile Components from Paenibacillus polymyxa Strain BMP-11

The volatiles produced by Paenibacillus polymyxa strain BMP-11 which was isolated from the rhizosphere soil of cucumber in a greenhouse were analyzed by SPME-GC-MS.Based on the preliminary test,three kinds of purchased commercial products 1-octen-3-ol,benzothiazole and citronellol were chosen to give further assessment of their bioactivity.Antifungal bioassays in sealed dishes revealed that those three compounds strongly inhibited the mycelia growth of the eight pathogens at a low treatment dosage and induced the mycelial morphological abnormalities.During the experiment,we even found that citronellol completely prevented the pigment production of the tested fungus,Fusarium oxysporum,however,1-octen-3-ol and benzothiazole had slight effect.The germination was inhibited to different degrees when spores of Botrytis cinerea exposed to these compounds for 24 h in water agar plate.Furthermore,fumigation results showed that 1-octen-3-ol and benzothiazole had strong toxicity against Tribolium castaneum,LC50 was 16.76 and 3.50 mg L-1,respectively.The fumigation activity was also found similar to the positive control,1,3-dichloropropene （LC50 =10.13 mg L-1）.Results of herbicidal assays showed that tested compounds had inhibitory effects on the seed germination and seedling growth of Amaranthus retroflexus,Echinochloa crusgalli and Chenopodium album.Findings of the present study suggested that the antifungal,insecticidal and herbicidal properties of the components were contained in volatiles.These agents or even their derivatives may have a potential to be used as fungicide,insecticide as well as herbicide.

Synthesis and Herbicidal Activity of Novel Sulfonylureas Containing Thiadiazol Moiety

Thirteen novel sulfonylureas containing thiadiazole moiety were synthesized in a two-step reaction. Their structures were determined using IR, ^1H NMR, HRFTMS, and elemental analysis. Herbicidal activities of these compounds were determined in the green house bio-assay. The results show that four compounds among them exhibit some activity toward four tested herbs.

Synthesis and Herbicidal Activity of Novel 5-Substituted Benzenesulfonylureas

Sulfonylurea herbicides have been widely used because of their low application rates, good crop sdeetivities and low mammalian toxicities. However, some sulfonylureas might persist unfavourably in the environment with residual problems. In order to look for ecologically safer and environmentally benign sulfonylureas, and on keeping the pyrimidine ring being monosubstitated, 15 novd C5-monosubstituted benzenesulfonylurea compounds were synthesized. The structures of all the compounds synthesized were confirmed by demental analysis and ^1H NMR. Preliminary herbicidal activities of these new sulfonylurea compounds were determined by ALS screening （ in vitro） and pot bioassay experiments（ in vivo）. The herbicidal results show that some novel sulfonylureas are comparable to commercial Foramsulfuron and Monosulfuron.

Novel Synthesis,Crystal Structure and Herbicidal Activity of(3R,4R)-4,7,7-Trimethyl-6-oxabicyclo[3.2.1]octane-3,4-diol

The title compound, （3R,4R）-4,7,7-trimethyl-6-oxabicyclo[3.2.1]octane-3,4-diol （Cl0HlsO3）, has been synthesized by using one-step catalytic synthetic method from a-pinene and structurally characterized by means of IR, JH-NMR, J3C-NMR, HRMS and single-crystal X-ray diffraction. The crystal belongs to the monoclinic system, space group P21/n with a = 7.277（4）, b = 18.177（11）, c = 7.939（5） A, β = 91.122（8）°, Z = 4, V = 1049.9（11） A, Dc = 1.178 g/cm3, Mr = 186.24, λ（MoKa） = 0.71073 A, μ = 0.09 mm^-1, F（000） = 408, R = 0.051 and wR = 0.144. The title complex molecules contained two hydroxyls and are connected through hydrogen bonds to generate a two-dimensional network. Especially, the preliminary herbicidal activity results show that the title compound exhibits herbicidal activity against rape （Brassica campestris） and barnyard grass （Echinochloa crusgalli）.

Synthesis and Herbicidal Activity of Novel Sulfonylurea Derivatives

Sulfonylurea herbicides have been applied worldwide in agriculture. Some sulfonylurea residues might exist in soil longer than that people expected. However, flupyrsulfuron-methyl-sodium which was firstly reported as a new 5-substituted sulfonylurea herbicide has less than one month residual life. Therefore, 5-substituted benzenesulfonylureas are potential molecules to regulate its residual situation. In order to develop new sulfonylurea derivatives, the substituent on the critical 5-posotion of the benzene ring was optimized. On the basis of our former work on sulfonylureas which contains a characteristic mono-substituted pyrimidine moiety, twenty-six new sulfonylurea deriva- tives were synthesized and their structures were confirmed by 1H NMR, 31p NMR and elemental analysis. The greenhouse bioassay tests show that some title compounds exhibit potent herbicidal activity.

Isolation and Structural Identification of Herbicidal Active Substance from Root of Flaveria bident(L.) Kuntze

In order to understand the composition and structure of herbicidal active substance from the root of Flaveria bidentis （L.） Kuntze, the isolation and structural identification were researched in this paper. The crude extract from the root ofF. bidentis （L.） Kuntze was extracted by petroleum ether, ethyl acetate, and water saturation of n-butyl alcohol, respectively, and the extraction fluid was separated by using the method of TLC, then the main fraction was separated by HPLC, and the structure of the herbicidal active substance was analyzed by LC-MS, elemental analysis and ~H-NMR. The results showed that the petroleum extraction had the strongest herbicidal activity, and the purple blue stripe separated by TLC had the strongest effect on Digitaria sanguinalis. The herbicidal active substance was identified as ct-terthienyl according to the data of LC-MS, elemental analysis and 1H-NMR.

Synthesis,Crystal Structure and Herbicidal Activity of N-(4-Methylbenzyl)-4-(3-fluorophenyl)-4-piperidinol Hydrochloride

A novel compound N-（4-methylbenzyl）-4-（3-fluorophenyl）-4-piperidinol hydrochloride has been synthesized and its structure （C19H23ClFNO, Mr = 335.83） was characterized by elemental analysis, IR, ^1H NMR, MS and single-crystal X-ray diffraction analyses. The crystal belongs to the triclinic system, space group P1 with a = 7.2163（6）, b = 10.7905（9）, c = 12.2651（10） A, α = 109.576（2）,β = 98.407（2）,γ= 95.956（2）°, V= 878.14（13）A3, Z = 2, Dc = 1.270 g/cm^3,μ = 0.231 mm^-1, F（000） = 356, S = 1.100, the final R = 0.0525 and wR = 0.1425 for 3206 unique reflections （Rint = 0.0140） with 2736 observed ones （I 〉 2σ（I））. The piperidine ring exhibits a chair conformation. The dihedral angle made by the methyl- and fluoro-substituted benzene rings is 66.84（7）°. There are some intra- and intermolecular hydrogen bonding interactions among the molecules, which stabilize the whole crystal structure. The preliminary biological activity tests indicate good herbicidal activity for the title compound, in particular against the roots of some tested plants （such as Brassica campestris L. and Echinochloa crusgallis L.）.