Synthesis,Crystal Structure,Docking and Antifungal Activity of a New Pyrazole Acylurea Compound

The title compound N-((3,5-dimethylphenyl)carbamoyl)-1-methyl-3-(trifluoromethyl)-1 H-pyrazole-4-carboxamide(C_(15)H_(15)F_3N_4O_2) was synthesized, and its structure was confirmed by 1 H NMR, H RMS and X-ray diffraction. It crystallizes in the triclinic system, space group P1 with a = 11.7147(5), b = 11.7935(5), c = 13.6620(5) ?, α = 69.755(7)°, β = 66.182(6)°, γ = 72.100(7)°, Dc = 1.423 g/cm~3, Z = 4, V = 1588.88(11) ?~3, the final R = 0.0347 and wR = 0.1005 for 7171 observed reflections with I 2σ(I). The preliminary biological test showed that the title compound has antifungal activities against Fusarium oxysporum, Pseudomonas syringae, Corynespora mazei and Botrytis cinerea at 100 μg/mL as 5.19%, 53.50%, 88.55% and 70.62%, respectively. The docking results indicated the hydrogen bonds formed between the compound and SHD.     

Synthesis,Crystal Structure and Antifungal Activity of New Furan-1,3,4-oxadiazole Carboxamide Derivatives

A series of novel furan-1,3,4-oxadiazole carboxamide derivatives （5a～5e） were designed,synthesized and characterized by spectroscopic methods including HR-MS,¹H-and ¹³C-NMR.The crystal structure of compound 5a was determined by single-crystal X-ray diffraction.The compound crystallizes in the triclinic system,space group P■ with a=4.7261（5）,b=10.4672（11）,c=14.5886（13）?,α=106.081（4）°,β=91.043（3）°,γ=99.456（4）°,Z=2,V=682.48（12）?³,M_r=348.16,D_c=1...     

吡唑锌配合物的合成、晶体结构及抗肝癌细胞活性

通过溶剂挥发法合成了锌配合物[Zn(Hppo)2(ppo)Cl](1),Hppo=5-苯基-3-羟基吡唑,利用元素分析、FTIR以及X射线衍射法对配合物1进行表征。晶体结构显示配合物属于单斜晶系,P21空间群。检测了配合物1对肝癌细胞HepG2、Hep3B和Huh7的细胞形态与细胞毒性的影响,结果表明配合物1对肿瘤细胞具有明显的抑制作用。     

吡唑锌配合物的合成、晶体结构及抗肝癌细胞活性

通过溶剂挥发法合成了锌配合物[Zn（Hppo）₂（ppo） Cl]（1）,Hppo=5-苯基-3-羟基吡唑,利用元素分析、FTIR以及X射线衍射法对配合物1进行表征。晶体结构显示配合物属于单斜晶系,P2₁空间群。检测了配合物1对肝癌细胞HepG2、Hep3B和Huh7的细胞形态与细胞毒性的影响,结果表明配合物1对肿瘤细胞具有明显的抑制作用。     

吡唑衍生物的合成及生物活性

以５－吡唑甲酰肼（７，８）为原料合成了４类共３０种新化合物，这些化合物的结构均经＾１Ｈ ＮＭＲ，元素分析证实，部分化合物还经过了ＭＳ、ＩＲ确证，对大部分化合物做了生物活性测试，结果表明均具有一定的杀菌和除草活性。     

橙酮衍生物的合成、晶体结构及除草活性

设计合成了17个橙酮类化合物, X射线单晶衍射分析显示其双键为Z型. 测定了它们对稗草地上部分和油菜根长的抑制率. 结果表明, 部分化合物对双子叶植物油菜有较好的活性, 表现出良好的选择性. 当浓度为100 μg/mL时, 化合物15对油菜胚根的抑制率达到88.5%,接近商品除草剂甲基磺草酮的活性, 当浓度为10 μg/mL时其对油菜胚根的抑制率达到81.3%. 初步构效关系研究表明, 橙酮A环上的电子效应以及分子的亲水与疏水性对保持其活性有重要的作用,为进一步结构优化提供了依据.     

Synthesis,Antimicrobial Activity and Molecular Docking Study of Thiazole Derivatives

The reaction of 4‐thiochromane thiocarbohydrazone with a series of hydrazonoyl halides in dioxane in the presence of triethylamine afforded novel thiochromane derivatives incorporating 1,3‐thiazole moiety. The structure of the latter compounds was established by elemental analysis and spectral technique and by their chemical transformation. Moreover, the antimicrobial activity of the newly synthesized compounds was screened and the results showed that some compounds have higher activity than the applied fungicide and bactericide. The antimicrobial activity of the most active compounds was interpreted by molecular docking study.     

含吡唑基的1,5-苯并硫氮杂衍生物的合成及晶体结构

以1-苯基-3-甲基-5-苯氧基-吡唑-4-甲醛和1-苯基-3-甲基-5-对甲苯氧基-吡唑-4-甲醛为原料,在碱性条件下与苯乙酮(取代苯乙酮)发生羟醛缩合,合成出10种新型含吡唑基的查尔酮;再用此查尔酮与邻氨基硫酚在冰醋酸中反应,合成了10种新的1,5-苯并硫氮杂,化合物的结构经元素分析、IR和1HNMR确认,同时测定了化合物6c的晶体结构.化合物6c属单斜晶系(Monoclinic),空间群P2(1)/n,晶胞参数a=1.1793(2)nm,b=1.1907(2)nm,c=1.8726(4)nm,α=90°,β=104.71(3)°,γ=90°,M=522.04,V=2.5432(9)nm3,D=1.363Mg/m3,Z=4,F(000)=1088.     

含吡唑基的1,5-苯并硫氮杂衍生物的合成及晶体结构

以1-苯基-3-甲基-5-苯氧基-吡唑-4-甲醛和1-苯基-3-甲基-5-对甲苯氧基-吡唑-4-甲醛为原料, 在碱性条件下与苯乙酮(取代苯乙酮)发生羟醛缩合, 合成出10种新型含吡唑基的查尔酮; 再用此查尔酮与邻氨基硫酚在冰醋酸中反应, 合成了10种新的1,5-苯并硫氮杂, 化合物的结构经元素分析、IR和1H NMR确认, 同时测定了化合物6c的晶体结构. 化合物6c属单斜晶系(Monoclinic), 空间群P2(1)/n, 晶胞参数a=1.1793(2) nm, b=1.1907(2) nm, c=1.8726(4) nm, α=90°, β=104.71(3)°, γ=90°, M=522.04, V=2.5432(9) nm3, Dc=1.363 Mg/m3, Z=4, F(000)=1088.     

取代苯基吡唑类化合物的合成及其除草活性

以1′-(4-氯-2-氟-5-甲基苯基)-4′,4′,4′-三氟-1,3-丁二酮为原料,合成了一系列具有取代苯基吡唑结构的新化合物.化合物结构经¹HNMR,IR,CIMS和元素分析确认.初步生物活性测试表明,所合成的化合物对阔叶杂草具有较高的活性.     

四种5-氟尿嘧啶二肽衍生物的合成、晶体结构和抗癌活性

合成了四种新的5-氟尿嘧啶(5-Fu)二肽衍生物, 它们的结构经过元素分析、IR、1H NMR和13C NMR的表征, 比旋光度[a]D的测定结果表明了它们之间的对映异构关系, 用X射线衍射法测定了其中一对对映异构的晶体结构3a (S)和3b (R), 生物活性测试的结果表明这四种化合物都具有一定的抑制活性, 并且R型产物比S型产物抑制率高. 研究了2a和3a与DNA在Au电极上相互作用的伏安行为, 比较了它们跟5-氟尿嘧啶与双链DNA发生相互作用的差别.     

Synthesis,Crystal Structure and Herbicide Activity of Three Phenyl-naphthyl Methanone Derivatives

Three phenyl-naphthyl methanone derivatives have been designed and synthesized through alkylation and Friedel-Crafts acylation reactions. All the compounds were characterized by IR, 1 H NMR, 13 C NMR and H RMS. The single crystal structure of the compounds has been further determined by X-ray diffraction.(4-Ethoxynaphthalen-1-yl)(2-methylphenyl)methanone(3 a) crystallizes in monoclinic system, P21/c space group with a = 13.144(3), b = 11.041(2), c = 11.320(2) ?, β = 106.65(3)°, V = 1573.7(5) ?~3, Dc = 1.225 Mg/m~3, Z = 4, F(000) = 616, μ(Mo Kα) = 0.078 mm-1, R = 0.0928 and w R = 0.1556.(4-Ethoxynaphthalen-1-yl)(2-hydroxyphenyl)methanone(3 b) belongs to the monoclinic system, P21/c space group with a = 9.985(2), b = 10.814(2), c = 14.353(3) ?, β = 105.49(3)°, V = 1493.6(5) ?~3, Dc = 1.300 Mg/m~3, Z = 4, F(000) = 616, μ(Mo Kα) = 0.087 mm-1, R = 0.0568 and w R = 0.1262.(4-Methoxynaphthalen-1-yl)(4-methylphenyl)methanone(3 c) crystallizes in monoclinic system, P21/c space group with a = 7.6130(15), b = 15.068(3), c = 12.880(3) ?, β = 100.63(3)°, V = 1452.1(5) ?~3, Dc = 1.264 Mg/m~3, Z = 4, F(000) = 584, μ(Mo Kα) = 0.081 mm-1, R = 0.0804 and wR = 0.1349. The presence of van der Waals forces leads to the stability of the compounds. Especially, compounds 3 a ～ c showed herbicidal activity against the monocotyledon plant barnyard grass(Echinochloa crus-galli). At the concentration of 0.75 mmol/m2, compound 3 b(Ct = 0.436 ± 0.116 mg/g) exhibited better activity than pyrazoxyfen(Ct = 0.537 ± 0.073 mg/g).     

Synthesis of New Pyrazole Derivatives,Their Anti-Inflammatory and Analgesic Activities,and Molecular Docking Studies

Russian Journal of General Chemistry - A new series of coupled benzofuran derivatives that contain the trifluoromethyl group and pyrazole moiety is synthesized for evaluation of their...     

Synthesis,Characterization, and Molecular Docking Study of Some Novel Imidazole Derivatives as Potential Antifungal Agents

The azole pharmacophore is still regarded as a viable lead structure for the synthesis of more effective antifungal agents. In this study, two novel series of imidazole derivatives containing dithiocarbamate (5a–5g) and (benz)azolethiol (6a–6n) side chains that are structurally related to the famous antifungal azole pharmacophore were synthesized, and the structures of them were characterized by spectral (IR, ¹H NMR, ¹³C NMR, and MS spectra) analyses. The synthesized compounds were screened in vitro antifungal activity against pathogenic strains fungi. Theoretical ADME (absorption, distribution, metabolism, and excretion) predictions were calculated for final compounds. A molecular docking study of the most active compound with target “lanosterol 14α‐demethylase” (CYP51) was performed to unravel the mode of antifungal action. Compound 5e , which features imidazole and 4‐methoxybenzyl piperazine scaffolds, showed the most promising antifungal activity with an MIC₅₀ value of 0.78 μg/mL against C. krusei. Effect of the compound 5e against ergosterol biosynthesis was observed by LC–MS–MS method, which is based on quantification of ergosterol level in C. krusei.     

芳基肼衍生物的设计、合成及其抑菌活性研究

为了探索具有较高潜力的新型植物病原真菌抑制剂,本文以取代芳胺、3,3-二甲基-2-丁酮和乙酸乙酯为起始原料,采用Claisen缩合、氯代、重氮化、亲核取代等反应合成了16个新型的芳基肼类衍生物(4a～4p),其结构经~1H NMR、~(13)C NMR及ESI-MS确证。初步抑菌活性测试结果表明,目标化合物4d、4g和4j具有潜在的广谱性抑菌作用,其对9种植物病原真菌的平均抑制率分别为64.7%、71.2%和67.8%,显著优于阳性对照药物噁霉灵(50.1%)和百菌清(60.0%)。构效关系研究表明,保持羰基α位氯原子不变,在芳基肼结构中引入甲基、氯、氟、三氟甲氧基等基团能有效提高其抑菌作用。此研究为基于芳基肼骨架的农用抑菌剂结构优化提供了参考。     

Design,Synthesis and Antifungal Activity of Novel Triazole Derivatives

Twenty-one 1-(1H-1,2,4-triazolyl)-2-(2,4-diflurophenyl)-3-(4-substituted-1-piperazinyl)-2-propanol derivatives were designed and synthesized,on the basis of the active site of lanosterol 14α-demethylase.In vitro antifungal activities showed that some of the target compounds had higher antifungal activity and broader antifungal spectrum than fluconazole.     

Synthesis,Structure, and In Vitro Anti-HIV Activity of New Pyrazole, 1,2,4-Thiadiazole,and 1,2,4-Triazole Derivatives

α,α′-Dichloroazo compounds 6 react with Lewis acid to furnish 1-(chloroalkyl)-1-aza-2-azoniaallene salts 4. The cations 4 react with acetylenes, isothiocyanates, isocyanates, and carbodiimides under [3+2]-cycloaddition. The cycloadducts undergo consecutive reactions, e.g., [1,2]-shifts of alkyl groups. The newly synthesized products were evaluated for their anti-HIV-1 and anti-HIV-2 activity in MT-4 cells.     

Synthesis and Antimicrobial Activity of Novel Thiazole Substituted Pyrazole Derivatives

A series of new 1‐[4‐(2,3,4‐substituted‐phenyl) thiazol‐2‐yl]‐3‐(2,3,4‐substituted‐phenyl)‐1H‐pyrazole‐4‐carbaldehyde ( 4a , 4b , 4c , 4d , 4e , 4f , 4g , 4h , 4i , 4j , 4k , 4l , 4m ), 4‐[4‐(4‐substituted‐phenyl) thiazol‐2‐yl]‐3‐(4‐substituted‐phenyl)‐1‐phenyl‐1H‐pyrazole ( 7a , 7b , 7c , 7d , 7e , 7f , 7g , 7h , 7i ), 4‐[4‐(4‐substituted phenyl)thiazol‐2‐yl]‐1‐phenyl‐1H‐pyrazol‐3‐amine ( 10a , 10b , 10c , 10d , 10e , 10f , 10g ) have been synthesized by using Vilsmeier Haack formylation and Hantzsch reaction in high yield. All the synthesized compounds were tested qualitative (Zone of inhibition) and quantitative antimicrobial activities (MIC). Most of the synthesized compounds showed potent antimicrobial activity against gram positive and gram negative bacteria as well as fungi species.     

3-苯甲酰基-4-羟基香豆素衍生物的合成、晶体结构及其除草活性研究

利用活性叠加的原理,设计合成了带有三酮类结构的3-苯甲酰基-4-羟基香豆素衍生物.用1H NMR,13C NMR,HRMS和X-ray单晶衍射对其进行了结构鉴定.用平皿小杯法和盆栽法评价了其对双子叶植物油菜和单子叶植物稗草的抑制活性.结果显示,目标化合物表现出与香豆素相似的活性,只对油菜有很好的抑制活性,苯甲酰基的接入能一定程度上提高4-羟基香豆素对油菜的活性.部分化合物对油菜表现出良好的活性,其中,3-(2-硝基-4-甲磺酰基苯甲酰基)-4-羟基香豆素(21)对油菜根长的抑制活性好于甲基磺草酮,10 μg/mE时,抑制率能达到87.6％,但盆栽活性比甲基磺草酮差.目标化合物虽然具有与三酮除草剂类似的结构,但并不表现出明显的白化作用,具有与三酮类除草剂不同的作用模式.化合物21对双子叶植物油菜表现出很好的选择性,可以作为开发新型选择性除草剂的先导结构,继续结构优化.