4-（2-乙氧基-2-氧-乙氧基）-3-硝基苯甲酸甲酯的合成研究

1前言 2H-[1,4]苯并嗯嗪-3（4H）-酮类衍生物因具有广泛的生物活性和较低的毒性被用做医药和农药的中间体,构效关系研究结果显示,此类化合物分子结构中苯环上的取代基对活性的影响至关重要。笔者在从事新农药创制研究过程中发现,将苯环上有硝基的2H-[1,4]苯并嗯嗪酸做为活性基团引入到某些具有杀虫、除草活性的化合物中,可以显著提高其生物活性。     

新型含1,2,4-三唑的嘧啶衍生物的合成与生物活性

[目的]探索发现结构新颖且具有较高生物活性的含1,2,4-三唑的嘧啶类化合物。[方法]以2-烷硫基-5-氰基-6-硫甲基嘧啶-4-胺为原料合成了一系列的含1,2,4-三唑的嘧啶类化合物。[结果]合成了43个新的含1,2,4-三唑的嘧啶类化合物，通过1H NMR和HR-MS确证其结构，并筛选了目标化合物的生物活性。[结论]活性测试结果表明，部分化合物具有较好的除草和杀虫活性，可进一步深入研究。     

N-(2-硫代-1,3,2-二氧磷杂环己烷-2-基)-N′-芳基(烷基)硫脲的合成、杀菌活性及构效关系

报道了18种新型反式环状硫代磷酰基硫脲的杀菌活性,并对它们的构效关系进行了初步的探讨,结果发现N′-芳基取代化合物的杀菌活性较基取代的好,而芳基上为氯取代时,活性较好。报道了硫代环磷酰氯合成反应的立体化学。     

三唑啉酮磺酰胺类化合物的设计合成与生物活性

[目的]为了发现具有更好生物活性的新结构化合物。[方法]利用中间体衍生化方法合成三唑啉酮磺酰胺类化合物。[结果]合成了11个结构新颖的三唑啉酮磺酰胺类化合物,结构经过1H NMR等分析确证,并进行了生物活性测试。[结论]生物活性表明此类化合物对小麦白粉病和水稻稻瘟病具有一定的防效。     

2-{[5-（取代吡唑-5-基）-1，3，4-噁二唑-2-基]甲巯基）-5，7-二甲基-1，2，4-三唑[1，5-a]嘧啶类化合物合成及生物活性

设计并合成了七个2-{[5-（取代吡唑-5-基）-1,3,4-噁二唑-2-基]甲巯基）-5,7-二甲基-1,2,4-三唑[1,5-a]嘧啶类化合物,均为未见文献报道的新化合物。目标产物的结构经元素分析、IR、MS和^1H NMR测定确证,初步生物活性测试表明标题化合物具有一定的除草活性。     

吡咯并吡嗪酮类化合物的合成及抗炎镇痛活性研究

研究吡咯并吡嗪酮类化合物的抗炎镇痛作用构效关系,寻找具有抗炎镇痛活性的新型吡嗪酮类化合物.以2-甲基-3-苯基吡咯并[1,2-a]吡嗪-1(2 H)-酮化合物为母体,合成系列化合物.用二甲苯致小鼠耳肿胀法和醋酸致小鼠扭体法对所合成的目标化合物分别进行了抗炎和镇痛活性实验.合成了10个目标化合物,经1H-NMR和MS确证其结构.小鼠实验表明,一些所合成的化合物具有一定的抗炎或镇痛作用.化合物WLY-113、WLY-115的镇痛活性较好,WLY-103、WLY-114的抗炎活性较好,值得进一步研究.     

2-唑基苯氧基嘧啶类除草剂--新的类胡萝卜素生物合成抑制剂

取代的 2 -唑基 - 4-苯氧基嘧啶类 (结构式 1)是新一类高效除草剂 ,它们的作用机理是抑制类胡萝卜素的生物合成。嘧啶上的取代基都是含氧的杂环 ,包括吡啶、咪唑和三唑 ,这类化合物是苗前和苗后除草剂 ,在苗前使用活性更高 ,小麦、玉米和大豆对这类化合物具有选择性。在禾谷类田间试验中 ,吡唑基嘧啶la对阔叶杂草显示出了极佳的防效 ,而且对小麦安全 ,使用剂量为 5～ 10g/hm2 。本文对这类除草剂的合成化学、生物活性、构效关系、在土壤中的代谢途径及田间应用效果加以介绍。最初 ,2 -芳基 - 4-苯氧基嘧啶类 (2 )是由美国氰胺公司发现的。杜…     

4,5-二氢吡唑-5-硫酮类的合成和构效关系

许多种吡唑类化合物被研究用于农田并开发为农药。虽然,关于4,4-二取代的4,5-二氢吡唑-5-酮作为农药的报道不少,而相应的吡唑-5-硫酮类则尚未报道,仅有日本鸣门研究中心的Isao Tada等作了介绍。他们合成了一系列以吡唑硫酮为母体的新颖衍生物,主要筛选了4,5-二氢吡唑-5-硫酮类(DHPs)对某些螨类的防治活性,诸如棉红蜘蛛、神洲叶螨、桔红螨和榆全爪螨等,4,5-二氢吡唑-5-酮对它们则几无活性。鉴此,Isao Tada等合成了4,5-二氢吡唑-5-硫酮类化合物(图1),并评估了它们对棉红蜘蛛的杀螨活性。同时,根据化合物的物化参数和诸如疏水指数等容量因素,探讨了它们的构效关系。本文仅就其合成、杀螨活性和构效关系作一概述。     

邻氨基苯甲酰胺一锅法合成喹唑啉酮类 化合物研究进展

喹唑啉酮类化合物是一类具有良好生物活性的含氮杂环化合物,例如抗炎[1]、抗菌[2]、抗高血压[3]及抗癌[4]活性等,引起了科学研究人员的极大兴趣。该文对近些年以邻氨基苯甲酰胺为原料一锅法合成喹唑啉酮类化合物的方法进行了综述,并对未来的发展进行了展望。     

二萜生物碱白乌头宁衍生物的合成及拒食活性

[目的]寻找具有较高拒食活性的二萜生物碱类化合物,为开发高效低毒的农药奠定基础。[方法]以C19-二萜生物碱白乌头宁为母体结构,对其进行结构修饰,合成二萜生物碱衍生物,并采用非选择性叶碟法考察目标化合物对甜菜夜蛾[Spodoptera exigua(Hübner)]的拒食活性。[结果]目标化合物的结构采用1H NMR、13C NMR和HR-ESIMS波谱技术进行确证,经过生物活性测试表明,在1000 mg/L剂量下,化合物2a、2e、2g对甜菜夜蛾具有良好的拒食活性,拒食率(%FR)分别为92.20%、93.03%和96.90%。[结论]所合成的C19-二萜生物碱衍生物对甜菜夜蛾具有较好的拒食效果,初步构效关系表明,引入氟原子取代的苯甲酰基对该类化合物的活性起促进作用,此类化合物可作为新型杀虫剂研究的先导化合物,具有一定的开发潜力。     

Synthesis,characterization and evaluation of antioxidant and anticancer activities of novel benzisoxazole-substituted-allyl derivatives

A novel series of various 2-allylbenzo[d]isoxazol-3(2H)-ones were synthesized using benzo[d]isoxazol-3(2H)-one treated with different allyl bromides/chlorides in the presence of water-mediated cesium carbonate as a new catalyst 3(a-h). The structures of the newly synthesized Benzisoxazole-substituted-allyl derivatives were characterized by spectroscopic methods and mass spectrometry. These synthesized compounds were evaluated for their in vitro antioxidant and anticancer activity. Compounds 3b, d, f, h were identified as the best hit against HT-29 Human colon cancer cells. Similarly, compounds like 3b, d, f, h showed significant antioxidant activity compared to the standard drug butylated hydroxy toluene (BHT).      

Pyrazole Derived Cationic Surfactants and their Tin and Copper Complexes: Synthesis,Surface Activity,Antibacterial and Antifungal Efficacy

Five membered heterocyclic cationic 3-pyrazolium surfactants namely: 2-[2-(alkyloxy)-2-oxoethyl]-3-methyl-5-oxo-1-phenyl-4,5-dihydro-1H-3-pyrazolium bromide (decyl-; dodecyl-) and their copper and tin complexes were synthesized, their structures were confirmed using different spectroscopic tools. The IR spectra of the metal complexes showed that these compounds exhibit a tetrahedron structure with the transition metal ion (M²⁺) at the center and the cationic ligands arranged in the apexes, while the halide ions in the center. The synthesized compounds were evaluated as biocides against different types of bacteria and fungi. The biological activity data showed that the cationic surfactants exhibit moderate to high efficacy against the tested microorganisms (either bacteria or fungi). While, complexation of these cationic surfactants with Cu (II) and Sn (II) ions the antimicrobial activity was strongly increased. The surface activity of these compounds were discussed and correlated to their chemical structure and the type of substituents on the heterocyclic moiety. Meanwhile, the antimicrobial assay was correlated to the surface activities of the synthesized compounds.     

Facile one-pot synthesis of N-acyl-1H-1,2,3-benzotriazoles from internal and terminal olefinic fatty acids and their antimicrobial screening

N-acyl-1H-1,2,3-benzotriazoles were prepared in good yields by the reaction of benzotriazole and thionyl chloride with olefinic fatty acids under mild reaction conditions. The new compounds 1-(undec-10-enoyl)-1H-1,2,3-benzotriazole (5a),1-[(Z)-octadec-9-enoyl]-1H-1,2,3-benzotriazole (5b), 1-[(9Z,12R)-12-hydroxyoctadec-9-enoyl]-1H-1,2,3-benzotriazole (5c), 1-[(9R,12Z)-9-hydroxyoctadec-12-enoyl]-1H-1,2,3-benzotriazole (5d) formed were characterized on the basis of elemental analysis and spectral data. All the newly synthesized compounds (5a-5d) were screened for their antimicrobial activity and showed good antifungal activity.     

手性a-氰基丙烯酸酯类化合物的合成及生物活性研究

a-氰基丙烯酸酯类化合物是一类抑制植物光合作用PSⅡ的重要除草荆,引入手性因素可以提高其活性。以氰基乙酸乙酯为原料,合成了a-对三氟甲基苯胺-3-（R／S）-a-甲基苄胺-2-氰基丙烯酸酯,对中间体及目标化合物进行了结构表征;并对a-氰基丙烯酸酯类化合物的生物活性进行了研究。结果表明,该类化合物除草活性不突出,但具有一定的抗烟草花叶病毒活性及抗癌活性,具有深入研究的价值。     

手性氨基烷基酚的合成及其绝对构型的确定

合成了新型催化剂（1S，2R）-1-[[（1R）-1-（2-羟基-5-甲基苯基）乙基]氨基}-2-茚满醇，其结构通过IR、1H NMR和元素分析得到证实。绝对构型通过对其单晶的x-射线衍射结果分析，确定了新化合物的绝对构型为（S，R，R）。     

手性α-氰基丙烯酸酯类化合物的合成及生物活性研究

α-氰基丙烯酸酯类化合物是一类抑制植物光合作用PSⅡ的重要除草剂,引入手性因素可以提高其活性.以氰基乙酸乙酯为原料,合成了3-对三氟甲基苯胺-3-(R/S)-α-甲基苄胺-2-氰基丙烯酸酯,对中间体及目标化合物进行了结构表征;并对α-氰基丙烯酸酯类化合物的生物活性进行了研究.结果表明,该类化合物除草活性不突出,但具有一定的抗烟草花叶病毒活性及抗癌活性,具有深入研究的价值.     

Syntheses and biological activities of novel diheterocyclic compounds containing 1,2,4‐triazolo[1,5‐a]pyrimidine and 1,3,4‐oxadiazole

In a search for novel agrochemicals with high activity and low toxicity, a series of diheterocyclic compounds containing 1,2,4‐triazolo[1,5‐a]pyrimidine and 1,3,4‐oxadiazole rings were designed and synthesized by a four‐step synthetic route starting from 2‐mercapto‐5,7‐dimethyl‐1,2,4‐triazolo[1,5‐a]pyrimidine. The structures of all the compounds synthesized were confirmed by ¹H NMR, mass spectroscopy and elemental analysis. The preliminary bioassay against Brassica campestris L and Echinochloa crusgalli Beavu indicated that the title compounds displayed herbicidal activity at the concentration of 100 ppm and that compounds 5a (R = CH₃), 5d (R = C₂H₅) and 5f (R = i‐Bu) were found to have particularly high activities. In addition, the results of an in vivo test at a concentration of 50 ppm showed that all the compounds prepared were highly active against Rhizoctonia slain, but not active against Fusarium oxysporum, Gibberella zeave and Phoma sparagi. A further in vivo test showed that compound 5j possessed better fungicidal activity against Rhizoctonia solani at a concentration of 200 ppm than Carbendazim and Validamycin A, which are well known for their fungicidal activity against Rhizoctonia solani. To our knowledge, this is the first report that 1,2,4‐triazolo[1,5‐a]pyrimidine derivatives display fungicidal activity against Rhizoctonia solani. © 2001 Society of Chemical Industry     

Design,Synthesis, in vitro and in silico Characterization of 2-Quinolone-L-alaninate-1,2,3-triazoles as Antimicrobial Agents

Due to the ever-increasing antimicrobial resistance there is an urgent need to continuously design and develop novel antimicrobial agents. Inspired by the broad antibacterial activities of various heterocyclic compounds such as 2-quinolone derivatives, we designed and synthesized new methyl-(2-oxo-1,2-dihydroquinolin-4-yl)-L-alaninate-1,2,3-triazole derivatives via 1,3-dipolar cycloaddition reaction of 1-propargyl-2-quinolone-L-alaninate with appropriate azide groups. The synthesized compounds were obtained in good yield ranging from 75 to 80 %. The chemical structures of these novel hybrid molecules were determined by spectroscopic methods and the antimicrobial activity of the compounds was investigated against both bacterial and fungal strains. The tested compounds showed significant antimicrobial activity and weak to moderate antifungal activity. Despite the evident similarity of the quinolone moiety of our compounds with fluoroquinolones, our compounds do not function by inhibiting DNA gyrase. Computational characterization of the compounds shows that they have attractive physicochemical and pharmacokinetic properties and could serve as templates for developing potential antimicrobial agents for clinical use.     

Effects of Organoantimony(III) Compounds of Sterically Hindered Bifunctional Tetradentate Ligands on the Reproductive System of Male Rats

The antifertility activity of organoantimony(III) complexes PhSb[RC(NC(6)H(4)S)CH(2)(NC(6)H(4)S)CR'] {R' = CH(3) (R(1)) and R = R' = CF(3) (R(2))} derived from corresponding sterically hinlered bifuinctional tetradentate ligands in the male rats was determined. The administration of compounds R(1) and R(2) at the dose level of 20 mg/kg. b. wt. siignificantly reduced the weights of testes and epididymides. Auxiliary glands showed a significant reduction after the treatment of compound R(1) only. Treated animals showed a notable depression of spermatogenesis. The preleptotene spermatocytes were decreased by 76.19 and 47.06; the secondary spermatocytes by 87.4% and 54.87337; and the step-19 spermatids by 72.9 and 46.77% respectively, following the compound R(1) and R(2) treatment. Reduced sperm count and motility resulted in 100% negative fertility in both the treated groups. A significant fall in the content of various biochemical parameters of eproductive tissues was observed after R(1) and R(2) treatment in comparison to controls.     

含噻二唑环噻吩并[2,3-d]嘧啶类含氟衍生物的合成及抗肿瘤活性

通过2-氨基-3-氰基噻吩与三氟乙酸、三氯氧磷反应"一锅法"制得2-三氟甲基-4-氯噻吩并[2,3-d]嘧啶,收率为60%,再与2-氨基-5-(取代苄硫基)-1,3,4-噻二唑发生芳香族亲核取代反应合成10个含噻二唑环噻吩并[2,3-d]嘧啶类含氟衍生物,收率为64%~75%。目标化合物的结构经红外光谱、核磁共振氢谱、质谱与元素分析表征,并采用MTT法对其进行初步的体外抗肿瘤活性筛选。结果表明,化合物Ⅳc和Ⅳf对Hep G2和BGC-823细胞的抑制活性高于对照样吉非替尼。