Synthesis and Bioactivity of Novel Fluorinated Heteroaromatic Ureas

In order to find new urea cytokinins, a series of novel fluorinated heteroaromatic ureas have been designed and synthesized. The crystal structure of 3g was further determined by single crystal X-ray diffraction to obtain the structural feature of this class of urea compounds. The preliminary bioassay showed that some title compounds have good cytokinin activity.     

N-5-四唑基-N′-芳甲酰基脲的合成及其生物活性

合成了 15个新的含四唑基的芳甲酰基脲类化合物 ,用IR ,1HNMR和元素分析证实了它们的结构 ,并进行了初步的生物活性试验 ,生测结果证明一些目标化合物具有优良的植物生长调节活性 ,其中N 5 四唑基 N′ 对甲氧基苯基甲酰基脲(2h)和N 5 四唑基 N′ 对溴苯基甲酰基脲 (2j)具有很好的生长素活性 ,2h ,2j和N 5 四唑基 N′ 对甲基苯基甲酰基脲 (2m )具有优良的细胞分裂素活性     

Synthesis,X‐ray characterization and density functional theory studies of N6‐benzyl‐N6‐methyladenine–M(II) complexes (M = Zn,Cd): The prominent role of π–π, C–H···π and anion–π interactions

We report the synthesis and X‐ray characterization of the N⁶‐benzyl‐N⁶‐methyladenine ligand (L) and three metal complexes, namely [Zn(HL)Cl₃]·H₂O ( 1 ), [Cd(HL)₂Cl₄] ( 2 ) and [H₂L]₂[Cd₃(μ‐L)₂(μ‐Cl)₄Cl₆]·3H₂O ( 3 ). Complex 1 consists of the 7H‐adenine tautomer protonated at N3 and coordinated to a tetrahedral Zn(II) metal centre through N9. The octahedral Cd(II) in complex 2 is N⁹‐coordinated to two N⁶‐benzyl‐N⁶‐methyladeninium ligands (7H‐tautomer protonated at N3) that occupy apical positions and four chlorido ligands form the basal plane. Compound 3 corresponds to a trinuclear Cd(II) complex, where the central Cd atom is six‐coordinated to two bridging μ‐L and four bridging μ‐Cl ligands. The other two Cd atoms are six‐coordinated to three terminal chlorido ligands, to two bridging μ‐Cl ligands and to the bridging μ‐L through N3. Essentially, the coordination patterns, degree of protonation and tautomeric forms of the nucleobase dominate the solid‐state architectures of 1 – 3 . Additionally, the hydrogen‐bonding interactions produced by the endocyclic N atoms and NH groups stabilize high‐dimensional‐order supramolecular assemblies. Moreover, energetically strong anion–π and lone pair (lp)–π interactions are important in constructing the final solid‐state architectures in 1 – 3 . We have studied the non‐covalent interactions energetically using density functional theory calculations and rationalized the interactions using molecular electrostatic potential surfaces and Bader's theory of atoms in molecules. We have particularly analysed cooperative lp–π and anion–π interactions in 1 and π⁺–π⁺ interactions in 3 .     

N-[5-(Е)-1,3,4-噻二唑-2-基]-N'-芳基脲的合成、晶体结构及生物活性

为了寻找高活性的脲类细胞分裂素,通过2-氨基-5-(Е)-苯乙烯基-1,3,4-噻二唑与芳酰基叠氮化物反应,合成了11种新的含1,3,4-噻二唑环芳基脲类衍生物,其中芳酰基叠氮化物直接由芳酸、三氯氧磷与叠氮钠采用"一锅法"制得,再经加热发生Curtius重排转化为异氰酸酯.目标化合物的结构用红外光谱、核磁共振氢谱、质谱和元素分析进行了表征,并用X射线单晶衍射实验测定了化合物3g的结构.初步的生物活性测试表明,部分目标化合物在10 mg/L浓度下表现出良好的细胞分裂素活性,其中3c的活性超过50%.     

含氟细胞分裂素, N^6-五氟苄基腺苷的合成和生物鉴定

A three-step synthesis of fluorine-containing cytokinin(N~6-pentafluorobenzyladeno-sine)from perfluorobenzene and adenosine has been reported for the first time.The newcytokinin shows two thirds of the biological activity of zeatin in the concentration range of10~(-5)to 10~(-7)mol/L.     

1H‐, 13C‐, and 15N‐NMR chemical shifts for selected glucosides and ribosides of aromatic cytokinins

The ¹H and ¹³C NMR resonances of 16 purine glucosides were assigned by a combination of one‐ and two‐dimensional NMR experiments, including gs‐COSY, gs‐HSQC, and gs‐HMBC, in order to characterize the effect of substituent and the position of glucose unit on the NMR chemical shifts. In addition, ¹⁵N NMR chemical shifts for selected derivatives were investigated by using ¹H? ¹⁵N chemical shift correlation techniques. To map the influence of sugar moiety on the directly bonded nitrogen atom, selected N⁹‐glucosides and their ribose analogs were compared. Characteristic long‐range ¹H? ¹⁵N coupling constants, measured by using ¹H? ¹⁵N gradient‐selected single‐quantum multiple bond correlation (GSQMBC), are also reported and discussed. All compounds investigated here belong to cytokinins, an important group of plant hormones. Copyright © 2010 John Wiley & Sons, Ltd.     

N-(安替比林-4-基)-N'-取代芳甲酰基硫脲的合成及其生物活性

合成了12个含安替比林基的取代芳甲酰基硫脲类化合物, 用¹H NMR, IR和元素分析确证了它们的结构, 并进行了室内生物活性测试. 生测实验证明部分酰基硫脲类化合物, 比如N-(安替比林-4-基)-N'-m(或o)-甲苯甲酰基硫脲, N-(安替比林-4-基)-N-o-硝基苯甲酰基硫脲, N-(安替比林-4-基)-N'-m(或p)-氯苯甲酰基硫脲, 具有一定的细胞分裂素活性.     

N-[5-(1-邻氯苯氧乙基)-1,3,4-噻二唑-2-基]N'-芳酰基脲的合成及其生物活性

N-[5-(1-邻氯苯氧乙基)-1;3;4-噻二唑-2-基]N'-芳酰基脲的合成及其生物活性;噻二唑;芳酰基脲;生物活性;生长素;细胞分裂素     

冠醚基团取代的细胞分裂素类似物的合成及其性质

合成了八种具有冠醚基团的细胞分裂素类似物1～8,其中3～8未见文献报道。测定了以化合物1～8和N~6-苄基腺嘌呤,N,N′-二苯基脲为活性材料的 PVC 膜钾离子选择电极的性能。