Synthesis,crystal structure and antifungal activity of a divalent cobalt(II) complex with uniconazole

Azole compounds have attracted commercial interest due to their high bactericidal and plant‐growth‐regulating activities. Uniconazole [or 1‐(4‐chlorophenyl)‐4,4‐dimethyl‐2‐(1H‐1,2,4‐triazol‐1‐yl)pent‐1‐en‐3‐ol] is a highly active 1,2,4‐triazole fungicide and plant‐growth regulator with low toxicity. The pharmacological and toxicological properties of many drugs are modified by the formation of their metal complexes. Therefore, there is much interest in exploiting the coordination chemistry of triazole pesticides and their potential application in agriculture. However, reports of complexes of uniconazole are rare. A new cobalt(II) complex of uniconazole, namely dichloridotetrakis[1‐(4‐chlorophenyl)‐4,4‐dimethyl‐2‐(1H‐1,2,4‐triazol‐1‐yl‐κN⁴)pent‐1‐en‐3‐ol]cobalt(II), [CoCl₂(C₁₅H₁₈ClN₃O)₄], was synthesized and structurally characterized by element analysis, IR spectrometry and X‐ray single‐crystal diffraction. The crystal structural analysis shows that the Co^II atom is located on the inversion centre and is coordinated by four uniconazole and two chloride ligands, forming a distorted octahedral geometry. The hydroxy groups of an uniconazole ligands of adjacent molecules form hydrogen bonds with the axial chloride ligands, resulting in one‐dimensional chains parallel to the a axis. The complex was analysed for its antifungal activity by the mycelial growth rate method. It was revealed that the antifungal effect of the title complex is more pronounced than the effect of fungicide uniconazole for Botryosphaeria ribis, Wheat gibberellic and Grape anthracnose.     

以三唑农药为配体的两个铜配合物的合成、晶体结构与抑菌活性(英文)

由三唑农药烯效唑和多效唑合成了2个铜配合物[CuL14Cl2](1)和[CuL24Cl2·4H2O](2)(L1=uniconazole,L2=paclobutrazol)。通过元素分析、红外光谱和X-ray单晶衍射对其结构进行了表征。结构分析表明,1属三斜晶系,P1空间群,晶胞参数为a=0.895 6(3)nm,b=1.326 7(4)nm,c=1.491 8(4)nm,α=94.828(3)°,β=97.774(3)°,γ=105.280(3)°,V=1.680 8(9)nm3。2属三斜晶系,P1空间群,晶胞参数为a=1.021 89(19)nm,b=1.329(3)nm,c=1.366 4(3)nm,α=81.564(2)°,β=79.508(2)°,γ=79.185(2)°,V=1.785 3(7)nm3。在2个配合物中,六配位的铜离子都采取扭曲的八面体配位构型,分别来自三唑配体的4个氮原子和2个氯原子配位。1和2都由分子间氢键连接成一维链结构。与相应的配体相比,1和2的抑菌活性明显增强。     

Comparative Study of the Enantioseparation of Uniconazole and Imazalil by HPLC on Various Cellulose Chiral Columns

Abstract

This paper reported the enantioseparation of uniconazole and imazalil using four different self‐prepared cellulose derivative columns, namely, CTB, CTMB, CTPC, and CDMPC. The mobile phase composition including the type of the alcohol modifier and the ethanol concentration in hexane changed, and the influence on the retention factor (k′); for each enantiomer, the separation factor (α) and the resolution (R_S) was studied. The influence of the structures of the analytes on the chiral separation was investigated. The results showed that uniconazole obtained the best resolution of 2.16 on CTPC, while imazalil obtained the best separation on CTMB, with the maximal resolution of 4.83. It was concluded that the structure of solutes and CSP play a key role in the chiral recognition. And the chiral attraction between them is the predominant factor.     

烯效唑与钙、铁离子复合应用对早熟禾抗旱性的影响

研究了烯效唑（10、20、50、100、150 mg/L）与FeSO4 50 mg/L和CaCO3 20 mg/L复合应用,叶面喷施处理草地早熟禾对几种抗旱相关生理指标的影响.结果表明,烯效唑复合制剂能有效提高干旱胁迫下早熟禾叶片叶绿素、可溶性糖、可溶性蛋白和脯氨酸含量,可减少膜脂过氧化物MDA的含量,降低质膜透性,从而提高了草坪草的抗旱性,增加了观赏价值.     

烯效唑在杂交水稻育秧中的应用效果研究

在杂交水稻的湿润育秧、两段育秧和温室育秧中喷施烯效唑,能提高叶片的叶绿素含量,促根、增蘖、降低苗高,使后期有效穗增加,产量提高13.6%～19.6%.最佳施用方法为:采用100mg/L浓度烯效唑,湿润育秧在1叶1心期喷施1次,两段育秧、温室育秧在1叶1心期和寄秧期各喷施1次.旱育秧秧苗不宜施用烯效唑.     

烯效唑对水稻叶片衰老及产量的影响

以 30～ 10 0mg·L-1的烯效唑对盛花期的水稻叶面进行喷酒 .结果表明 ,烯效唑延缓成熟期间旗叶的衰老 ,表现在叶绿素含量增加 ,光合速率增强 ,超氧化物歧化酶活性增高 ,丙二醛(MDA)积累减少 .提高了水稻的千粒重及结实率 ,增产达 8.3%～ 13.6 %.     

多效唑、烯效唑、矮壮素和缩节胺色谱分析方法研究进展

综述多效唑、烯效唑、矮壮素及缩节胺4种植物生长调节剂的分析前处理技术和色谱测定方法的研究进展,分析归纳了各种前处理方法和测定方法的特点,并对4种植物生长调节剂的前处理技术和色谱分析方法进行了展望。     

有机碱催化下烯效唑的合成及应用研究

以有机碱为催化剂,通过三唑三甲基丙酮与对氯苯甲醛的反应,合成了具有生物活性的外消旋体合物烯效唑,研究了烯效唑对植物的生长调节作用和杀菌活性。     

烯效唑对水稻苗期过氧化物酶活性及同功酶的影响

用不同浓度的烯效唑乳剂和可湿性粉剂分别对水稻浸种,研究其对苗期过氧化物酶活性及同功酶的影响．结果表明,烯效唑两种剂型均可使过氧化物酶活性增强,且乳剂的作用效果大于可湿性粉剂．其同功酶谱带增强,且增加了F1、F2及A1三条新谱带。     

以三唑农药为配体的两个铜配合物的合成、晶体结构与抑菌活性

由三唑农药烯效唑和多效唑合成了2个铜配合物[CuL₄¹Cl₂](1)和[CuL₄²Cl₂·4H₂O](2)(L¹=uniconazole,L²=paclobutrazol)。通过元素分析、红外光谱和X-ray单晶衍射对其结构进行了表征。结构分析表明,1属三斜晶系,P1空间群,晶胞参数为a=0.8956(3)nm,b=1.3267(4)nm,c=1.4918(4)nm,α=94.828(3)°,β=97.774(3)°,γ=105.280(3)°,V=1.6808(9)nm³。2属三斜晶系,P1空间群,晶胞参数为a=1.02189(19)nm,b=1.329(3)nm,c=1.3664(3)nm,α=81.564(2)°,β=79.508(2)°,γ=79.185(2)°,V=1.7853(7)nm³。在2个配合物中,六配位的铜离子都采取扭曲的八面体配位构型,分别来自三唑配体的4个氮原子和2个氯原子配位。1和2都由分子间氢键连接成一维链结构。与相应的配体相比,1和2的抑菌活性明显增强。