含二茂鐵基新型植物生長(zhǎng)調(diào)節(jié)劑的合成與生物活性研究
發(fā)布時(shí)間:2018-05-11 21:15
本文選題:二茂鐵 + 植物生長(zhǎng)調(diào)節(jié)劑; 參考:《西北大學(xué)》2011年碩士論文
【摘要】:植物生長(zhǎng)調(diào)節(jié)劑作為農(nóng)藥的一個(gè)重要組成部分,在調(diào)節(jié)植物生長(zhǎng)、增加糧食產(chǎn)量方面發(fā)揮著巨大的作用。隨著人口、耕地與環(huán)境日益增加的矛盾,傳統(tǒng)的農(nóng)藥暴露出越來越多的缺點(diǎn),形勢(shì)要求必須不斷地研發(fā)對(duì)環(huán)境友好的超高效、安全、新穎的綠色農(nóng)藥以迎接挑戰(zhàn)。 ;螂孱惢衔镆云錃⒕、殺蟲、除草和調(diào)節(jié)植物生長(zhǎng)調(diào)節(jié)等活性引起了農(nóng)藥界的關(guān)注,被譽(yù)為“21世紀(jì)的農(nóng)藥”,一度成為農(nóng)藥研究的熱點(diǎn)。本文通過文獻(xiàn)檢索,對(duì)植物生長(zhǎng)調(diào)節(jié)劑的發(fā)展、應(yīng)用、;螂孱惢衔锏纳锘钚耘c合成方法以及二茂鐵類化合物的生物活性做了比較全面的綜述。根據(jù)生物等排原理及亞結(jié)構(gòu)連接法,我們以;螂孱惢衔餅橄葘(dǎo)化合物,進(jìn)行分子設(shè)計(jì)、優(yōu)化結(jié)構(gòu),引入具有生物活性的二茂鐵基團(tuán),利用異硫氰酸酯和芳胺在無水非質(zhì)子性溶劑中反應(yīng)得到目標(biāo)產(chǎn)物。設(shè)計(jì)合成出兩個(gè)系列共18種新的;螂孱惢衔。它們的結(jié)構(gòu)經(jīng)IR、1HNMR以及元素分析確認(rèn)。另外,我們對(duì)目標(biāo)化合物的合成條件、理化性質(zhì)、波譜特點(diǎn)進(jìn)行了系統(tǒng)的分析和探討,同時(shí)對(duì)化合物Ⅱ3進(jìn)行了X-射線單晶衍射,進(jìn)一步表明;螂孱惢衔镏行纬闪肆h(huán)的分子內(nèi)氫鍵。 設(shè)計(jì)合成的化合物結(jié)構(gòu)如下: 系列ⅠN-二茂鐵甲酰基-N'-芳基雙(單)硫脲類衍生物 系列ⅡN-芳甲;(芳氧乙;)-N'-二茂鐵基硫脲類衍生物Ⅱ1-Ⅱ6 -C6H5 2-FC6H4- 4-FC6H4- 2-ClC6H4- 4-CH3C6H4- 2-OCH3C6H4-Ar=Ⅱ7-Ⅱ9 C6H5OCH2- 4-CH3C6H40CH2- 4-OCH3C6H40CH2- 考慮到二茂鐵衍生物的低毒性,我們?cè)O(shè)想將酰基硫脲類衍生物中的芳香環(huán)全部用二茂鐵代替,進(jìn)而增加化合物中鐵含量,以期具有良好的活性。設(shè)計(jì)分子結(jié)構(gòu)如下: 本論文中將其編號(hào)為Ⅱ10。 此外,采用蘿卜子葉擴(kuò)張法和小麥芽鞘切斷試法對(duì)所合成的硫脲類化合物進(jìn)行初步的植物生長(zhǎng)調(diào)節(jié)活性測(cè)試,結(jié)果表明,所有化合物均表現(xiàn)出一定的生物活性。其中化合物Ⅰ5、Ⅰ6、Ⅰ7、Ⅰ8、Ⅱ2、Ⅱ8均表現(xiàn)出較高的生長(zhǎng)素活性,部分化合物的活性略高于吲哚乙酸;衔铫7、Ⅱ10的細(xì)胞分裂素活性接近激動(dòng)素。我們所合成的不含苯環(huán)的;螂孱惢衔铫10在高濃度時(shí)表現(xiàn)出較強(qiáng)的細(xì)胞分裂素活性,同時(shí)也具備一定生長(zhǎng)素活性。
[Abstract]:As an important component of pesticides, plant growth regulators play an important role in regulating plant growth and increasing grain yield. With the increasing contradiction between population, cultivated land and environment, the traditional pesticides are exposed to more and more shortcomings. The situation requires the development of environmentally friendly super efficient, safe and novel green pesticides to meet the challenge. Acyl thiourea compounds have attracted the attention of the pesticide field because of their activities of sterilization, insecticidal, herbicidal and plant growth regulation, and have been praised as "pesticides in the 21st century", and have been the focus of pesticide research for a long time. In this paper, the development and application of plant growth regulators, the biological activities and synthesis methods of acyl thiourea compounds and the biological activities of ferrocene compounds are reviewed. On the basis of the principle of biological iso-arrangement and the method of substructure joining, we used acyl thioureas as lead compounds to design molecules, optimize the structure, and introduce ferrocene groups with biological activity. The target product was obtained by the reaction of isothiocyanates and aromatic amines in anhydrous anprotonic solvents. Two series of 18 new acyl thiourea compounds were designed and synthesized. Their structures were confirmed by IR 1H NMR and elemental analysis. In addition, the synthetic conditions, physicochemical properties and spectral characteristics of the target compound were systematically analyzed and discussed. Meanwhile, the X-ray single crystal diffraction of compound 鈪,
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