4,8-二羟基-1-四氢萘酮手性拆分及其对映异构体的生物活性检测

发布时间：2018-05-09 20:51

  本文选题：4 + 8-二羟基-1-四氢萘酮　； 参考：《新疆农业大学》2016年硕士论文

【摘要】：外消旋体4,8-二羟基-1-四氢萘酮(4,8-DHT,Rac)作为一种新型的生物活性物质,已有研究证明其具有开发成为除草剂的潜能,然而对其单一对映异构体的除草生物活性尚不清楚。本研究通过实验分析了对4,8-DHT进行手性拆分的分析型高效液相色谱条件和对其对映异构体进行制备的制备型高效液相色谱条件,在此基础上基于“单一对映异构体同样具有除草生物活性假设”,进一步采用生物检测方法分析了4,8-DHT及其对映异构体regiolone(R)和isosclerone(S)对反枝苋(Amaranthus retroflexus)、牛筋草(Eleusine indica)、百喜草(Paspalum natatu)、香附子(Cyperus rotundus)和匍匐剪股颖(Agrostis stolonifera)5种杂草种子萌发和幼苗生长的表观生物学特性及幼苗生长过程中抗氧化酶活性和丙二醛(MDA)含量的影响,验证了“单一对映异构体同样具有除草生物活性假设”。主要研究结果如下:Rac手性拆分的高效液相色谱条件为:Chiral OD-H(250 mm×4.6 mm,5μm)手性色谱柱;正己烷∶异丙醇∶AcA(95∶5∶0.1,v/v)流动相;0.8 mL?min-1流速;检测波长为330 nm;20℃柱温。Rac手性分离的制备高效色谱分离条件为:Chiral OD-H(250 mm×20 mm,5μm)手性色谱柱;正己烷∶异丙醇(90∶10,v/v)流动相;流速为12 mL?min-1;检测波长为330 nm;20℃柱温。五种杂草种子萌发和幼苗生长的表观生物学特征(发芽率、胚根长、胚芽长、鲜重)、抗氧化酶(SOD、CAT、APX)活性以及MDA含量与Rac、R和S的结构和浓度有关。随着浓度的升高,Rac、R和S对五种杂草种子的发芽率和幼苗生长过程中的胚根长、胚芽长、鲜重的抑制率均呈增加的趋势,且S的抑制作用强于Rac和R;Rac、R和S对五种杂草幼苗生长过程中SOD、CAT、APX活性的影响与其浓度有关,在低于一定浓度时,三种抗氧化酶活性随着Rac、R和S浓度的增加而增加,其中,S对抗氧化酶的促进作用强于Rac和R;超过一定浓度后,三种抗氧化酶活性随着Rac、R和S浓度的增加而呈降低趋势,且S对抗氧化酶活性的抑制作用强于Rac和R;而MDA含量随着Rac、R和S浓度的增加而降低,其中,S的MDA含量低于Rac和R;超过一定浓度后,MDA含量随着Rac、R和S浓度的增加而呈增加趋势,且S的MDA含量低于Rac和R。
[Abstract]:As a new bioactive substance, the racem-4o 8-dihydroxy -1-tetrahydronaphthone) has been proved to have the potential to be a herbicide, but the herbicide bioactivity of its single enantiomer is not clear. In this study, the analytical high performance liquid chromatography (HPLC) conditions for chiral resolution of 4H 8 DHT and the conditions for preparation of enantiomers were studied. Based on the assumption that a single enantiomer also has herbicidal activity, The seed germination and seedling growth of Amaranthus retroflexusus, Eleusine indica, Paspalum natatuus, Cyperus tunrodusus and Agrostis stolonifera)5 were further analyzed by bioassay method. The effects of the activity of antioxidant enzymes and the content of malondialdehyde (MDA) on the activity of antioxidant enzymes during seedling growth. The hypothesis of herbicide bioactivity of a single enantiomer was verified. The main results were as follows: 1. The chiral separation was performed on a 1: Chiral OD-H(250 mm 脳 4. 6 mm ~ 5 渭 m) chiral column, n-hexane: isopropanol 95: 5: 5: 0. 1 v / v) flow rate was 0. 8 mL?min-1. The preparation and separation conditions of chiral separation at 330nm ~ (20 鈩，

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