4,8-二羥基-1-四氫萘酮手性拆分及其對映異構(gòu)體的生物活性檢測
發(fā)布時間:2018-05-09 20:51
本文選題:4 + 8-二羥基-1-四氫萘酮 ; 參考:《新疆農(nóng)業(yè)大學(xué)》2016年碩士論文
【摘要】:外消旋體4,8-二羥基-1-四氫萘酮(4,8-DHT,Rac)作為一種新型的生物活性物質(zhì),已有研究證明其具有開發(fā)成為除草劑的潛能,然而對其單一對映異構(gòu)體的除草生物活性尚不清楚。本研究通過實驗分析了對4,8-DHT進行手性拆分的分析型高效液相色譜條件和對其對映異構(gòu)體進行制備的制備型高效液相色譜條件,在此基礎(chǔ)上基于“單一對映異構(gòu)體同樣具有除草生物活性假設(shè)”,進一步采用生物檢測方法分析了4,8-DHT及其對映異構(gòu)體regiolone(R)和isosclerone(S)對反枝莧(Amaranthus retroflexus)、牛筋草(Eleusine indica)、百喜草(Paspalum natatu)、香附子(Cyperus rotundus)和匍匐剪股穎(Agrostis stolonifera)5種雜草種子萌發(fā)和幼苗生長的表觀生物學(xué)特性及幼苗生長過程中抗氧化酶活性和丙二醛(MDA)含量的影響,驗證了“單一對映異構(gòu)體同樣具有除草生物活性假設(shè)”。主要研究結(jié)果如下:Rac手性拆分的高效液相色譜條件為:Chiral OD-H(250 mm×4.6 mm,5μm)手性色譜柱;正己烷∶異丙醇∶AcA(95∶5∶0.1,v/v)流動相;0.8 mL?min-1流速;檢測波長為330 nm;20℃柱溫。Rac手性分離的制備高效色譜分離條件為:Chiral OD-H(250 mm×20 mm,5μm)手性色譜柱;正己烷∶異丙醇(90∶10,v/v)流動相;流速為12 mL?min-1;檢測波長為330 nm;20℃柱溫。五種雜草種子萌發(fā)和幼苗生長的表觀生物學(xué)特征(發(fā)芽率、胚根長、胚芽長、鮮重)、抗氧化酶(SOD、CAT、APX)活性以及MDA含量與Rac、R和S的結(jié)構(gòu)和濃度有關(guān)。隨著濃度的升高,Rac、R和S對五種雜草種子的發(fā)芽率和幼苗生長過程中的胚根長、胚芽長、鮮重的抑制率均呈增加的趨勢,且S的抑制作用強于Rac和R;Rac、R和S對五種雜草幼苗生長過程中SOD、CAT、APX活性的影響與其濃度有關(guān),在低于一定濃度時,三種抗氧化酶活性隨著Rac、R和S濃度的增加而增加,其中,S對抗氧化酶的促進作用強于Rac和R;超過一定濃度后,三種抗氧化酶活性隨著Rac、R和S濃度的增加而呈降低趨勢,且S對抗氧化酶活性的抑制作用強于Rac和R;而MDA含量隨著Rac、R和S濃度的增加而降低,其中,S的MDA含量低于Rac和R;超過一定濃度后,MDA含量隨著Rac、R和S濃度的增加而呈增加趨勢,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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