α-{[4-(取代苯基亚甲基)亚氨基]苯氧基}丙酸乙酯的合成及植物生长调节活性  

Synthesis and Plant Growth-Regulating Activity of Ethylα-[4-(disubstituedbenzylidene)iminophenoxy]propionate

作　　者：刘国华[1] 余焓[1] 姚美[1] 方海斌[1] 

机构地区：[1]上海师范大学生命与环境科学学院化学系,上海200234

出　　处：《应用化学》2007年第2期152-156,共5页Chinese Journal of Applied Chemistry

基　　金：上海市教育委员会科学研究项目(05D215);上海市科学与技术委员会科学研究项目资助(05JC14074);上海市重点学科建设项目资助项目(T0402)

摘　　要：通过4-氨基苯氧丙酸乙酯与相应的取代芳香醛类化合物进行缩合反应得到了11个未见报道的α-{[4-（取代苯基亚甲基）亚氨基]苯氧基}丙酸乙酯类目标化合物，用UV、IR、^1HNMR和元素分析测试技术对其进行了表征。探讨了芳环上取代基对反应收率的影响，结果发现具有吸电子取代基的对硝基苯甲醛给出93％的最高反应产率；而有供电子取代基的对甲基苯甲醛给出54％的最低反应产率。初步生物活性测试证明，此类席夫碱化合物具有一定的植物生长调节活性：化合物6b和6f具有52％和55％的促黄瓜子叶生根活性，化合物6j具有75％的黄瓜子叶生根抑制活性；化合物6h具有53％的生长素活性；化合物6b具有51％的细胞分裂素活性。Eleven ethyl α-[ 4-（substituedbenzylidene） iminophenoxy ] propionates were synthesized through coupling of aromatic aldehydes with ethyl α- （4-aminophenoxyl） propionate. All compounds were characterized by means of ^1H NMR, UV, IR and elemental analysis. The effects of substituents of aromatic aldehyde on reaction yields were studied. The results showed that the coupling reaction using 4-nitro-benzaldehyde with electron-withdrawing subtituents gave the highest yield in 93% , while the lowest reaction yield of 54% was obtained using 4-methylbenzaldehye, which has electron-donating substituents. The preliminary biological tests show that most of the compounds possess plant growth Among those compounds, 6b and 6f show the root gro -regulating activities at a low concentration （10 ppm）. wth-regulating activities of 52% and 55% for Cucumis Sativa L. , respectively; while compound 6j gives a inhibitory activity of 75% for root of Cucumis Sativa L.. Compound 6b also gives a cell-growing activity of 51% for Triticum aestivum L. and compound 6h gives a stalk growth-regulating activity of 53% for Cucumis Sativa L..

关 键 词：席夫碱 苯氧丙酸酯 合成 植物生长调节活性 

分 类 号：O625.6[理学—有机化学]