林产化学与工业
林產化學與工業
림산화학여공업
CHEMISTRY AND INDUSTRY OF FOREST PRODUCTS
2014年
3期
73-81
,共9页
蔺志铎%段文贵%林桂汕%廖静妮%赖刚%殷宪龙%雷福厚
藺誌鐸%段文貴%林桂汕%廖靜妮%賴剛%慇憲龍%雷福厚
린지탁%단문귀%림계산%료정니%뢰강%은헌룡%뢰복후
α-蒎烯%N-氨乙基萜品烯马来酰亚胺基磺酰胺%合成%抑菌活性
α-蒎烯%N-氨乙基萜品烯馬來酰亞胺基磺酰胺%閤成%抑菌活性
α-파희%N-안을기첩품희마래선아알기광선알%합성%억균활성
α-pinene%N-aminoethyl-terpinene-maleimide-based sulfamide%synthesis%fungicidal activities
以α-蒎烯(1)为原料,经 Wagner-Meerwein 重排得α-萜品烯(2),2与马来酸酐发生Diels-Alder 环加成反应得到α-萜品烯马来酸酐(3),3再与N-芳磺酰基乙二胺(4)反应,合成得到12个新型 N-氨乙基萜品烯马来酰亚胺基磺酰胺类化合物(5a ~5l)。采用 FT-IR、1H NMR、13C NMR、ESI-MS和元素分析等多种手段对目标产物作了分析表征。初步的生物活性测试表明,目标化合物具有一定的抑菌活性,其中化合物5c(R=3-CH3)在质量浓度为50 mg/L时对花生褐斑病菌、番茄早疫病菌、苹果轮纹病菌和小麦赤霉病菌的抑制率分别达68.8%、68.3%、62.3%和53.8%。
以α-蒎烯(1)為原料,經 Wagner-Meerwein 重排得α-萜品烯(2),2與馬來痠酐髮生Diels-Alder 環加成反應得到α-萜品烯馬來痠酐(3),3再與N-芳磺酰基乙二胺(4)反應,閤成得到12箇新型 N-氨乙基萜品烯馬來酰亞胺基磺酰胺類化閤物(5a ~5l)。採用 FT-IR、1H NMR、13C NMR、ESI-MS和元素分析等多種手段對目標產物作瞭分析錶徵。初步的生物活性測試錶明,目標化閤物具有一定的抑菌活性,其中化閤物5c(R=3-CH3)在質量濃度為50 mg/L時對花生褐斑病菌、番茄早疫病菌、蘋果輪紋病菌和小麥赤黴病菌的抑製率分彆達68.8%、68.3%、62.3%和53.8%。
이α-파희(1)위원료,경 Wagner-Meerwein 중배득α-첩품희(2),2여마래산항발생Diels-Alder 배가성반응득도α-첩품희마래산항(3),3재여N-방광선기을이알(4)반응,합성득도12개신형 N-안을기첩품희마래선아알기광선알류화합물(5a ~5l)。채용 FT-IR、1H NMR、13C NMR、ESI-MS화원소분석등다충수단대목표산물작료분석표정。초보적생물활성측시표명,목표화합물구유일정적억균활성,기중화합물5c(R=3-CH3)재질량농도위50 mg/L시대화생갈반병균、번가조역병균、평과륜문병균화소맥적매병균적억제솔분별체68.8%、68.3%、62.3%화53.8%。
α-Pinene ( 1 ) was converted into α-terpinene ( 2 ) by Wagner-Meerwein rearrangement, followed by Diels-Alder cycloaddtion reaction of 2 with maleic anhydride to obtain α-terpinene-maleic anhydride adduct ( 3 ) . Then, twelve novel N-aminoethyl-terpinene-maleimide-based sulfamide compounds(5a -5l) were synthesized by the reaction of compound 3 with N-aryl sulfonyl ethylenediamine(4). The target compounds were characterized by means of FT-IR, 1H NMR, 13C NMR, ESI-MS, and elemental analysis. The preliminary bioassay showed that the title compounds exhibited a certain fungicidal activities. Among then, compound 5c(R=3-CH3) had inhibition rates of 68. 8%, 68. 3%, 62. 3% and 53. 8% against Cercospora rachidicola, Alternaria solani, Physalospora piricola and Gibberella zeae at the concentration of 50 mg/L, respectively.