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阿维菌素B2a肟酰基类衍生物及其在农药上的应用

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专利汇可以提供阿维菌素B2a肟酰基类衍生物及其在农药上的应用专利检索,专利查询,专利分析的服务。并且本 发明 涉及阿维菌素B2a肟酰基类衍 生物 ,结构通式为(I)。以阿维菌素B2a为原料,使用羟基保护基 试剂 5位和4″位羟基,经过 氧 化反应、肟化反应、取代反应和脱保护,合成得到阿维菌素B2a肟酰基类化合物,对该类化合物进行杀虫、杀螨、杀 线虫 活性测试,其生物活性测试结果显示该类化合物具有良好的杀虫、杀螨、杀线虫活性,是一类结构新颖、未见文献报道、应用前景广阔的 杀虫剂 、 杀螨剂 和 杀线虫剂 。,下面是阿维菌素B2a肟酰基类衍生物及其在农药上的应用专利的具体信息内容。

1.一种阿维菌素B2a肟酰基类衍生物,其特征在于其结构通式为(I)。
其中:R1代表甲基、乙基、丙基、叔丁基、金刚烷基、环己基、环丙基、1-乙基丙基、α-噻吩基、α-呋喃基、β-吡啶基、1,3,3-三甲基丁基、苯基、二苯基甲基、或 R2代表2-F、
3-F、4-F、3-Cl、4-Cl、2-Br、3-Br、4-Br、4-I、2-CH3、2-CF3、3-CF3、4-CF3、3-CH3、4-CH3、4-C(CH3)3、2-邻乙基、1-F-6-F。
2.权利要求1所述的阿维菌素B2a肟酰基类衍生物及其可以接受的盐在农业上用作杀虫剂
3.权利要求1所述的阿维菌素B2a肟酰基类衍生物及其可以接受的盐在农业上用作杀螨剂
4.权利要求1所述的阿维菌素B2a肟酰基类衍生物及其可以接受的盐在农业上用作线虫剂。
5.权利要求1所述的阿维菌素B2a肟酰基类衍生物及其可以接受的盐与其他成分混合作为农药复合物用作杀虫剂、杀螨剂和杀线虫剂

说明书全文

阿维菌素B2a肟酰基类衍生物及其在农药上的应用

技术领域

[0001] 本发明涉及阿维菌素B2a肟酰基类衍生物的合成方法及应用,特别是阿维菌素B2a肟酰基类衍生物在杀虫、杀螨、杀线虫方面的用途。

背景技术

[0002] 天然存在的阿维菌素(Avermectin,简称AVM)属于大环内酯类化合物,由土壤中的放线菌——链霉菌(Streptomyces avermitilis)代谢产生,共包含4对同系物,每对同系物包含a、b两种化合物,共8种化合物。其作用机理在药物低浓度时,和谷控Cl-通道有关。当AVM进入虫体后,选择性的进行反应,通过改变谷氨酸门控Cl-通道的开放状态,使大-量Cl内流,膜电位超极化,导致神经传导受阻,从而使昆虫死亡。随着阿维菌素类药物进入虫体内浓度的增加,谷氨酸门控的Cl-通道数量不足,开始作用于GABA门控的Cl-通道,AVM作为GABA的激动剂,可以促使神经末梢释放大量的GABA,并且进一步促进GABA和刺激神经元细胞与效应器细胞结合,产生更高强度的抑制效果,虫体最终麻痹死亡。
[0003] 在AVM工业生产过程中,伴随产生20%-30%的废渣,将其溶解在甲苯或二甲苯中得到阿维菌素油膏。阿维菌素油膏是AVM生产中产生的废渣,含有很多未知杂质,却作为阿维菌素原药应用在制剂中。2012年6月,中国农药工业协会颁布《阿维菌素原药2012年第一季度市场情况分析及油膏禁用情况》,文件《农药产品生产许可证实施细则》中,明确说明了AVM乳油的生产标准是AVM乳油(GB19337-2003),而该标准中表明在AVM EC中使用的是阿维菌素精粉,而不是阿维菌素油膏。油膏禁用令颁布以来,阿维菌素油膏成为限制阿维菌素行业发展的重要问题。
[0004] 阿维菌素油膏的主要成分是阿维菌素B2a(AVM B2a)。河北蓝泰化工科技有限公司发现甲氨基阿维菌素B2盐对已经产生甲维盐抗性的害虫仍具有高效的活性(专利申请号107344954);河北威远生物化工有限公司发现以AVM B2为原料合成的系列4″-腙基取代的阿维菌素B2衍生物和甲维盐相比,对蚜虫、螨虫、线虫具有更高的杀虫、杀螨活性(专利申请号108840894)。因此参考借鉴AVM B1的结构改造规律,对AVM B2a进行化学结构修饰,具有极高的研究价值。

发明内容

[0005] 本发明的目的是提供了32种阿维菌素B2a肟酰基类衍生物的合成方法以及在杀虫、杀螨、杀线虫方面的用途。以阿维菌素B2a为原料,通过保护、化反应、肟化反应、取代反应和脱保护5步反应,合成得到32个阿维菌素B2a肟酰基类化合物,并且对该类化合物进行杀虫、杀螨、杀线虫活性测试,其生物活性测试结果显示该类化合物具有良好的杀虫、杀螨、杀线虫活性,是一类结构新颖、未见文献报道、应用前景广阔的杀虫剂杀螨剂杀线虫剂
[0006] 本发明提供阿维菌素B2a肟酰基类化合物的结构通式为(I)。
[0007]
[0008] 其中:R1代表甲基、乙基、丙基、叔丁基、金刚烷基、环己基、环丙基、1-乙基丙基、α-噻吩基、α-呋喃基、β-吡啶基、1,3,3-三甲基丁基、苯基、二苯基甲基、或 R2代表2-F、3-F、4-F、3-Cl、4-Cl、2-Br、3-Br、4-Br、4-I、2-CH3、2-CF3、3-CF3、4-CF3、3-CH3、4-CH3、4-C(CH3)3、2-邻氧乙基、1-F-6-F。
[0009] 本发明设计的化合物的制备方法是先使用羟基保护基试剂保护阿维菌素B2a的5位和4″位羟基,通过氧化反应、肟化反应、取代反应和脱保护,合成得到阿维菌素B2a肟酰基类化合物。
[0010] 本发明涉及的化合物及其可以接受的盐在农业上用作杀虫剂、杀螨剂和杀线虫剂。
[0011] 本发明涉及的化合物及其在农业上可以接受的盐还可以作为有效成分与其他成分混合作为农药复合物,用作杀虫剂、杀螨剂和杀线虫剂。
[0012] 本发明提供了阿维菌素B2a肟酰基类化合物,并且对该类化合物进行杀虫、杀螨、杀线虫活性测试,其生物活性测试结果显示该类化合物具有良好的杀虫、杀螨、杀线虫活性,是一类结构新颖、未见文献报道、应用前景广阔的杀虫剂、杀螨剂和杀线虫剂。具体实施方案:
[0013] 实施例1:
[0014]
[0015] 取16.8mmol AVM B2a和120mL二氯甲烷于四口圆底烧瓶,降温至0℃,将27.0mmol氯甲酸烯丙酯和34.0mmol四甲基乙二胺溶于5mL二氯甲烷,并缓慢滴加到反应体系中,0℃温度下反应完全后,再缓慢滴加39.0mmol TMEDA的二氯甲烷稀释液,控温反应2h,反应完全后,加入50mL饱和酸氢钠溶液,再用3×20mL二氯甲烷萃取,收集二氯甲烷层,有机相用无硫酸镁干燥后,减压浓缩,胶色谱柱纯化得到14.80g白色晶体状固体2,质谱分析结果TOF-MS:1081.320[M+Na]+,熔点107-116℃,产率83%。
[0016] 核磁共振氢谱:1H NMR(CDCl3,δ/ppm,400MHz):5.83-5.93(m,2H,-CH2-CH=CH2),5.77(dd,J=14.8,12.4Hz,1H,-C=CH-C=C),5.65(dd,J=16.0,12.0Hz,1H,-CH-CH=C-C=C-),5.50(dd,J=14.4,9.6Hz,1H,-C=CH-C=C),5.30-5.32(m,4H,-CH=CH2),5.30(d,J=2.8Hz,1H,-C=C-CH-OH),5.20(dd,J=12.0,9.2Hz,1H,-C=CH-CH2-),4.90(d,J=
4.4Hz,1H,-CH-CH-O-),4.70(d,J=4.0Hz,1H,-CH=C-),4.61(s,2H,-CH2-),4.60-4.63(m,
1H,-CH-O-C=O-),4.59(s,2H,-CH2-),4.56(t,J=3.2Hz,2H,-O-CH-CH2-),4.40(d,J=
16.0Hz,1H,-CH-),4.04(d,J=12.0Hz,1H,-CH-),3.88(s,1H,-OH),3.80-3.85(m,1H,CH3-CH-),3.70(dd,J=9.2,6.4Hz,1H,-CH-CH-),3.59-3.61(m,1H,-(CH2)2-CH-OH),3.54-3.57(m,1H,CH3-CH-),3.54-3.55(m,1H,CH3-CH-O-),3.47-3.54(m,1H,-CH-CH-CH2-),3.37(dd,J=14.4,9.6Hz,1H,-CH-CH-CH-),3.36(s,3H,-O-CH3),3.32(s,3H,-O-CH3),3.30-3.31(m,
1H,-CH-CH-CH2-),3.30(d,J=8.0Hz,1H,-C-CH-CH-),3.29(d,J=14.4Hz,1H,-C=O-CH-CH=C-),3.16(dd,J=14.8,8.8Hz,1H,-CH-CH-CH-),2.46(d,J=3.6Hz,1H,-CH-CH-),2.16-
2.23(m,2H,-C=CH-CH2-CH-),1.90-2.23(m,2H,-CH-CH2-),1.75-2.15(m,4H,-CH-CH2-CH-),1.75-1.93(m,2H,-CH-CH2-CH-),1.68-1.72(m,1H,-CH-CH3),1.61-1.62(m,2H,-CH2-CH-OH),1.49-1.52(m,1H,CH3-CH-CH-),1.47-1.49(m,2H,-CH-CH2-CH3),1.19-1.34(m,6H,-CH3),0.88-1.19(m,12H,-CH3),0.76-0.85(m,6H,-CH3).
[0017] 取9.5mmol中间体2和50mL二氯甲烷于四口圆底烧瓶,氮气保护下,加入19.1mmol戴斯氧化剂,反应完成后,用50mL混合液(饱和NaHCO3溶液:饱和NaS2O2溶液体积比为1∶2)终止反应,再用二氯甲烷萃取、分液,有机相用无水硫酸镁干燥,减压浓缩,硅胶色谱柱纯化得到7.62g淡黄色固体3,质谱分析结果TOF-MS:1079.286[M+Na]+,熔点102-110℃,产率
76%。
[0018] 核磁共振氢谱:1H NMR(CDCl3,δ/ppm,400MHz):5.85-5.91(m,2H,-CH2-CH=CH2),5.75(dd,J=14.8,12.4Hz,1H,-C=CH-C=C),5.66(dd,J=16.0,12.0Hz,1H,-CH-CH=C-C=C-),5.50(dd,J=14.4,9.6Hz,1H,-C=CH-C=C),5.29-5.33(m,4H,-CH=CH2),5.22(d,J=2.8Hz,1H,-C=C-CH-OH),5.19(dd,J=12.0,9.2Hz,1H,-C=CH-CH2-),4.85(d,J=
4.4Hz,1H,-CH-CH-O-),4.68(d,J=4.0Hz,1H,-CH=C-),4.60-4.63(m,3H),4.59(s,2H,-CH2-),4.56(t,J=3.2Hz,2H,-O-CH-CH2-),4.40(d,J=16.0Hz,1H,-CH-),4.05(d,J=
12.0Hz,1H,-CH-),3.86(s,1H,-OH),3.73-3.84(m,2H),3.44-3.57(m,5H),3.36(s,3H,-O-CH3),3.32(s,3H,-O-CH3),3.29-3.31(m,3H),3.15(dd,J=14.8,8.8Hz,1H,-CH-CH-CH-),
2.45(d,J=3.6Hz,1H,-CH-CH-),2.13-2.41(m,7H),1.18-1.75(m,14H),0.92-1.18(m,
12H,-CH3),0.90-0.92(m,6H,-CH3).
[0019] 取22.8mmol中间体3于三口圆底烧瓶中,用400mL无水乙醇溶解,水降温至0℃,加入30mL吡啶和69.5mmol盐酸羟胺,反应完全后,用摩尔浓度为3mol/L的HCl调pH至酸性,析出白色固体,减压抽滤得到粗产物,自然晾干后用硅胶色谱柱纯化得到18.3g白色中间体4a,质谱分析结果TOF-MS:1094.520[M+Na]+,熔点108-112℃,产率76%。
[0020] 核磁共振氢谱:1H NMR(DMSO-d6δ/ppm,400MHz):10.46(s,1H,-OH),5.88-5.98(m,2H,-CH2-CH=CH2),5.78(dd,J=14.8,12.4Hz,1H,-C=CH-C=C),5.66(dd,J=16.0,
12.0Hz,1H,-CH-CH=C-C=C-),5.54(dd,J=14.4,9.6Hz,1H,-C=CH-C=C),5.30-5.36(m,
4H,-CH=CH2),5.27(d,J=2.8Hz,1H,-C=C-CH-OH),5.24(dd,J=12.0,9.2Hz,1H,-C=CH-CH2-),4.80(d,J=4.4Hz,1H,-CH-CH-O-),4.71(d,J=4.0Hz,1H,-CH=C-),4.62-4.63(m,
3H),4.57(s,2H,-CH2-),4.47(t,J=3.2Hz,2H,-O-CH-CH2-),4.29(d,J=16.0Hz,lH,-CH-),
3.89(d,J=12.0Hz,1H,-CH-),3.78(s,1H,-OH),3.56-3.76(m,2H),3.33-3.56(m,5H),3.31(s,3H,-O-CH3),3.26(s,3H,-O-CH3),3.16-3.19(m,3H),3.14(dd,J=14.8,8.8Hz,1H,-CH-CH-CH-),2.46(d,J=3.6Hz,1H,-CH-CH-),1.80-2.50(m,7H),1.24-1.70(m,14H),0.95-
1.18(m,12H,-CH3),0.89-0.94(m,6H,-CH3).
[0021] 取1.7mmol中间体4a和20mL二氯甲烷于三口瓶,加10.3mmol对氟苯甲酰氯和TMEDA共3.9mmol,室温下反应,反应完全后,加入10mL饱和NaHCO3溶液淬灭反应,再用3×10mL二氯甲烷萃取,有机相用无水MgSO4干燥后,减压浓缩,硅胶柱色谱纯化得到0.88g黄色中间体5a,质谱分析结果TOF-MS:1216.789[M+Na]+,熔点102-111℃,产率43%。
[0022] 核磁共振氢谱:1H NMR(CDCl3,δ/ppm,400MHz):8.14-8.20(m,2H),7.22-7.38(m,2H),6.00-6.05(m,2H,-CH2-CH=CH2),5.94(dd,J=14.8,12.4Hz,lH,-C=CH-C=C),5.82(dd,J=16.0,12.0Hz,1H,-CH-CH=C-C=C-),5.69(dd,J=14.4,9.6Hz,1H,-C=CH-C=C),
5.44-5.51(m,4H,-CH=CH2),5.38(d,J=2.8Hz,1H,-C=C-CH-OH),5.35(dd,J=12.0,
9.2Hz,1H,-C=CH-CH2-),5.03(d,J=4.4Hz,1H,-CH-CH-O-),4.85(d,J=4.0Hz,1H,-CH=C-),4.76-4.77(m,3H),4.75(s,2H,-CH2-),4.72(t,J=3.2Hz,2H,-O-CH-CH2-),4.56(d,J=
16.0Hz,1H,-CH-),4.22(d,J=12.0Hz,1H,-CH-),4.02(s,1H,-OH),3.90-4.01(m,2H),
3.52-3.74(m,5H),3.51(s,3H,-O-CH3),3.48(s,3H,-O-CH3),3.32-3.41(m,3H),3.06(dd,J=14.8,8.8Hz,1H,-CH-CH-CH-),2.60(d,J=3.6Hz,1H,-CH-CH-),2.27-2.45(m,7H),1.37-
1.91(m,14H),1.09-1.34(m,12H,-CH3),0.99-1.08(m,6H,-CH3).
[0023] 取0.9mmol中间体5a于50mL单口瓶,用20mL的醋酸异丙酯和乙醇的混合溶液(体积比为7∶3)溶解,加入0.02mmol四(三苯基膦)钯,然后缓慢加入NaBH4共4.0mmol,室温下反应6h,TLC监测至原料点消失后,加入10mL饱和NaHCO3溶液淬灭反应,用3×10mL二氯甲烷萃取有机物,有机相用无水MgSO4干燥,减压浓缩,硅胶柱色谱纯化得到1.13g淡黄色的目标化合物6a,高分辨质谱分析结果HRMS:1048.5044[M+Na]+,熔点134-143℃,产率58%。
[0024] 核磁共振氢谱:1H NMR(DMSO-d6,δ/ppm,400MHz):8.01-8.08(m,1H,Ph-H),7.60-7.66(m,1H,Ph-H),7.53-7.57(m,1H,Ph-H),7.33-7.41(m,1H,Ph-H),5.88(dd,J=14.8,
12.4Hz,1H,-C=CH-C=C),5.73(dd,J=16.0,12.0Hz,1H,-CH-CH=C-C=C-),5.60(dd,J=
14.4,9.6Hz,1H,-C=CH-C=C),5.33(s,1H,-OH),5.24(dd,J=12.0,9.2Hz,1H,-C=CH-CH2-),5.10(br,1H,-OH),5.04(d,J=4.0Hz,1H,-CH=C-),4.74-4.84(m,1H,-CH-O-C=O-),4.67(t,J=3.2Hz,2H,-O-CH-CH2-),4.58(d,J=16.0Hz,1H,-CH-),4.45(d,J=
12.0Hz,1H,-CH-),4.07(s,1H,-OH),4.00-4.04(m,1H,CH3-CH-),3.90(d,J=2.8Hz,1H,-C=C-CH-OH),3.75(dd,J=9.2,6.4Hz,1H,-CH-CH-),3.62(d,J=4.4Hz,1H,-CH-CH-O-),
3.54-3.57(m,1H,CH3-CH-),3.54-3.55(m,1H,CH3-CH-O-),3.47-3.54(m,1H,-CH-CH-CH2-),
3.37(dd,J=14.4,9.6Hz,1H,-CH-CH-CH-),3.32(s,3H,-O-CH3),3.30(s,3H,-O-CH3),3.23-
3.27(m,1H,-CH-CH-CH2-),3.17(d,J=8.0Hz,1H,-C-CH-CH-),3.08(d,J=14.4Hz,1H,-C=O-CH-CH=C-),2.89(dd,J=14.8,8.8Hz,1H,-CH-CH-CH-),2.63-2.67(m,1H,-CH-CH3),
2.50(d,J=3.6Hz,1H,-CH-CH-),2.33-2.61(m,2H,-CH2-C=N-),2.21-2.31(m,2H,-C=CH-CH2-CH-),1.84-2.20(m,2H,-CH-CH2-),1.71-2.17(m,4H,-CH-CH2-CH-),1.71-1.99(m,2H,-CH-CH2-CH-),1.60-1.65(m,1H,CH3-CH-CH-),1.50-1.53(m,2H,-CH-CH2-CH3),1.37-1.47(m,6H,-CH3),1.08-1.30(m,12H,-CH3),0.89-0.93(m,6H,-CH3).
[0025] 化合物6b~6f′按照与6a相似的方法合成,相关理化数据列于表1中。
[0026] 表1目标化合物6b~6f′的理化参数及质谱数据
[0027]
[0028]
[0029]
[0030] 核磁共振氢谱:
[0031] 化合物6b:1H NMR(DMSO-d6,δ/ppm,400MHz):8.01(d,J=12.0Hz,2H,Ph-H),7.65(d,J=4.0Hz,1H,Ph-H),7.62(d,J=4.0Hz,1H,Ph-H),5.88(dd,J=14.8,12.4Hz,1H,-C=CH-C=C),5.75(dd,J=16.0,12.0Hz,1H,-CH-CH=C-C=C-),5.62(dd,J=14.4,9.6Hz,1H,-C=CH-C=C),5.39(s,1H,-OH),5.24(dd,J=12.0,9.2Hz,1H,-C=CH-CH2-),5.08(br,
1H,-OH),5.04(d,J=4.0Hz,1H,-CH=C-),4.74-4.87(m,1H,-CH-O-C=O-),4.68(t,J=
3.2Hz,2H,-O-CH-CH2-),4.57(d,J=16.0Hz,1H,-CH-),4.47(d,J=12.0Hz,1H,-CH-),4.09(s,1H,-OH),4.01-4.06(m,1H,CH3-CH-),3.89(d,J=2.8Hz,1H,-C=C-CH-OH),3.75(dd,J=9.2,6.4Hz,1H,-CH-CH-),3.64(d,J=4.4Hz,1H,-CH-CH-O-),3.56-3.58(m,1H,CH3-CH-),3.53-3.56(m,1H,CH3-CH-O-),3.50-3.53(m,1H,-CH-CH-CH2-),3.38(dd,J=14.4,
9.6Hz,1H,-CH-CH-CH-),3.33(s,3H,-O-CH3),3.31(s,3H,-O-CH3),3.24-3.28(m,1H,-CH-CH-CH2-),3.13(d,J=8.0Hz,1H,-C-CH-CH-),3.08(d,J=14.4Hz,1H,-C=O-CH-CH=C-),
2.90(dd,J=14.8,8.8Hz,1H,-CH-CH-CH-),2.62-2.68(m,1H,-CH-CH3),2.51(d,J=3.6Hz,
1H,-CH-CH-),2.42-2.60(m,2H,-CH2-C=N-),2.21-2.38(m,2H,-C=CH-CH2-CH-),1.84-
2.15(m,2H,-CH-CH2-),1.72-2.18(m,4H,-CH-CH2-CH-),1.67-1.99(m,2H,-CH-CH2-CH-),
1.52-1.62(m,1H,CH3-CH-CH-),1.50-1.52(m,2H,-CH-CH2-CH3),1.33-1.44(m,6H,-CH3),
1.07-1.20(m,12H,-CH3),0.91-0.95(m,6H,-CH3).
[0032] 化合物6c:1H NMR(DMSO-d6,δ/ppm,400MHz):7.92(d,J=8.0Hz,2H,Ph-H),7.76(d,J=8.4Hz,2H,Ph-H),5.88(dd,J=14.8,12.4Hz,1H,-C=CH-C=C),5.75(dd,J=16.0,12.0Hz,1H,-CH-CH=C-C=C-),5.62(dd,J=14.4,9.6Hz,1H,-C=CH-C=C),5.37(s,1H,-OH),5.24(dd,J=12.0,9.2Hz,1H,-C=CH-CH2-),5.11(br,1H,-OH),5.04(d,J=4.0Hz,
1H,-CH=C-),4.74-4.86(m,1H,-CH-O-C=O-),4.67(t,J=3.2Hz,2H,-O-CH-CH2-),4.57(d,J=16.0Hz,1H,-CH-),4.47(d,J=12.0Hz,1H,-CH-),4.09(s,1H,-OH),3.90-4.04(m,
1H,CH3-CH-),3.89(d,J=2.8Hz,1H,-C=C-CH-OH),3.75(dd,J=9.2,6.4Hz,1H,-CH-CH-),
3.63(d,J=4.4Hz,1H,-CH-CH-O-),3.58-3.61(m,1H,CH3-CH-),3.54-3.56(m,1H,CH3-CH-O-),3.50-3.53(m,1H,-CH-CH-CH2-),3.36(dd,J=14.4,9.6Hz,1H,-CH-CH-CH-),3.33(s,
3H,-O-CH3),3.31(s,3H,-O-CH3),3.22-3.27(m,1H,-CH-CH-CH2-),3.13(d,J=8.0Hz,1H,-C-CH-CH-),3.08(d,J=14.4Hz,1H,-C=O-CH-CH=C-),2.90(dd,J=14.8,8.8Hz,1H,-CH-CH-CH-),2.61-2.68(m,1H,-CH-CH3),2.51(d,J=3.6Hz,1H,-CH-CH-),2.41-2.61(m,2H,-CH2-C=N-),2.21-2.38(m,2H,-C=CH-CH2-CH-),1.85-2.15(m,2H,-CH-CH2-),1.72-2.18(m,4H,-CH-CH2-CH-),1.67-2.15(m,2H,-CH-CH2-CH-),1.51-1.63(m,1H,CH3-CH-CH-),
1.48-1.50(m,2H,-CH-CH2-CH3),1.30-1.44(m,6H,-CH3),1.07-1.18(m,12H,-CH3),0.84-
0.96(m,6H,-CH3).
[0033] 化合物6d:1H NMR(DMSO-d6,δ/ppm,400MHz):8.20(d,J=16.0Hz,2H,Ph-H),7.93(d,J=8.0Hz,2H,Ph-H),5.88(dd,J=14.8,12.4Hz,1H,-C=CH-C=C),5.75(dd,J=16.0,12.0Hz,1H,-CH-CH=C-C=C-),5.61(dd,J=14.4,9.6Hz,1H,-C=CH-C=C),5.37(s,1H,-OH),5.24(dd,J=12.0,9.2Hz,1H,-C=CH-CH2-),5.08(br,1H,-OH),5.04(d,J=4.0Hz,
1H,-CH=C-),4.75-4.87(m,1H,-CH-O-C=O-),4.68(t,J=3.2Hz,2H,-O-CH-CH2-),4.56(d,J=16.0Hz,1H,-CH-),4.47(d,J=12.0Hz,1H,-CH-),4.08(s,1H,-OH),4.00-4.09(m,
1H,CH3-CH-),3.89(d,J=2.8Hz,1H,-C=C-CH-OH),3.75(dd,J=9.2,6.4Hz,1H,-CH-CH-),
3.61(d,J=4.4Hz,1H,-CH-CH-O-),3.58-3.60(m,1H,CH3-CH-),3.54-3.56(m,1H,CH3-CH-O-),3.51-3.54(m,1H,-CH-CH-CH2-),3.36(dd,J=14.4,9.6Hz,1H,-CH-CH-CH-),3.33(s,
3H,-O-CH3),3.31(s,3H,-O-CH3),3.24-3.28(m,1H,-CH-CH-CH2-),3.13(d,J=8.0Hz,1H,-C-CH-CH-),3.07(d,J=14.4Hz,1H,-C=O-CH-CH=C-),2.90(dd,J=14.8,8.8Hz,1H,-CH-CH-CH-),2.63-2.69(m,1H,-CH-CH3),2.51(d,J=3.6Hz,1H,-CH-CH-),2.45-2.62(m,2H,-CH2-C=N-),2.21-2.41(m,2H,-C=CH-CH2-CH-),1.85-2.15(m,2H,-CH-CH2-),1.72-2.18(m,4H,-CH-CH2-CH-),1.64-1.99(m,2H,-CH-CH2-CH-),1.52-1.61(m,1H,CH3-CH-CH-),
1.57-1.62(m,2H,-CH-CH2-CH3),1.33-1.43(m,6H,-CH3),1.08-1.18(m,12H,-CH3),0.85-
0.95(m,6H,-CH3).
[0034] 化合物6e:1H NMR(DMSO-d6,δ/ppm,400MHz):7.21(m,10H,Ph-H),5.90(dd,J=14.8,12.4Hz,1H,-C=CH-C=C),5.75(dd,J=16.0,12.0Hz,1H,-CH-CH=C-C=C-),5.62(dd,J=14.4,9.6Hz,1H,-C=CH-C=C),5.44(s,1H,-CH-2Ph),5.37(s,1H,-OH),5.25(dd,J=12.0,9.2Hz,1H,-C=CH-CH2-),5.11(br,1H,-OH),5.06(d,J=4.0Hz,1H,-CH=C-),
4.73-4.83(m,1H,-CH-O-C=O-),4.71(t,J=3.2Hz,2H,-O-CH-CH2-),4.58(d,J=16.0Hz,
1H,-CH-),4.47(d,J=12.0Hz,1H,-CH-),4.08(s,1H,-OH),4.00-4.04(m,1H,CH3-CH-),
3.91(d,J=2.8Hz,1H,-C=C-CH-OH),3.75(dd,J=9.2,6.4Hz,1H,-CH-CH-),3.62(d,J=
4.4Hz,1H,-CH-CH-O-),3.58-3.60(m,1H,CH3-CH-),3.54-3.56(m,1H,CH3-CH-O-),3.41-
3.44(m,1H,-CH-CH-CH2-),3.36(dd,J=14.4,9.6Hz,1H,-CH-CH-CH-),3.32(s,3H,-O-CH3),
3.30(s,3H,-O-CH3),3.20-3.27(m,1H,-CH-CH-CH2-),3.13(d,J=8.0Hz,1H,-C-CH-CH-),
3.08(d,J=14.4Hz,1H,-C=O-CH-CH=C-),2.91(dd,J=14.8,8.8Hz,1H,-CH-CH-CH-),
2.58-2.70(m,1H,-CH-CH3),2.51(d,J=3.6Hz,1H,-CH-CH-),2.33-2.53(m,2H,-CH2-C=N-),2.21-2.31(m,2H,-C=CH-CH2-CH-),1.84-2.15(m,2H,-CH-CH2-),1.72-2.17(m,4H,-CH-CH2-CH-),1.61-1.99(m,2H,-CH-CH2-CH-),1.54-1.63(m,1H,CH3-CH-CH-),1.52-1.54(m,2H,-CH-CH2-CH3),1.30-1.53(m,6H,-CH3),1.09-1.19(m,12H,-CH3),0.88-0.99(m,6H,-CH3).
[0035] 化合物6f:1H NMR(DMSO-d6,δ/ppm,400MHz):8.00(d,J=8.0Hz,2H,Ph-H),7.70(dd,J=12.0,9,6Hz,1H,Ph-H),7.57(dd,J=14.8,12.0Hz,2H,Ph-H),5.88(dd,J=14.8,12.4Hz,1H,-C=CH-C=C),5.76(dd,J=16.0,12.0Hz,1H,-CH-CH=C-C=C-),5.61(dd,J=
14.4,9.6Hz,1H,-C=CH-C=C),5.37(s,1H,-OH),5.25(dd,J=12.0,9.2Hz,1H,-C=CH-CH2-),5.10(br,1H,-OH),5.08(d,J=4.0Hz,1H,-CH=C-),4.75-4.86(m,1H,-CH-O-C=O-),4.69(t,J=3.2Hz,2H,-O-CH-CH2-),4.57(d,J=16.0Hz,1H,-CH-),4.46(d,J=
12.0Hz,1H,-CH-),4.08(s,1H,-OH),4.00-4.04(m,1H,CH3-CH-),3.88(d,J=2.8Hz,1H,-C=C-CH-OH),3.75(dd,J=9.2,6.4Hz,1H,-CH-CH-),3.62(d,J=4.4Hz,1H,-CH-CH-O-),
3.57-3.59(m,1H,CH3-CH-),3.54-3.55(m,1H,CH3-CH-O-),3.51-3.54(m,1H,-CH-CH-CH2-),
3.35(dd,J=14.4,9.6Hz,1H,-CH-CH-CH-),3.32(s,3H,-O-CH3),3.31(s,3H,-O-CH3),3.23-
3.29(m,1H,-CH-CH-CH2-),3.13(d,J=8.0Hz,1H,-C-CH-CH-),3.07(d,J=14.4Hz,1H,-C=O-CH-CH=C-),2.89(dd,J=14.8,8.8Hz,1H,-CH-CH-CH-),2.61-2.63(m,1H,-CH-CH3),
2.51(d,J=3.6Hz,1H,-CH-CH-),2.43-2.59(m,2H,-CH2-C=N-),2.21-2.39(m,2H,-C=CH-CH2-CH-),1.84-2.15(m,2H,-CH-CH2-),1.72-2.18(m,4H,-CH-CH2-CH-),1.67-1.96(m,2H,-CH-CH2-CH-),1.53-1.59(m,1H,CH3-CH-CH-),1.47-1.50(m,2H,-CH-CH2-CH3),1.37-1.44(m,6H,-CH3),1.08-1.17(m,12H,-CH3),0.79-0.96(m,6H,-CH3).
[0036] 化合物6g:1H NMR(DMSO-d6,δ/ppm,400MHz):8.02(d,J=4.0Hz,1H,thiophene-H),7.91(d,J=4.0Hz,1H,thiophene-H),7.27(dd,J=12.0.8.0Hz,1H,thiophene-H),5.88(dd,J=14.8,12.4Hz,1H,-C=CH-C=C),5.75(dd,J=16.0,12.0Hz,1H,-CH-CH=C-C=C-),5.61(dd,J=14.4,9.6Hz,1H,-C=CH-C=C),5.36(s,1H,-OH),5.24(dd,J=12.0,
9.2Hz,1H,-C=CH-CH2-),5.10(br,1H,-OH),5.06(d,J=4.0Hz,1H,-CH=C-),4.71-4.86(m,1H,-CH-O-C=O-),4.70(t,J=3.2Hz,2H,-O-CH-CH2-),4.57(d,J=16.0Hz,1H,-CH-),
4.46(d,J=12.0Hz,1H,-CH-),4.08(s,1H,-OH),4.00-4.04(m,1H,CH3-CH-),3.89(d,J=
2.8Hz,1H,-C=C-CH-OH),3.75(dd,J=9.2,6.4Hz,1H,-CH-CH-),3.63(d,J=4.4Hz,1H,-CH-CH-O-),3.56-3.58(m,1H,CH3-CH-),3.54-3.56(m,1H,CH3-CH-O-),3.50-3.53(m,1H,-CH-CH-CH2-),3.37(dd,J=14.4,9.6Hz,1H,-CH-CH-CH-),3.32(s,3H,-O-CH3),3.31(s,3H,-O-CH3),3.23-3.27(m,1H,-CH-CH-CH2-),3.13(d,J=8.0Hz,1H,-C-CH-CH-),3.07(d,J=
14.4Hz,1H,-C=O-CH-CH=C-),2.90(dd,J=14.8,8.8Hz,1H,-CH-CH-CH-),2.62-2.63(m,
1H,-CH-CH3),2.51(d,J=3.6Hz,1H,-CH-CH-),2.42-2.60(m,2H,-CH2-C=N-),2.21-2.38(m,2H,-C=CH-CH2-CH-),1.85-2.15(m,2H,-CH-CH2-),1.72-2.18(m,4H,-CH-CH2-CH-),
1.70-1.97(m,2H,-CH-CH2-CH-),1.53-1.66(m,1H,CH3-CH-CH-),1.50-1.53(m,2H,-CH-CH2-CH3),1.34-1.45(m,6H,-CH3),1.06-1.23(m,12H,-CH3),0.78-0.96(m,6H,-CH3).[0037] 化合物6h:1H NMR(DMSO-d6,δ/ppm,400MHz):9.14(s,1H,Py-H),8.86(d,J=8.0Hz,
1H,Py-H),8.35(d,J=8.0Hz,1H,Py-H),7.61(dd,J=8.0,5.2Hz,1H,Py-H),5.88(dd,J=
14.8,12.4Hz,1H,-C=CH-C=C),5.77(dd,J=16.0,12.0Hz,1H,-CH-CH=C-C=C-),5.61(dd,J=14.4,9.6Hz,1H,-C=CH-C=C),5.39(s,1H,-OH),5.26(dd,J=12.0,9.2Hz,1H,-C=CH-CH2-),5.11(br,1H,-OH),5.07(d,J=4.0Hz,1H,-CH=C-),4.76-4.84(m,1H,-CH-O-C=O-),4.70(t,J=3.2Hz,2H,-O-CH-CH2-),4.58(d,J=16.0Hz,1H,-CH-),4.47(d,J=
12.0Hz,1H,-CH-),4.08(s,1H,-OH),3.97-4.06(m,1H,CH3-CH-),3.89(d,J=2.8Hz,1H,-C=C-CH-OH),3.75(dd,J=9.2,6.4Hz,1H,-CH-CH-),3.63(d,J=4.4Hz,1H,-CH-CH-O-),
3.55-3.59(m,1H,CH3-CH-),3.55-3.58(m,1H,CH3-CH-O-),3.51-3.55(m,1H,-CH-CH-CH2-),
3.38(dd,J=14.4,9.6Hz,1H,-CH-CH-CH-),3.32(s,3H,-O-CH3),3.31(s,3H,-O-CH3),3.24-
3.29(m,1H,-CH-CH-CH2-),3.13(d,J=8.0Hz,1H,-C-CH-CH-),3.08(d,J=14.4Hz,1H,-C=O-CH-CH=C-),2.90(dd,J=14.8,8.8Hz,1H,-CH-CH-CH-),2.64-2.70(m,1H,-CH-CH3),
2.51(d,J=3.6Hz,1H,-CH-CH-),2.43-2.62(m,2H,-CH2-C=N-),2.21-2.39(m,2H,-C=CH-CH2-CH-),1.83-2.15(m,2H,-CH-CH2-),1.72-2.19(m,4H,-CH-CH2-CH-),1.63-2.00(m,2H,-CH-CH2-CH-),1.56-1.65(m,1H,CH3-CH-CH-),1.50-1.54(m,2H,-CH-CH2-CH3),1.31-1.44(m,6H,-CH3),1.08-1.22(m,12H,-CH3),0.87-0.96(m,6H,-CH3).
[0038] 化合物6i:1H NMR(DMSO-d6,δ/ppm,400MHz):5.88(dd,J=14.8,12.4Hz,1H,-C=CH-C=C),5.74(dd,J=16.0,12.0Hz,1H,-CH-CH=C-C=C-),5.61(dd,J=14.4,9.6Hz,1H,-C=CH-C=C),5.34(s,1H,-OH),5.24(dd,J=12.0,9.2Hz,1H,-C=CH-CH2-),5.10(br,
1H,-OH),5.04(d,J=4.0Hz,1H,-CH=C-),4.75-4.80(m,1H,-CH-O-C=O-),4.70(t,J=
3.2Hz,2H,-O-CH-CH2-),4.59(d,J=16.0Hz,1H,-CH-),4.45(d,J=12.0Hz,1H,-CH-),4.07(s,1H,-OH),4.00-4.06(m,1H,CH3-CH-),3.90(d,J=2.8Hz,1H,-C=C-CH-OH),3.75(dd,J=9.2,6.4Hz,1H,-CH-CH-),3.61(d,J=4.4Hz,1H,-CH-CH-O-),3.57-3.59(m,1H,CH3-CH-),3.55-3.56(m,1H,CH3-CH-O-),3.51-3.54(m,1H,-CH-CH-CH2-),3.45(dd,J=14.4,
9.6Hz,1H,-CH-CH-CH-),3.32(s,3H,-O-CH3),3.30(s,3H,-O-CH3),3.23-3.27(m,1H,-CH-CH-CH2-),3.12(d,J=8.0Hz,1H,-C-CH-CH-),3.08(d,J=14.4Hz,1H,-C=O-CH-CH=C-),
2.89(dd,J=14.8,8.8Hz,1H,-CH-CH-CH-),2.61-2.67(m,1H,-CH-CH3),2.50(d,J=3.6Hz,
1H,-CH-CH-),2.38-2.54(m,2H,-CH2-C=N-),2.27-2.36(m,2H,-C=CH-CH2-CH-),2.13(s,
3H,-C=O-CH3),1.85-2.23(m,2H,-CH-CH2-),1.71-2.19(m,4H,-CH-CH2-CH-),1.66-1.99(m,2H,-CH-CH2-CH-),1.53-1.63(m,1H,CH3-CH-CH-),1.50-1.53(m,2H,-CH-CH2-CH3),
1.31-1.47(m,6H,-CH3),1.01-1.19(m,12H,-CH3),0.90-1.00(m,6H,-CH3).
[0039] 化合物6j:1H NMR(DMSO-d6,δ/ppm,400MHz):7.67(d,J=8.0Hz,1H,Ph-H),7.63(dd,J=12.0,9.0Hz,1H,Ph-H),7.55(dd,J=12.0,8.0Hz,1H,Ph-H),7.16(d,J=8.0Hz,1H,Ph-H),5.88(dd,J=14.8,12.4Hz,1H,-C=CH-C=C),5.76(dd,J=16.0,12.0Hz,1H,-CH-CH=C-C=C-),5.62(dd,J=14.4,9.6Hz,1H,-C=CH-C=C),5.37(s,1H,-OH),5.24(dd,J=12.0,9.2Hz,1H,-C=CH-CH2-),5.11(br,1H,-OH),5.07(d,J=4.0Hz,1H,-CH=C-),4.76-
4.84(m,1H,-CH-O-C=O-),4.69(t,J=3.2Hz,2H,-O-CH-CH2-),4.57(d,J=16.0Hz,1H,-CH-),4.45(d,J=12.0Hz,1H,-CH-),4.08(s,1H,-OH),3.99-4.11(m,1H,CH3-CH-),3.89(d,J=2.8Hz,1H,-C=C-CH-OH),3.75(dd,J=9.2,6.4Hz,1H,-CH-CH-),3.62(d,J=4.4Hz,
1H,-CH-CH-O-),3.56-3.57(m,1H,CH3-CH-),3.52-3.55(m,1H,CH3-CH-O-),3.49-3.52(m,
1H,-CH-CH-CH2-),3.36(dd,J=14.4,9.6Hz,1H,-CH-CH-CH-),3.33(s,3H,-O-CH3),3.31(s,
3H,-O-CH3),3.23-3.27(m,1H,-CH-CH-CH2-),3.13(d,J=8.0Hz,1H,-C-CH-CH-),3.07(d,J=14.4Hz,1H,-C=O-CH-CH=C-),2.90(dd,J=14.8,8.8Hz,1H,-CH-CH-CH-),2.60-2.63(m,1H,-CH-CH3),2.51(d,J=3.6Hz,1H,-CH-CH-),2.41-2.59(m,2H,-CH2-C=N-),2.31-
2.39(m,2H,-C=CH-CH2-CH-),1.85-2.13(m,2H,-CH-CH2-),1.71-2.19(m,4H,-CH-CH2-CH-),1.64-2.00(m,2H,-CH-CH2-CH-),1.56-1.62(m,1H,CH3-CH-CH-),1.48-1.54(m,2H,-CH-CH2-CH3),1.44(s,3H,-CH3),1.30-1.40(m,6H,-CH3),1.05-1.26(m,12H,-CH3),0.86-
0.96(m,6H,-CH3).
[0040] 化合物6k:1H NMR(DMSO-d6,δ/ppm,400MHz):7.79(s,2H,Ph-H),7.51(d,J=4.0Hz,1H,Ph-H),7.44(dd,J=8.0,6.0Hz,1H,Ph-H),5.88(dd,J=14.8,12.4Hz,1H,-C=CH-C=C),5.76(dd,J=16.0,12.0Hz,1H,-CH-CH=C-C=C-),5.61(dd,J=14.4,9.6Hz,1H,-C=CH-C=C),5.38(s,1H,-OH),5.25(dd,J=12.0,9.2Hz,1H,-C=CH-CH2-),5.10(br,1H,-OH),5.08(d,J=4.0Hz,1H,-CH=C-),4.78-4.87(m,1H,-CH-O-C=O-),4.69(t,J=3.2Hz,
2H,-O-CH-CH2-),4.57(d,J=16.0Hz,1H,-CH-),4.46(d,J=12.0Hz,1H,-CH-),4.09(s,
1H,-OH),3.97-4.04(m,1H,CH3-CH-),3.89(d,J=2.8Hz,1H,-C=C-CH-OH),3.75(dd,J=
9.2,6.4Hz,1H,-CH-CH-),3.62(d,J=4.4Hz,1H,-CH-CH-O-),3.56-3.58(m,1H,CH3-CH-),
3.54-3.56(m,1H,CH3-CH-O-),3.51-3.54(m,1H,-CH-CH-CH2-),3.39(dd,J=14.4,9.6Hz,
1H,-CH-CH-CH-),3.33(s,3H,-O-CH3),3.31(s,3H,-O-CH3),3.24-3.28(m,1H,-CH-CH-CH2-),3.13(d,J=8.0Hz,1H,-C-CH-CH-),3.10(d,J=14.4Hz,1H,-C=O-CH-CH=C-),2.89(dd,J=14.8,8.8Hz,1H,-CH-CH-CH-),2.62-2.65(m,1H,-CH-CH3),2.51(d,J=3.6Hz,1H,-CH-CH-),2.42-2.61(m,2H,-CH2-C=N-),2.39(s,3H,-CH3),2.21-2.42(m,2H,-C=CH-CH2-CH-),1.84-2.15(m,2H,-CH-CH2-),1.73-2.18(m,4H,-CH-CH2-CH-),1.62-1.99(m,2H,-CH-CH2-CH-),1.54-1.62(m,1H,CH3-CH-CH-),1.48-1.54(m,2H,-CH-CH2-CH3),1.33-1.44(m,
6H,-CH3),1.09-1.33(m,12H,-CH3),0.83-0.94(m,6H,-CH3).
[0041] 化合物6l:1H NMR(DMSO-d6,δ/ppm,400MHz):7.87(d,J=12.0Hz,1H,Ph-H),7.85(d,J=8.0Hz,1H,Ph-H),7.36(d,J=8.0Hz,1H,Ph-H),7.32(d,J=8.0Hz,1H,Ph-H),5.88(dd,J=14.8,12.4Hz,1H,-C=CH-C=C),5.74(dd,J=16.0,12.0Hz,1H,-CH-CH=C-C=C-),5.60(dd,J=14.4,9.6Hz,1H,-C=CH-C=C),5.36(s,1H,-OH),5.24(dd,J=12.0,9.2Hz,1H,-C=CH-CH2-),5.10(br,1H,-OH),5.07(d,J=4.0Hz,1H,-CH=C-),4.75-4.81(m,1H,-CH-O-C=O-),4.67(t,J=3.2Hz,2H,-O-CH-CH2-),4.60(d,J=16.0Hz,1H,-CH-),
4.45(d,J=12.0Hz,1H,-CH-),4.07(s,1H,-OH),4.00-4.05(m,1H,CH3-CH-),3.89(d,J=
2.8Hz,1H,-C=C-CH-OH),3.75(dd,J=9.2,6.4Hz,1H,-CH-CH-),3.61(d,J=4.4Hz,1H,-CH-CH-O-),3.56-3.57(m,1H,CH3-CH-),3.53-3.55(m,1H,CH3-CH-O-),3.50-3.53(m,1H,-CH-CH-CH2-),3.37(dd,J=14.4,9.6Hz,1H,-CH-CH-CH-),3.32(s,3H,-O-CH3),3.30(s,3H,-O-CH3),3.23-3.27(m,1H,-CH-CH-CH2-),3.17(d,J=8.0Hz,1H,-C-CH-CH-),3.07(d,J=
14.4Hz,1H,-C=O-CH-CH=C-),2.89(dd,J=14.8,8.8Hz,1H,-CH-CH-CH-),2.62-2.70(m,
1H,-CH-CH3),2.51(d,J=3.6Hz,1H,-CH-CH-),2.31-2.51(m,2H,-CH2-C=N-),2.21-2.31(m,2H,-C=CH-CH2-CH-),1.85-2.14(m,2H,-CH-CH2-),1.71-2.17(m,4H,-CH-CH2-CH-),
1.82-1.99(m,2H,-CH-CH2-CH-),1.59-1.64(m,1H,CH3-CH-CH-),1.50-1.53(m,2H,-CH-CH2-CH3),1.33-1.47(m,6H,-CH3),1.08-1.19(m,12H,-CH3),0.88-0.96(m,6H,-CH3).[0042] 化合物6m:1H NMR(DMSO-d6,δ/ppm,400MHz):8.04(d,J=12.0Hz,1H,furyl-H),
7.45(d,J=4.0Hz,1H,furyl-H),6.75(dd,J=9.6,8.0Hz,1H,furyl-H),5.88(dd,J=14.8,
12.4Hz,1H,-C=CH-C=C),5.74(dd,J=16.0,12.0Hz,1H,-CH-CH=C-C=C-),5.61(dd,J=
14.4,9.6Hz,1H,-C=CH-C=C),5.37(s,1H,-OH),5.24(dd,J=12.0,9.2Hz,1H,-C=CH-CH2-),5.10(br,1H,-OH),5.06(d,J=4.0Hz,1H,-CH=C-),4.75-4.82(m,1H,-CH-O-C=O-),4.70(t,J=3.2Hz,2H,-O-CH-CH2-),4.57(d,J=16.0Hz,1H,-CH-),4.46(d,J=
12.0Hz,1H,-CH-),4.08(s,1H,-OH),3.99-4.06(m,1H,CH3-CH-),3.89(d,J=2.8Hz,1H,-C=C-CH-OH),3.75(dd,J=9.2,6.4Hz,1H,-CH-CH-),3.62(d,J=4.4Hz,1H,-CH-CH-O-),
3.56-3.57(m,1H,CH3-CH-),3.53-3.56(m,1H,CH3-CH-O-),3.49-3.52(m,1H,-CH-CH-CH2-),
3.36(dd,J=14.4,9.6Hz,1H,-CH-CH-CH-),3.32(s,3H,-O-CH3),3.31(s,3H,-O-CH3),3.23-
3.27(m,1H,-CH-CH-CH2-),3.13(d,J=8.0Hz,1H,-C-CH-CH-),3.07(d,J=14.4Hz,1H,-C=O-CH-CH=C-),2.89(dd,J=14.8,8.8Hz,1H,-CH-CH-CH-),2.61-2.69(m,1H,-CH-CH3),
2.51(d,J=3.6Hz,1H,-CH-CH-),2.36-2.60(m,2H,-CH2-C=N-),2.21-2.36(m,2H,-C=CH-CH2-CH-),1.84-2.14(m,2H,-CH-CH2-),1.72-2.19(m,4H,-CH-CH2-CH-),1.68-1.99(m,2H,-CH-CH2-CH-),1.55-1.66(m,1H,CH3-CH-CH-),1.50-1.55(m,2H,-CH-CH2-CH3),1.34-1.46(m,6H,-CH3),1.05-1.23(m,12H,-CH3),0.82-0.96(m,6H,-CH3).
[0043] 化合物6n:1H NMR(DMSO-d6,δ/ppm,400MHz):5.88(dd,J=14.8,12.4Hz,1H,-C=CH-C=C),5.74(dd,J=16.0,12.0Hz,1H,-CH-CH=C-C=C-),5.61(dd,J=14.4,9.6Hz,1H,-C=CH-C=C),5.36(s,1H,-OH),5.24(dd,J=12.0,9.2Hz,1H,-C=CH-CH2-),5.10(br,
1H,-OH),5.06(d,J=4.0Hz,1H,-CH=C-),4.74-4.82(m,1H,-CH-O-C=O-),4.69(t,J=
3.2Hz,2H,-O-CH-CH2-),4.57(d,J=16.0Hz,1H,-CH-),4.46(d,J=12.0Hz,1H,-CH-),4.07(s,1H,-OH),4.00-4.06(m,1H,CH3-CH-),3.90(d,J=2.8Hz,1H,-C=C-CH-OH),3.75(dd,J=9.2,6.4Hz,1H,-CH-CH-),3.62(d,J=4.4Hz,1H,-CH-CH-O-),3.57-3.59(m,1H,CH3-CH-),3.53-3.55(m,1H,CH3-CH-O-),3.45-3.47(m,1H,-CH-CH-CH2-),3.35(dd,J=14.4,
9.6Hz,1H,-CH-CH-CH-),3.32(s,3H,-O-CH3),3.30(s,3H,-O-CH3),3.23-3.27(m,1H,-CH-CH-CH2-),3.15(d,J=8.0Hz,1H,-C-CH-CH-),3.07(d,J=14.4Hz,1H,-C=O-CH-CH=C-),
2.89(dd,J=14.8,8.8Hz,1H,-CH-CH-CH-),2.64-2.69(m,1H,-CH-CH3),2.50(d,J=3.6Hz,
1H,-CH-CH-),2.39-2.61(m,2H,-CH2-C=N-),2.26-2.29(m,2H,-C=CH-CH2-CH-),1.84-
2.14(m,2H,-CH-CH2-),1.72-2.18(m,4H,-CH-CH2-CH-),1.67-1.99(m,2H,-CH-CH2-CH-),
1.60-1.62(m,1H,CH3-CH-CH-),1.55-1.63(m,2H,-CH-CH2-CH3),1.26-1.47(m,7H,-CH3),
0.83-1.20(m,22H,-CH3).
[0044] 化合物6o:1H NMR(DMSO-d6,δ/ppm,400MHz):5.89(dd,J=14.8,12.4Hz,1H,-C=CH-C=C),5.74(dd,J=16.0,12.0Hz,1H,-CH-CH=C-C=C-),5.61(dd,J=14.4,9.6Hz,1H,-C=CH-C=C),5.35(s,1H,-OH),5.24(dd,J=12.0,9.2Hz,1H,-C=CH-CH2-),5.11(br,
1H,-OH),5.06(d,J=4.0Hz,1H,-CH=C-),4.75-4.81(m,1H,-CH-O-C=O-),4.69(t,J=
3.2Hz,2H,-O-CH-CH2-),4.57(d,J=16.0Hz,1H,-CH-),4.46(d,J=12.0Hz,1H,-CH-),4.08(s,1H,-OH),4.01-4.06(m,1H,CH3-CH-),3.90(d,J=2.8Hz,1H,-C=C-CH-OH),3.76(dd,J=9.2,6.4Hz,1H,-CH-CH-),3.62(d,J=4.4Hz,1H,-CH-CH-O-),3.56-3.58(m,1H,CH3-CH-),3.54-3.56(m,1H,CH3-CH-O-),3.42-3.46(m,1H,-CH-CH-CH2-),3.37(dd,J=14.4,
9.6Hz,1H,-CH-CH-CH-),3.33(s,3H,-O-CH3),3.31(s,3H,-O-CH3),3.23-3.27(m,1H,-CH-CH-CH2-),3.15(d,J=8.0Hz,1H,-C-CH-CH-),3.07(d,J=14.4Hz,1H,-C=O-CH-CH=C-),
2.90(dd,J=14.8,8.8Hz,1H,-CH-CH-CH-),2.63-2.65(m,1H,-CH-CH3),2.51(d,J=3.6Hz,
1H,-CH-CH-),2.34-2.62(m,2H,-CH2-C=N-),1.12-2.32(m,30H),1.09-1.24(m,6H),0.89-
0.95(m,12H).
[0045] 化合物6p:1H NMR(DMSO-d6,δ/ppm,400MHz):7.77(d,J=8.0Hz,1H,Ph-H),7.74(d,J=8.0Hz,1H,Ph-H),7.44-7.62(m,2H,Ph-H),5.88(dd,J=14.8,12.4Hz,1H,-C=CH-C=C),5.75(dd,J=16.0,12.0Hz,1H,-CH-CH=C-C=C-),5.62(dd,J=14.4,9.6Hz,1H,-C=CH-C=C),5.35(s,1H,-OH),5.25(dd,J=12.0,9.2Hz,1H,-C=CH-CH2-),5.11(br,1H,-OH),5.05(d,J=4.0Hz,1H,-CH=C-),4.75-4.86(m,1H,-CH-O-C=O-),4.68(t,J=3.2Hz,2H,-O-CH-CH2-),4.58(d,J=16.0Hz,1H,-CH-),4.46(d,J=12.0Hz,1H,-CH-),4.09(s,
1H,-OH),4.00-4.05(m,1H,CH3-CH-),3.89(d,J=2.8Hz,1H,-C=C-CH-OH),3.75(dd,J=
9.2,6.4Hz,1H,-CH-CH-),3.63(d,J=4.4Hz,1H,-CH-CH-O-),3.56-3.62(m,1H,CH3-CH-),
3.51-3.55(m,1H,CH3-CH-O-),3.49-3.51(m,1H,-CH-CH-CH2-),3.36(dd,J=14.4,9.6Hz,
1H,-CH-CH-CH-),3.33(s,3H,-O-CH3),3.31(s,3H,-O-CH3),3.21-3.25(m,1H,-CH-CH-CH2-),3.12(d,J=8.0Hz,1H,-C-CH-CH-),3.05(d,J=14.4Hz,1H,-C=O-CH-CH=C-),2.90(dd,J=14.8,8.8Hz,1H,-CH-CH-CH-),2.62-2.69(m,1H,-CH-CH3),2.51(d,J=3.6Hz,1H,-CH-CH-),2.39-2.61(m,2H,-CH2-C=N-),2.32-2.36(m,2H,-C=CH-CH2-CH-),1.84-2.15(m,2H,-CH-CH2-),1.73-2.18(m,4H,-CH-CH2-CH-),1.67-1.99(m,2H,-CH-CH2-CH-),1.61-
1.67(m,1H,CH3-CH-CH-),1.51-1.59(m,2H,-CH-CH2-CH3),1.29-1.48(m,6H,-CH3),1.05-
1.20(m,12H,-CH3),0.84-0.94(m,6H,-CH3).
[0046] 化合物6q:1H NMR(DMSO-d6,δ/ppm,400MHz):8.06(s,1H,Ph-H),8.00(d,J=8.0Hz,1H,Ph-H),7.90(d,J=8.0Hz,1H,Ph-H),7.53(dd,J=12.0,8.0Hz,1H,Ph-H),5.88(dd,J=
14.8,12.4Hz,1H,-C=CH-C=C),5.78(dd,J=16.0,12.0Hz,1H,-CH-CH=C-C=C-),5.62(dd,J=14.4,9.6Hz,1H,-C=CH-C=C),5.36(s,1H,-OH),5.25(dd,J=12.0,9.2Hz,1H,-C=CH-CH2-),5.11(br,1H,-OH),5.05(d,J=4.0Hz,1H,-CH=C-),4.75-4.87(m,1H,-CH-O-C=O-),4.67(t,J=3.2Hz,2H,-O-CH-CH2-),4.58(d,J=16.0Hz,1H,-CH-),4.47(d,J=
12.0Hz,1H,-CH-),4.10(s,1H,-OH),4.00-4.05(m,1H,CH3-CH-),3.89(d,J=2.8Hz,1H,-C=C-CH-OH),3.75(dd,J=9.2,6.4Hz,1H,-CH-CH-),3.64(d,J=4.4Hz,1H,-CH-CH-O-),
3.56-3.63(m,1H,CH3-CH-),3.54-3.56(m,1H,CH3-CH-O-),3.51-3.54(m,1H,-CH-CH-CH2-),
3.36(dd,J=14.4,9.6Hz,1H,-CH-CH-CH-),3.33(s,3H,-O-CH3),3.32(s,3H,-O-CH3),3.19-
3.27(m,1H,-CH-CH-CH2-),3.12(d,J=8.0Hz,1H,-C-CH-CH-),3.07(d,J=14.4Hz,1H,-C=O-CH-CH=C-),2.91(dd,J=14.8,8.8Hz,1H,-CH-CH-CH-),2.61-2.72(m,1H,-CH-CH3),
2.51(d,J=3.6Hz,1H,-CH-CH-),2.43-2.61(m,2H,-CH2-C=N-),2.26-2.39(m,2H,-C=CH-CH2-CH-),1.85-2.15(m,2H,-CH-CH2-),1.73-2.18(m,4H,-CH-CH2-CH-),1.68-1.99(m,2H,-CH-CH2-CH-),1.62-1.68(m,1H,CH3-CH-CH-),1.49-1.59(m,2H,-CH-CH2-CH3),1.30-1.48(m,6H,-CH3),1.09-1.20(m,12H,-CH3),0.84-0.94(m,6H,-CH3).
[0047] 化合物6r:1H NMR(DMSO-d6,δ/ppm,400MHz):7.96(s,1H,Ph-H),7.94(d,J=8.0Hz,1H,Ph-H),7.77(d,J=8.0Hz,1H,Ph-H),7.66(dd,J=12.0,8.0Hz,1H,Ph-H,)5.88(dd,J=
14.8,12.4Hz,1H,-C=CH-C=C),5.78(dd,J=16.0,12.0Hz,1H,-CH-CH=C-C=C-),5.62(dd,J=14.4,9.6Hz,1H,-C=CH-C=C),5.36(s,1H,-OH),5.25(dd,J=12.0,9.2Hz,1H,-C=CH-CH2-),5.11(br,1H,-OH),5.05(d,J=4.0Hz,1H,-CH=C-),4.75-4.86(m,1H,-CH-O-C=O-),4.68(t,J=3.2Hz,2H,-O-CH-CH2-),4.57(d,J=16.0Hz,1H,-CH-),4.47(d,J=
12.0Hz,1H,-CH-),4.10(s,1H,-OH),4.00-4.05(m,1H,CH3-CH-),3.89(d,J=2.8Hz,1H,-C=C-CH-OH),3.76(dd,J=9.2,6.4Hz,1H,-CH-CH-),3.64(d,J=4.4Hz,1H,-CH-CH-O-),
3.56-3.60(m,1H,CH3-CH-),3.54-3.56(m,1H,CH3-CH-O-),3.51-3.54(m,1H,-CH-CH-CH2-),
3.36(dd,J=14.4,9.6Hz,1H,-CH-CH-CH-),3.33(s,3H,-O-CH3),3.32(s,3H,-O-CH3),3.21-
3.28(m,1H,-CH-CH-CH2-),3.12(d,J=8.0Hz,1H,-C-CH-CH-),3.07(d,J=14.4Hz,1H,-C=O-CH-CH=C-),2.91(dd,J=14.8,8.8Hz,1H,-CH-CH-CH-),2.61-2.71(m,1H,-CH-CH3),
2.51(d,J=3.6Hz,1H,-CH-CH-),2.42-2.60(m,2H,-CH2-C=N-),2.26-2.39(m,2H,-C=CH-CH2-CH-),1.85-2.15(m,2H,-CH-CH2-),1.73-2.18(m,4H,-CH-CH2-CH-),1.68-1.99(m,2H,-CH-CH2-CH-),1.63-1.68(m,1H,CH3-CH-CH-),1.48-1.59(m,2H,-CH-CH2-CH3),1.30-1.48(m,6H,-CH3),1.09-1.20(m,12H,-CH3),0.84-0.94(m,6H,-CH3).
[0048] 化合物6s:1H NMR(DMSO-d6,δ/ppm,400MMz):7.85(d,J=8.0Hz,1H,Ph-H),7.73(d,J=8.4Hz,1H,Ph-H),7.62(dd,J=12.0,8.0Hz,1H,Ph-H),7.57(dd,J=12.0,8.0Hz,1H,Ph-H),5.88(dd,J=14.8,12.4Hz,1H,-C=CH-C=C),5.78(dd,J=16.0,12.0Hz,1H,-CH-CH=C-C=C-),5.62(dd,J=14.4,9.6Hz,1H,-C=CH-C=C),5.35(s,1H,-OH),5.25(dd,J=12.0,9.2Hz,1H,-C=CH-CH2-),5.10(br,1H,-OH),5.04(d,J=4.0Hz,1H,-CH=C-),4.75-
4.87(m,1H,-CH-O-C=O-),4.68(t,J=3.2Hz,2H,-O-CH-CH2-),4.58(d,J=16.0Hz,1H,-CH-),4.48(d,J=12.0Hz,1H,-CH-),4.10(s,1H,-OH),3.90-4.04(m,1H,CH3-CH-),3.89(d,J=2.8Hz,1H,-C=C-CH-OH),3.75(dd,J=9.2,6.4Hz,1H,-CH-CH-),3.64(d,J=4.4Hz,
1H,-CH-CH-O-),3.59-3.63(m,1H,CH3-CH-),3.54-3.56(m,1H,CH3-CH-O-),3.51-3.54(m,
1H,-CH-CH-CH2-),3.36(dd,J=14.4,9.6Hz,1H,-CH-CH-CH-),3.33(s,3H,-O-CH3),3.31(s,
3H,-O-CH3),3.25-3.31(m,1H,-CH-CH-CH2-),3.12(d,J=8.0Hz,1H,-C-CH-CH-),3.07(d,J=14.4Hz,1H,-C=O-CH-CH=C-),2.91(dd,J=14.8,8.8Hz,1H,-CH-CH-CH-),2.61-2.69(m,1H,-CH-CH3),2.51(d,J=3.6Hz,1H,-CH-CH-),2.42-2.59(m,2H,-CH2-C=N-),2.26-
2.38(m,2H,-C=CH-CH2-CH-),1.85-2.15(m,2H,-CH-CH2-),1.73-2.18(m,4H,-CH-CH2-CH-),1.68-1.99(m,2H,-CH-CH2-CH-),1.63-1.68(m,1H,CH3-CH-CH-),1.55-1.63(m,2H,-CH-CH2-CH3),1.32-1.50(m,6H,-CH3),1.08-1.20(m,12H,-CH3),0.84-0.96(m,6H,-CH3).[0049] 化合物6t:1H NMR(DMSO-d6,δ/ppm,400MHz):5.88(dd,J=14.8,12.4Hz,1H,-C=CH-C=C),5.75(dd,J=16.0,12.0Hz,1H,-CH-CH=C-C=C-),5.62(dd,J=14.4,9.6Hz,
1H,-C=CH-C=C),5.33(s,1H,-OH),5.25(dd,J=12.0,9.2Hz,1H,-C=CH-CH2-),5.11(br,
1H,-OH),5.03(d,J=4.0Hz,1H,-CH=C-),4.75-4.87(m,1H,-CH-O-C=O-),4.67(t,J=
3.2Hz,2H,-O-CH-CH2-),4.59(d,J=16.0Hz,1H,-CH-),4.46(d,J=12.0Hz,1H,-CH-),4.08(s,1H,-OH),3.90-4.04(m,1H,CH3-CH-),3.90(d,J=2.8Hz,1H,-C=C-CH-OH),3.75(dd,J=9.2,6.4Hz,1H,-CH-CH-),3.63(d,J=4.4Hz,1H,-CH-CH-O-),3.58-3.62(m,1H,CH3-CH-),3.56-3.58(m,1H,CH3-CH-O-),3.55-3.56(m,1H,-CH-CH-CH2-),3.37(dd,J=14.4,
9.6Hz,1H,-CH-CH-CH-),3.33(s,3H,-O-CH3),3.31(s,3H,-O-CH3),3.24-3.28(m,1H,-CH-CH-CH2-),3.12(d,J=8.0Hz,1H,-C-CH-CH-),3.06(d,J=14.4Hz,1H,-C=O-CH-CH=C-),
2.90(dd,J=14.8,8.8Hz,1H,-CH-CH-CH-),2.63-2.71(m,1H,-CH-CH3),2.51(d,J=3.6Hz,
1H,-CH-CH-),2.40-2.62(m,2H,-CH2-C=N-),2.30-2.35(m,2H,-CH2-CH2-),2.21-2.29(m,
2H,-C=CH-CH2-CH-),1.85-2.15(m,2H,-CH-CH2-),1.72-2.18(m,4H,-CH-CH2-CH-),1.65-
1.99(m,2H,-CH-CH2-CH-),1.60-1.65(m,1H,CH3-CH-CH-),1.52-1.65(m,2H,-CH-CH2-CH3),
1.32-1.50(m,6H,-CH3),1.24-1.51(m,2H),1.01-1.24(m,12H,-CH3),0.82-1.01(m,9H,-CH3).
[0050] 化合物6u:1H NMR(DMSO-d6,δ/ppm,400MHz):8.07-8.30(m,1H,Ph-H),7.57-7.85(m,1H,Ph-H),7.14-7.26(m,2H,Ph-H),5.88(dd,J=14.8,12.4Hz,1H,-C=CH-C=C),5.76(dd,J=16.0,12.0Hz,1H,-CH-CH=C-C=C-),5.61(dd,J=14.4,9.6Hz,1H,-C=CH-C=C),5.33(s,1H,-OH),5.25(dd,J=12.0,9.2Hz,1H,-C=CH-CH2-),5.11(br,1H,-OH),5.04(d,J=4.0Hz,1H,-CH=C-),4.75-4.86(m,1H,-CH-O-C=O-),4.66(t,J=3.2Hz,2H,-O-CH-CH2-),4.58(d,J=16.0Hz,1H,-CH-),4.46(d,J=12.0Hz,1H,-CH-),4.08(s,1H,-OH),
3.90-4.04(m,1H,CH3-CH-),3.90(d,J=2.8Hz,1H,-C=C-CH-OH),3.75(dd,J=9.2,6.4Hz,
1H,-CH-CH-),3.63(d,J=4.4Hz,1H,-CH-CH-O-),3.58-3.62(m,1H,CH3-CH-),3.56-3.58(m,1H,CH3-CH-O-),3.54-3.56(m,1H,-CH-CH-CH2-),3.38(dd,J=14.4,9.6Hz,1H,-CH-CH-CH-),3.33(s,3H,-O-CH3),3.31(s,3H,-O-CH3),3.24-3.28(m,1H,-CH-CH-CH2-),3.12(d,J=8.0Hz,1H,-C-CH-CH-),3.06(d,J=14.4Hz,1H,-C=O-CH-CH=C-),2.90(dd,J=14.8,
8.8Hz,1H,-CH-CH-CH-),2.63-2.70(m,1H,-CH-CH3),2.51(d,J=3.6Hz,1H,-CH-CH-),
2.35-2.61(m,2H,-CH2-C=N-),2.21-2.30(m,2H,-C=CH-CH2-CH-),1.84-2.15(m,2H,-CH-CH2-),1.72-2.18(m,4H,-CH-CH2-CH-),1.65-1.99(m,2H,-CH-CH2-CH-),1.61-1.65(m,1H,CH3-CH-CH-),1.50-1.61(m,2H,-CH-CH2-CH3),1.35-1.48(m,6H,-CH3),1.09-1.27(m,12H,-CH3),0.91-0.94(m,6H,-CH3).
[0051] 化合物6v:1H NMR(DMSO-d6,δ/ppm,400MHz):7.91(s,1H,Ph-H),7.81-7.84(m,2H,Ph-H),7.65-7.74(m,1H,Ph-H),5.88(dd,J=14.8,12.4Hz,1H,-C=CH-C=C),5.77(dd,J=16.0,12.0Hz,1H,-CH-CH=C-C=C-),5.63(dd,J=14.4,9.6Hz,1H,-C=CH-C=C),5.36(s,
1H,-OH),5.25(dd,J=12.0,9.2Hz,1H,-C=CH-CH2-),5.13(br,1H,-OH),5.06(d,J=
4.0Hz,1H,-CH=C-),4.75-4.87(m,1H,-CH-O-C=O-),4.66(t,J=3.2Hz,2H,-O-CH-CH2-),
4.58(d,J=16.0Hz,1H,-CH-),4.47(d,J=12.0Hz,1H,-CH-),4.10(s,1H,-OH),3.90-4.04(m,1H,CH3-CH-),3.90(d,J=2.8Hz,1H,-C=C-CH-OH),3.75(dd,J=9.2,6.4Hz,1H,-CH-CH-),3.64(d,J=4.4Hz,1H,-CH-CH-O-),3.59-3.63(m,1H,CH3-CH-),3.55-3.57(m,1H,CH3-CH-O-),3.48-3.51(m,1H,-CH-CH-CH2-),3.37(dd,J=14.4,9.6Hz,1H,-CH-CH-CH-),3.33(s,3H,-O-CH3),3.32(s,3H,-O-CH3),3.25-3.29(m,1H,-CH-CH-CH2-),3.13(d,J=8.0Hz,
1H,-C-CH-CH-),3.06(d,J=14.4Hz,1H,-C=O-CH-CH=C-),2.91(dd,J=14.8,8.8Hz,1H,-CH-CH-CH-),2.63-2.72(m,1H,-CH-CH3),2.51(d,J=3.6Hz,1H,-CH-CH-),2.39-2.62(m,
2H,-CH2-C=N-),2.29-2.33(m,2H,-C=CH-CH2-CH-),1.85-2.16(m,2H,-CH-CH2-),1.73-
2.19(m,4H,-CH-CH2-CH-),1.67-1.99(m,2H,-CH-CH2-CH-),1.61-1.67(m,1H,CH3-CH-CH-),
1.51-1.61(m,2H,-CH-CH2-CH3),1.36-1.49(m,6H,-CH3),1.04-1.25(m,12H,-CH3),0.85-
0.96(m,6H,-CH3).
[0052] 化合物6w:1H NMR(DMSO-d6,δ/ppm,400MHz):7.70(d,J=8.0Hz,1H,Ph-H),7.60(d,J=8.4Hz,1H,Ph-H),7.28(dd,J=16.0,12.0Hz,1H,Ph-H),5.88(dd,J=14.8,12.4Hz,1H,-C=CH-C=C),5.76(dd,J=16.0,12.0Hz,1H,-CH-CH=C-C=C-),5.61(dd,J=14.4,9.6Hz,1H,-C=CH-C=C),5.34(s,1H,-OH),5.24(dd,J=12.0,9.2Hz,1H,-C=CH-CH2-),5.11(br,
1H,-OH),5.04(d,J=4.0Hz,1H,-CH=C-),4.77-4.86(m,1H,-CH-O-C=O-),4.71(t,J=
3.2Hz,2H,-O-CH-CH2-),4.57(d,J=16.0Hz,1H,-CH-),4.46(d,J=12.0Hz,1H,-CH-),4.08(s,1H,-OH),3.90-4.04(m,1H,CH3-CH-),3.90(d,J=2.8Hz,1H,-C=C-CH-OH),3.76(dd,J=9.2,6.4Hz,1H,-CH-CH-),3.63(d,J=4.4Hz,1H,-CH-CH-O-),3.58-3.61(m,1H,CH3-CH-),3.56-3.58(m,1H,CH3-CH-O-),3.54-3.56(m,1H,-CH-CH-CH2-),3.37(dd,J=14.4,
9.6Hz,1H,-CH-CH-CH-),3.33(s,3H,-O-CH3),3.31(s,3H,-O-CH3),3.20-3.28(m,1H,-CH-CH-CH2-),3.12(d,J=8.0Hz,1H,-C-CH-CH-),3.06(d,J=14.4Hz,1H,-C=O-CH-CH=C-),
2.90(dd,J=14.8,8.8Hz,1H,-CH-CH-CH-),2.63-2.71(m,1H,-CH-CH3),2.51(d,J=3.6Hz,
1H,-CH-CH-),2.35-2.61(m,2H,-CH2-C=N-),2.22-2.29(m,2H,-C=CH-CH2-CH-),1.86-
2.15(m,2H,-CH-CH2-),1.72-2.18(m,4H,-CH-CH2-CH-),1.66-1.99(m,2H,-CH-CH2-CH-),
1.61-1.66(m,1H,CH3-CH-CH-),1.52-1.57(m,2H,-CH-CH2-CH3),1.38-1.48(m,6H,-CH3),
1.09-1.20(m,12H,-CH3),0.85-0.94(m,6H,-CH3).
[0053] 化合物6x:1H NMR(DMSO-d6,δ/ppm,400MHz):5.87(dd,J=14.8,12.4Hz,1H,-C=CH-C=C),5.76(dd,J=16.0,12.0Hz,1H,-CH-CH=C-C=C-),5.61(dd,J=14.4,9.6Hz,1H,-C=CH-C=C),5.36(s,1H,-OH),5.24(dd,J=12.0,9.2Hz,1H,-C=CH-CH2-),5.12(br,
1H,-OH),5.04(d,J=4.0Hz,1H,-CH=C-),4.75-4.86(m,1H,-CH-O-C=O-),4.68(t,J=
3.2Hz,2H,-O-CH-CH2-),4.56(d,J=16.0Hz,1H,-CH-),4.46(d,J=12.0Hz,1H,-CH-),4.08(s,1H,-OH),3.99-4.06(m,1H,CH3-CH-),3.89(d,J=2.8Hz,1H,-C=C-CH-OH),3.74(dd,J=9.2,6.4Hz,1H,-CH-CH-),3.62(d,J=4.4Hz,1H,-CH-CH-O-),3.57-3.61(m,1H,CH3-CH-),3.54-3.57(m,1H,CH3-CH-O-),3.43-3.46(m,1H,-CH-CH-CH2-),3.36(dd,J=14.4,
9.6Hz,1H,-CH-CH-CH-),3.32(s,3H,-O-CH3),3.30(s,3H,-O-CH3),3.23-3.27(m,1H,-CH-CH-CH2-),3.11(d,J=8.0Hz,1H,-C-CH-CH-),3.04(d,J=14.4Hz,1H,-C=O-CH-CH=C-),
2.90(dd,J=14.8,8.8Hz,1H,-CH-CH-CH-),2.62-2.69(m,1H,-CH-CH3),2.51(d,J=3.6Hz,
1H,-CH-CH-),2.37-2.60(m,2H,-CH2-C=N-),2.26-2.35(m,2H,-C=CH-CH2-CH-),2.14-
2.22(m,1H,-CH2-CH2-CH2-),1.84-2.14(m,2H,-CH-CH2-),1.72-2.16(m,4H,-CH-CH2-CH-),
1.68-1.99(m,2H,-CH-CH2-CH-),1.59-1.63(m,1H,CH3-CH-CH-),1.51-1.59(m,2H,-CH-CH2-CH3),1.24-1.51(m,10H,-CH3),1.00-1.24(m,12H,-CH3),0.79-0.94(m,12H,-CH3).[0054] 化合物6y:1H NMR(DMSO-d6,δ/ppm,400MHz):8.10(d,J=8.0Hz,1H,Ph-H),7.94(d,J=8.4Hz,1H,Ph-H),7.75(d,J=8.0Hz,1H,Ph-H),7.56(d,J=8.4Hz,1H,Ph-H),5.88(dd,J=14.8,12.4Hz,1H,-C=CH-C=C),5.79(dd,J=16.0,12.0Hz,1H,-CH-CH=C-C=C-),5.62(dd,J=14.4,9.6Hz,1H,-C=CH-C=C),5.37(s,1H,-OH),5.26(dd,J=12.0,9.2Hz,1H,-C=CH-CH2-),5.10(br,1H,-OH),5.04(d,J=4.0Hz,1H,-CH=C-),4.76-4.90(m,1H,-CH-O-C=O-),4.69(t,J=3.2Hz,2H,-O-CH-CH2-),4.58(d,J=16.0Hz,1H,-CH-),4.48(d,J=
12.0Hz,1H,-CH-),4.11(s,1H,-OH),3.90-4.04(m,1H,CH3-CH-),3.89(d,J=2.8Hz,1H,-C=C-CH-OH),3.76(dd,J=9.2,6.4Hz,1H,-CH-CH-),3.65(d,J=4.4Hz,1H,-CH-CH-O-),
3.57-3.64(m,1H,CH3-CH-),3.56-3.58(m,1H,CH3-CH-O-),3.54-3.55(m,1H,-CH-CH-CH2-),
3.36(dd,J=14.4,9.6Hz,1H,-CH-CH-CH-),3.33(s,3H,-O-CH3),3.32(s,3H,-O-CH3),3.20-
3.28(m,1H,-CH-CH-CH2-),3.12(d,J=8.0Hz,1H,-C-CH-CH-),3.07(d,J=14.4Hz,1H,-C=O-CH-CH=C-),2.91(dd,J=14.8,8.8Hz,1H,-CH-CH-CH-),2.61-2.72(m,1H,-CH-CH3),
2.52(d,J=3.6Hz,1H,-CH-CH-),2.41-2.60(m,2H,-CH2-C=N-),2.26-2.40(m,2H,-C=CH-CH2-CH-),1.84-2.16(m,2H,-CH-CH2-),1.73-2.18(m,4H,-CH-CH2-CH-),1.67-1.99(m,2H,-CH-CH2-CH-),1.63-1.67(m,1H,CH3-CH-CH-),1.50-1.63(m,2H,-CH-CH2-CH3),1.34-1.50(m,6H,-CH3),1.08-1.20(m,12H,-CH3),0.85-0.94(m,6H,-CH3).
[0055] 化合物6z:1H NMR(DMSO-d6,δ/ppm,400MHz):5.88(dd,J=14.8,12.4Hz,1H,-C=CH-C=C),5.78(dd,J=16.0,12.0Hz,1H,-CH-CH=C-C=C-),5.62(dd,J=14.4,9.6Hz,1H,-C=CH-C=C),5.35(s,1H,-OH),5.25(dd,J=12.0,9.2Hz,1H,-C=CH-CH2-),5.12(br,
1H,-OH),5.04(d,J=4.0Hz,1H,-CH=C-),4.75-4.82(m,1H,-CH-O-C=O-),4.72(t,J=
3.2Hz,2H,-O-CH-CH2-),4.58(d,J=16.0Hz,1H,-CH-),4.47(d,J=12.0Hz,1H,-CH-),4.09(s,1H,-OH),3.99-4.06(m,1H,CH3-CH-),3.91(d,J=2.8Hz,1H,-C=C-CH-OH),3.75(dd,J=9.2,6.4Hz,1H,-CH-CH-),3.62(d,J=4.4Hz,1H,-CH-CH-O-),3.57-3.61(m,1H,CH3-CH-),3.53-3.57(m,1H,CH3-CH-O-),3.44-3.47(m,1H,-CH-CH-CH2-),3.36(dd,J=14.4,
9.6Hz,1H,-CH-CH-CH-),3.31(s,3H,-O-CH3),3.30(s,3H,-O-CH3),3.20-3.28(m,1H,-CH-CH-CH2-),3.13(d,J=8.0Hz,1H,-C-CH-CH-),3.06(d,J=14.4Hz,1H,-C=O-CH-CH=C-),
2.90(dd,J=14.8,8.8Hz,1H,-CH-CH-CH-),2.63-2.71(m,1H,-CH-CH3),2.51(d,J=3.6Hz,
1H,-CH-CH-),2.27-2.37(m,2H,-C=CH-CH2-CH-),2.09-2.31(m,3H),1.86-2.17(m,2H,-CH-CH2-),1.73-2.18(m,4H,-CH-CH2-CH-),1.67-2.00(m,2H,-CH-CH2-CH-),1.60-1.67(m,
1H,CH3-CH-CH-),1.51-1.58(m,2H,-CH-CH2-CH3),1.31-1.49(m,6H,-CH3),1.02-1.32(m,
14H,-CH3),0.82-1.02(m,18H,-CH3).
[0056] 化合物6a′:1H NMR(DMSO-d6,δ/ppm,400MHz):5.87(dd,J=14.8,12.4Hz,1H,-C=CH-C=C),5.75(dd,J=16.0,12.0Hz,1H,-CH-CH=C-C=C-),5.60(dd,J=14.4,9.6Hz,1H,-C=CH-C=C),5.34(s,1H,-OH),5.24(dd,J=12.0,9.2Hz,1H,-C=CH-CH2-),5.10(br,
1H,-OH),5.03(d,J=4.0Hz,1H,-CH=C-),4.74-4.85(m,1H,-CH-O-C=O-),4.68(t,J=
3.2Hz,2H,-O-CH-CH2-),4.57(d,J=16.0Hz,1H,-CH-),4.46(d,J=12.0Hz,1H,-CH-),4.08(s,1H,-OH),3.90-4.04(m,1H,CH3-CH-),3.90(d,J=2.8Hz,1H,-C=C-CH-OH),3.75(dd,J=9.2,6.4Hz,1H,-CH-CH-),3.62(d,J=4.4Hz,1H,-CH-CH-O-),3.57-3.61(m,1H,CH3-CH-),3.54-3.55(m,1H,CH3-CH-O-),3.44-3.46(m,1H,-CH-CH-CH2-),3.36(dd,J=14.4,
9.6Hz,1H,-CH-CH-CH-),3.32(s,3H,-O-CH3),3.30(s,3H,-O-CH3),3.23-3.27(m,1H,-CH-CH-CH2-),3.12(d,J=8.0Hz,1H,-C-CH-CH-),3.05(d,J=14.4Hz,1H,-C=O-CH-CH=C-),
2.89(dd,J=14.8,8.8Hz,1H,-CH-CH-CH-),2.62-2.69(m,1H,-CH-CH3),2.50(d,J=3.6Hz,
1H,-CH-CH-),2.42-2.47(m,2H,-CH2-CH3),2.38-2.60(m,2H,-CH2-C=N-),2.25-2.36(m,
2H,-C=CH-CH2-CH-),1.84-2.14(m,2H,-CH-CH2-),1.72-2.18(m,4H,-CH-CH2-CH-),1.66-
1.99(m,2H,-CH-CH2-CH-),1.61-1.65(m,1H,CH3-CH-CH-),1.50-1.62(m,2H,-CH-CH2-CH3),
1.28-1.47(m,6H,-CH3),1.00-1.20(m,15H,-CH3),0.83-0.93(m,9H,-CH3).
[0057] 化合物6b′:1H NMR(DMSO-d6,δ/ppm,400MHz):5.88(dd,J=14.8,12.4Hz,1H,-C=CH-C=C),5.76(dd,J=16.0,12.0Hz,1H,-CH-CH=C-C=C-),5.61(dd,J=14.4,9.6Hz,1H,-C=CH-C=C),5.29(s,1H,-OH),5.23(dd,J=12.0,9.2Hz,1H,-C=CH-CH2-),5.11(br,
1H,-OH),5.00(d,J=4.0Hz,1H,-CH=C-),4.75-4.86(m,1H,-CH-O-C=O-),4.69(t,J=
3.2Hz,2H,-O-CH-CH2-),4.54(d,J=16.0Hz,1H,-CH-),4.45(d,J=12.0Hz,1H,-CH-),4.08(s,1H,-OH),3.90-4.04(m,1H,CH3-CH-),3.89(d,J=2.8Hz,1H,-C=C-CH-OH),3.74(dd,J=9.2,6.4Hz,1H,-CH-CH-),3.61(d,J=4.4Hz,1H,-CH-CH-O-),3.55-3.60(m,1H,CH3-CH-),3.54-3.55(m,1H,CH3-CH-O-),3.43-3.45(m,1H,-CH-CH-CH2-),3.36(dd,J=14.4,
9.6Hz,1H,-CH-CH-CH-),3.32(s,3H,-O-CH3),3.30(s,3H,-O-CH3),3.20-3.28(m,1H,-CH-CH-CH2-),3.10(d,J=8.0Hz,1H,-C-CH-CH-),3.05(d,J=14.4Hz,1H,-C=O-CH-CH=C-),
2.89(dd,J=14.8,8.8Hz,1H,-CH-CH-CH-),2.61-2.70(m,1H,-CH-CH3),2.49(d,J=3.6Hz,
1H,-CH-CH-),2.35-2.60(m,2H,-CH2-C=N-),2.27-2.33(m,2H,-C=CH-CH2-CH-),1.83-
2.13(m,2H,-CH-CH2-),1.71-2.18(m,4H,-CH-CH2-CH-),1.65-1.97(m,2H,-CH-CH2-CH-),
1.62-1.65(m,1H,CH3-CH-CH-),1.48-1.55(m,2H,-CH-CH2-CH3),1.29-1.48(m,6H,-CH3),
1.00-1.29(m,21H,-CH3),0.83-0.96(m,9H,-CH3).
[0058] 化合物6c′:1H NMR(DMSO-d6,δ/ppm,400MHz):7.93(d,J=8.0Hz,2H,Ph-H),7.56(d,J=12.0Hz,2H,Ph-H),5.88(dd,J=14.8,12.4Hz,1H,-C=CH-C=C),5.80(dd,J=16.0,12.0Hz,1H,-CH-CH=C-C=C-),5.64(dd,J=14.4,9.6Hz,1H,-C=CH-C=C),5.39(s,1H,-OH),5.26(dd,J=12.0,9.2Hz,1H,-C=CH-CH2-),5.11(br,1H,-OH),5.04(d,J=4.0Hz,
1H,-CH=C-),4.76-4.88(m,1H,-CH-O-C=O-),4.70(t,J=3.2Hz,2H,-O-CH-CH2-),4.58(d,J=16.0Hz,1H,-CH-),4.48(d,J=12.0Hz,1H,-CH-),4.11(s,1H,-OH),3.90-4.04(m,
1H,CH3-CH-),3.89(d,J=2.8Hz,1H,-C=C-CH-OH),3.77(dd,J=9.2,6.4Hz,1H,-CH-CH-),
3.65(d,J=4.4Hz,1H,-CH-CH-O-),3.58-3.64(m,1H,CH3-CH-),3.54-3.56(m,1H,CH3-CH-O-),3.51-3.54(m,1H,-CH-CH-CH2-),3.36(dd,J=14.4,9.6Hz,1H,-CH-CH-CH-),3.34(s,
3H,-O-CH3),3.31(s,3H,-O-CH3),3.22-3.28(m,1H,-CH-CH-CH2-),3.13(d,J=8.0Hz,1H,-C-CH-CH-),3.07(d,J=14.4Hz,1H,-C=O-CH-CH=C-),2.91(dd,J=14.8,8.8Hz,1H,-CH-CH-CH-),2.62-2.71(m,1H,-CH-CH3),2.51(d,J=3.6Hz,1H,-CH-CH-),2.41-2.62(m,2H,-CH2-C=N-),2.26-2.37(m,2H,-C=CH-CH2-CH-),1.87-2.15(m,2H,-CH-CH2-),1.74-2.18(m,4H,-CH-CH2-CH-),1.68-1.99(m,2H,-CH-CH2-CH-),1.61-1.68(m,1H,CH3-CH-CH-),
1.51-1.61(m,2H,-CH-CH2-CH3),1.35-1.51(m,6H,-CH3),1.31(s,9H,-CH3),1.10-1.20(m,
12H,-CH3),0.90-0.94(m,6H,-CH3).
[0059] 化合物6d′:1H NMR(DMSO-d6,δ/ppm,400MHz):5.87(dd,J=14.8,12.4Hz,1H,-C=CH-C=C),5.76(dd,J=16.0,12.0Hz,1H,-CH-CH=C-C=C-),5.61(dd,J=14.4,9.6Hz,1H,-C=CH-C=C),5.34(s,1H,-OH),5.24(dd,J=12.0,9.2Hz,1H,-C=CH-CH2-),5.12(br,
1H,-OH),5.04(d,J=4.0Hz,1H,-CH=C-),4.75-4.86(m,1H,-CH-O-C=O-),4.68(t,J=
3.2Hz,2H,-O-CH-CH2-),4.53(d,J=16.0Hz,1H,-CH-),4.46(d,J=12.0Hz,1H,-CH-),4.07(s,1H,-OH),4.00-4.05(m,1H,CH3-CH-),3.90(d,J=2.8Hz,1H,-C=C-CH-OH),3.75(dd,J=9.2,6.4Hz,1H,-CH-CH-),3.62(d,J=4.4Hz,1H,-CH-CH-O-),3.57-3.61(m,1H,CH3-CH-),3.55-3.57(m,1H,CH3-CH-O-),3.44-3.46(m,1H,-CH-CH-CH2-),3.37(dd,J=14.4,
9.6Hz,1H,-CH-CH-CH-),3.32(s,3H,-O-CH3),3.30(s,3H,-O-CH3),3.23-3.27(m,1H,-CH-CH-CH2-),3.11(d,J=8.0Hz,1H,-C-CH-CH-),3.04(d,J=14.4Hz,1H,-C=O-CH-CH=C-),
2.89(dd,J=14.8,8.8Hz,1H,-CH-CH-CH-),2.62-2.71(m,1H,-CH-CH3),2.50(d,J=3.6Hz,
1H,-CH-CH-),2.36-2.60(m,2H,-CH2-C=N-),2.24-2.34(m,2H,-C=CH-CH2-CH-),1.99(m,
4H,-CH2-CH-),1.83-1.90(m,5H,-CH2-CH-),1.83-2.14(m,2H,-CH-CH2-CH-),1.72-2.18(m,
4H,-CH-CH2-),1.66-1.72(m,6H,-CH2-CH-),1.65-1.99(m,2H),1.62-1.65(m,1H,CH3-CH-CH-),1.48-1.58(m,2H,-CH-CH2-CH3),1.31-1.48(m,6H,-CH3),1.10-1.29(m,12H,-CH3),
0.83-0.98(m,6H,-CH3).
[0060] 化合物6e′:1H NMR(DMSO-d6,δ/ppm,400MHz):7.76(d,J=7.9Hz,1H,Ph-H),7.50(dd,J=9.6,8.0Hz,1H,Ph-H),7.31-7.36(m,2H,Ph-H),5.87(dd,J=14.8,12.4Hz,1H,-C=CH-C=C),5.76(dd,J=16.0,12.0Hz,1H,-CH-CH=C-C=C-),5.62(dd,J=14.4,9.6Hz,1H,-C=CH-C=C),5.32(s,1H,-OH),5.25(dd,J=12.0,9.2Hz,1H,-C=CH-CH2-),5.12(br,
1H,-OH),5.02(d,J=4.0Hz,1H,-CH=C-),4.75-4.89(m,1H,-CH-O-C=O-),4.65(t,J=
3.2Hz,2H,-O-CH-CH2-),4.57(d,J=16.0Hz,1H,-CH-),4.47(d,J=12.0Hz,1H,-CH-),4.09(s,1H,-OH),4.00-4.05(m,1H,CH3-CH-),3.90(d,J=2.8Hz,1H,-C=C-CH-OH),3.75(dd,J=9.2,6.4Hz,1H,-CH-CH-),3.63(d,J=4.4Hz,1H,-CH-CH-O-),3.57-3.59(m,1H,CH3-CH-),3.55-3.57(m,1H,CH3-CH-O-),3.49-3.52(m,1H,-CH-CH-CH2-),3.36(dd,J=14.4,
9.6Hz,1H,-CH-CH-CH-),3.33(s,3H,-O-CH3),3.31(s,3H,-O-CH3),3.19-3.23(m,1H,-CH-CH-CH2-),3.12(d,J=8.0Hz,1H,-C-CH-CH-),3.06(d,J=14.4Hz,1H,-C=O-CH-CH=C-),
2.91(dd,J=14.8,8.8Hz,1H,-CH-CH-CH-),2.62-2.71(m,1H,-CH-CH3),2.51(d,J=3.6Hz,
1H,-CH-CH-),2.39-2.60(m,2H,-CH2-C=N-),2.32-2.36(m,2H,-C=CH-CH2-CH-),1.85-
2.15(m,2H,-CH-CH2-),1.73-2.19(m,4H,-CH-CH2-CH-),1.63-1.99(m,2H,-CH-CH2-CH-),
1.54-1.63(m,1H,CH3-CH-CH-),1.47-1.49(m,2H,-CH-CH2-CH3),1.34-1.50(m,6H,-CH3),
1.09-1.18(m,12H,-CH3),0.85-0.95(m,6H,-CH3).
[0061] 化合物6f′:1H NMR(DMSO-d6,δ/ppm,400MHz):7.91(d,J=7.6Hz,1H,Ph-H),7.72(dd,J=12.0,9.8Hz,1H,Ph-H),7.36-7.41(m,2H,Ph-H),5.88(dd,J=14.8,12.4Hz,1H,-C=CH-C=C),5.77(dd,J=16.0,12.0Hz,1H,-CH-CH=C-C=C-),5.61(dd,J=14.4,9.6Hz,1H,-C=CH-C=C),5.35(s,1H,-OH),5.25(dd,J=12.0,9.2Hz,1H,-C=CH-CH2-),5.11(br,
1H,-OH),5.04(d,J=4.0Hz,1H,-CH=C-),4.73-4.87(m,1H,-CH-O-C=O-),4.65(t,J=
3.2Hz,2H,-O-CH-CH2-),4.57(d,J=16.0Hz,1H,-CH-),4.46(d,J=12.0Hz,1H,-CH-),4.09(s,1H,-OH),4.00-4.05(m,1H,CH3-CH-),3.89(d,J=2.8Hz,1H,-C=C-CH-OH),3.76(dd,J=9.2,6.4Hz,1H,-CH-CH-),3.63(d,J=4.4Hz,1H,-CH-CH-O-),3.56-3.58(m,1H,CH3-CH-),3.54-3.56(m,1H,CH3-CH-O-),3.50-3.53(m,1H,-CH-CH-CH2-),3.36(dd,J=14.4,
9.6Hz,1H,-CH-CH-CH-),3.33(s,3H,-O-CH3),3.31(s,3H,-O-CH3),3.22-3.26(m,1H,-CH-CH-CH2-),3.12(d,J=8.0Hz,1H,-C-CH-CH-),3.06(d,J=14.4Hz,1H,-C=O-CH-CH=C-),
2.90(dd,J=14.8,8.8Hz,1H,-CH-CH-CH-),2.63-2.70(m,1H,-CH-CH3),2.51(d,J=3.6Hz,
1H,-CH-CH-),2.41-2.61(m,2H,-CH2-C=N-),2.21-2.37(m,2H,-C=CH-CH2-CH-),1.84-
2.15(m,2H,-CH-CH2-),1.72-2.18(m,4H,-CH-CH2-CH-),1.68-1.99(m,2H,-CH-CH2-CH-),
1.53-1.63(m,1H,CH3-CH-CH-),1.53-1.59(m,2H,-CH-CH2-CH3),1.32-1.48(m,6H,-CH3),
1.07-1.22(m,12H,-CH3),0.85-0.94(m,6H,-CH3).
[0062] 实施例2
[0063] 用浸叶法测试目标化合物对小菜蛾的杀小菜蛾活性。
[0064] 浸叶法:挑选大小基本一致、健康的3龄小菜蛾供试,用镊子夹住3龄小菜蛾幼虫,在配好的各个浓度的药液中,将试虫浸泡5秒,之后再放置在铺有滤纸的直径9厘米的培养皿中,在每个直径为9cm的培养皿中加入新鲜的等量的甘蓝叶片。一次试验用10头供试粘虫。处理后将培养皿移入温度为27℃、湿度为75%的养虫室内培养。分别在24h、48h后定时记录供试小菜蛾的死亡数,通过计算校正死亡率来检测化合物的杀小菜蛾活性。
[0065] 化合物6a~6f′的杀虫活性列于表2中。
[0066] 表2化合物6a~6f′的杀小菜蛾活性
[0067]
[0068]
[0069] 从表2可以看出化合物6a、6p、6r、6t、6u、6v、6w、6x、6y、6z、6a′、6b′、6c′、6d′和6f′的杀小菜蛾活性均超过了AVM B2a,尤其是化合物6v、6y和6z,在施药浓度1mg/kg浓度下,杀小菜蛾活性高达100%。
[0070] 实施例3
[0071] 用叶螨叶碟喷雾法测试目标化合物对朱砂叶螨成螨、幼螨及螨卵的活性。
[0072] 叶螨叶碟喷雾法:选取生长一致的蚕豆叶片,用打孔器做成叶碟,每皿2个叶碟,在培养皿内放置湿海绵,其上放滤纸,滤纸放叶碟。将室内饲养的叶螨成螨(幼螨)接种到准备好的其中1个叶碟上,每叶碟5~10头,让其产卵24h后剔除成螨;次日在另一叶片上接种成螨15~20头,让其产卵24h,这样可以得到成螨、48h幼螨、螨卵三种供试螨态。药剂处理前记录基数,采用POTTER喷雾塔进行处理,每处理喷药液量为1mL。定时进行调查,分别记载各处理的死活螨数,通过计算校正死亡率来检测化合物的杀螨活性。
[0073] 化合物6a~6f′的杀螨活性列于表3中。
[0074] 表3化合物6a~6f′的杀朱砂叶螨活性
[0075]
[0076]
[0077] 从表3可以看出化合物6o和6d′杀成螨活性优于AVM B2a;化合物6a、6b、6c、6d、6e、6f、6j、6k、6l、6m、6n、6o、6p、6q、6r、6t、6u、6v、6w、6x、6a′、6c′、6d′和6f′共计24个化合物的杀幼螨活性优于AVM B2a;化合物6a、6b、6d、6k、6l、6m、6o、6q、6r、6v、6w、6x、6a′、6d′和6f′共计15个化合物的杀螨卵活性优于AVM B2a,特别是超过了成药AVM。
[0078] 实施例4
[0079] 采用触杀法测试目标化合物对松材线虫的杀线虫活性。
[0080] 触杀法:采用触杀法,把各种待测化合物配制成一定的质量浓度,同时将10μL不同质量浓度的待测化合物和90μL线虫悬浮液(1000条/mL)加入试管,震动混合均匀以后,放置到25℃条件下培养,24、48h后,在显微镜下检查线虫的存活情况,统计线虫死亡率。
[0081] 化合物6a~6o的杀线虫活性列于表4中。
[0082] 表4化合物6a~6o在10mg/L浓度下的杀线虫活性
[0083]
[0084] 从表4可以看出在10mg/L浓度下,化合物6a、6c、6d、6e、6g、6h、6i、6k、6o的杀线虫活性均超过70%,尤其是产物6a、6e、6g、6h、6k、6o共计6种产物的杀线虫活性达到85%,其中化合物6o的杀线虫活性高达86%。进行杀线虫活性测试的15个化合物中,共有14个的杀线虫活性超过了AVM B2a。
[0085] 以上所述活性化合物仅为本发明可行实施的穷举。对于本领域一般技术人员而言,对其所做出的任何显而易见的改动,都应当被认为包含在本发明的权利要求保护范围之内。
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