摘要
[Objective ]The aim of this study was to improve the photostability of pho-tosensitizers. [Method] 2,5-Diphenylthiophene and 2,5-dithienylethynylthiophene were synthesized by replacing thiophene rings of α-terthienyl （α-T） with benzene rings. Photoactivated activities on Spodoptera litura （SL） cells, singlet oxygen with UV and photostability of photosensitizers were investigated. [Result] The cytotoxicity of pho-tosensitizer 2,5-diphenylthiophene on SL cells was 0.22 and 0.16 μg/ml after treat-ment for 24 and 48 h, respectively, while that of 2,5-dithienylethynylthiophene on SL cells was 0.06 and 0.04 μg/ml. Singlet oxygen of 2,5-diphenylthiophene and 2,5-dithienylethynylthiophene was 1.047 5, 1.529 4 μg/mmol under UV, respectively. Degradation dynamic equations of 2,5-diphenylthiophene and 2,5-dithienylethynylthio-phene in methanol were Ct= 5.227 1e-0.006 1t, Ct= 5.084 2e-0.097 3t and half life was 111.79, 7.12 h. [Conclusion] Photosensitizer 2,5-diphenylthiophene has high singlet oxygen production ability, and high photoactivated cytotoxicity on SL cells under UV. Moreover, 2,5-diphenylthiophene has overcome the deficiency of photoactivated in-secticides, which is not applied directly in field because it degrades quickly in the environment.
[目的]提高光敏剂的光稳定性,延长光敏剂在环境中的半衰期。[方法]该研究以典型光敏剂α-三联噻吩为模板,利用生物等排原理,以苯环代替噻吩环,合成了光敏剂2,5-二苯基噻吩和2,5-二乙炔苯基噻吩,并研究了所合成的光敏剂的对斜纹夜蛾细胞的光活化毒力、单线态氧及光稳定性。[结果]光敏剂2,5-二苯基噻吩对斜纹夜蛾细胞的24和48 h的抑制中浓度IC50值分别为0.22和0.16μg/ml,2,5-二乙炔苯基噻吩斜纹夜蛾细胞的24和48 h的抑制中浓度IC50值分别为0.06和0.04μg/ml;在紫外光照下,光敏剂2,5-二苯基噻吩和2,5-二乙炔苯基噻吩产生的1O2能力分别为1.047 5和1.529 4μg/mmol;2,5-二苯基噻吩和2,5-二乙炔苯基噻吩在甲醇中降解动力学方程分别为Ct=5.227 1e-0.006 1t和Ct=5.084 2e-0.0973t,其半衰期分别为111.79和7.12 h。[结论]所合成的光敏剂2,5-二苯基噻吩具有良好的光活化激发产生单线态氧的能力,对斜纹夜蛾SL细胞具有良好的光活化毒杀作用,克服了光活化杀虫剂见光易分解等不足,因此2,5-二苯基噻吩具有开发成光活化杀虫剂的潜力。
基金
Supported by Science and Technology Support Program of Jiangsu Province(Agricultural Project)(BE2012346)
Science and Technology Projects for Social Development of Yangzhou City,China(2012110)
Natural Science Foundation of the Jiangsu Higher Education Institutions of China(13KJB210010)~~
