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Synthesis and photo-induced anticancer activity of new 2-phenylethenyl-1H-benzo[e]indole dyes
European Journal of Medicinal Chemistry ( IF 6.0 ) Pub Date : 2024-08-13 , DOI: 10.1016/j.ejmech.2024.116777 Gabrielė Varvuolytė 1 , Eva Řezníčková 2 , Sonata Krikštolė 3 , Rasa Tamulienė 4 , Aurimas Bieliauskas 4 , Lukáš Malina 5 , Veronika Vojáčková 2 , Zdenko Duben 2 , Hana Kolářová 5 , Neringa Kleizienė 4 , Eglė Arbačiauskienė 3 , Asta Žukauskaitė 6 , Vladimír Kryštof 7 , Algirdas Šačkus 1
European Journal of Medicinal Chemistry ( IF 6.0 ) Pub Date : 2024-08-13 , DOI: 10.1016/j.ejmech.2024.116777 Gabrielė Varvuolytė 1 , Eva Řezníčková 2 , Sonata Krikštolė 3 , Rasa Tamulienė 4 , Aurimas Bieliauskas 4 , Lukáš Malina 5 , Veronika Vojáčková 2 , Zdenko Duben 2 , Hana Kolářová 5 , Neringa Kleizienė 4 , Eglė Arbačiauskienė 3 , Asta Žukauskaitė 6 , Vladimír Kryštof 7 , Algirdas Šačkus 1
Affiliation
Herein, a series of new 1,1,2-trimethyl-1-benzo[]indole dyes was prepared Knoevenagel condensation reaction between 1,1,2-trimethyl-1-benzo[]indole and benzaldehydes, and characterized using various spectroscopic methods. The obtained compounds showed cytotoxic properties in G361 melanoma cell line upon irradiation with 414 nm blue light at submicromolar doses. The mechanism of action of the most potent compound was further investigated. The treatment induced substantial generation of reactive oxygen species, leading to DNA damage followed by cell death depending on the concentration of the photosensitizer compound and the irradiation intensity.
中文翻译:
新型2-苯基乙烯基-1H-苯并[e]吲哚染料的合成及其光诱导抗癌活性
在此,通过1,1,2-三甲基-1-苯并[]吲哚与苯甲醛之间的Knoevenagel缩合反应制备了一系列新型1,1,2-三甲基-1-苯并[]吲哚染料,并使用各种光谱方法进行了表征。所获得的化合物在亚微摩尔剂量的 414 nm 蓝光照射下,在 G361 黑色素瘤细胞系中表现出细胞毒性。进一步研究了最有效的化合物的作用机制。该处理诱导大量活性氧的产生,导致 DNA 损伤,随后细胞死亡,具体取决于光敏剂化合物的浓度和照射强度。
更新日期:2024-08-13
中文翻译:
新型2-苯基乙烯基-1H-苯并[e]吲哚染料的合成及其光诱导抗癌活性
在此,通过1,1,2-三甲基-1-苯并[]吲哚与苯甲醛之间的Knoevenagel缩合反应制备了一系列新型1,1,2-三甲基-1-苯并[]吲哚染料,并使用各种光谱方法进行了表征。所获得的化合物在亚微摩尔剂量的 414 nm 蓝光照射下,在 G361 黑色素瘤细胞系中表现出细胞毒性。进一步研究了最有效的化合物的作用机制。该处理诱导大量活性氧的产生,导致 DNA 损伤,随后细胞死亡,具体取决于光敏剂化合物的浓度和照射强度。