Saleem Muhammad, Hussain Abrar, Hanif Muhammad, Ahmad Hufsa, Khan Salah Uddin, Haider Sajjad, Rafiq Muhammad, Paracha Rizwan Nasir, Park Sang Hyun
Department of Chemistry, Thal University Bhakkar, Bhakkar, Pakistan.
Department of Chemistry, University of Sargodha, Sargodha, Pakistan.
J Fluoresc. 2024 Jun 24. doi: 10.1007/s10895-024-03803-9.
Fluorescent cytotoxic compounds with readout delivery are crucial in chemotherapy. The growing demands of these treatment strategies require the novel heterocyclic molecules with better selectivity alongside fluorescence marker potential. In this context, a series of nine isatin Schiff base derivatives 4a-i were synthesized, characterized and evaluated for UV-visible, fluorescence, thermal and bioanalysis in order to explore the effect of structure on their bioprofiles. The analogue 4d exhibited maximum cytotoxic activity on Hella cells with percentage inhibition of 83% at 50 µM and 100% at 150 µM concentrations while 4c showed minimum cytotoxic activity with the value of 19% at 50 µM and 22% at 150 µM concentrations. Meanwhile, 4g was found to exhibit maximum inhibition potential towards Vero Cells with the percentage inhibition values of 83 at 50 µM concentration. The overall SAR study showed that the para-fluoro-substituted isatin moieties exhibited the appreciable percentage inhibition while the least activity was delivered by the isatin derivatives with para-bromo substitution.
具有读数传递功能的荧光细胞毒性化合物在化疗中至关重要。这些治疗策略不断增长的需求要求新型杂环分子具有更好的选择性以及荧光标记潜力。在此背景下,合成了一系列九个异吲哚酮席夫碱衍生物4a-i,并对其进行了表征以及紫外可见、荧光、热和生物分析评估,以探究结构对其生物特性的影响。类似物4d对Hella细胞表现出最大的细胞毒性活性,在50 μM浓度下抑制率为83%,在150 μM浓度下为100%,而4c表现出最小的细胞毒性活性,在50 μM浓度下为19%,在150 μM浓度下为22%。同时,发现4g对Vero细胞表现出最大的抑制潜力,在50 μM浓度下抑制率为83%。整体的构效关系研究表明,对氟取代的异吲哚酮部分表现出可观的抑制率,而对溴取代的异吲哚酮衍生物活性最低。