In this study, versatile multifunctional Schiff base (SB) derivatives were synthesized. Compounds 1–8 were prepared by a mild condition and were pharmacologically assessed for their role in vitro anti-cancer and their impact on human fibrosarcoma (HT-1080) and cervical cancer cells (HeLa), in addition to their antimicrobial activity regarding fungal strains, gram-positive and gram-negative bacteria. Preliminary in silico study of 1–8 and the standard compound (5-Fluorouracil) was accomplished, using Drug2Way and PASS software. Besides, docking investigations were carried out using Schrödinger software to determine the interaction of p53-MDM2 and pf-DHFR binding affinity for all the compounds. The antimicrobial results exhibited that these novel compounds have modest to good inhibitory action against the tried bacterial and fungal strains. The crystal structures of 2 and 7 have been determined. Hirshfeld Surface Analysis (HSA) is in agreement with the XRD studies. Both compounds have shown enol–imine tautomeric forms as EE isomer.

在这项研究中，通用的多功能席夫碱（SB）衍生物被合成。化合物1-8的制备是在温和条件下进行的，并通过药理学评估了其在体外抗癌作用及其对人纤维肉瘤（HT-1080）和宫颈癌细胞（HeLa）的影响，以及对真菌菌株的抗菌活性，革兰氏阳性和革兰氏阴性细菌。使用Drug2Way和PASS软件对1–8和标准化合物（5-氟尿嘧啶）进行了初步的计算机模拟研究。此外，使用Schrödinger软件进行对接研究，以确定对所有化合物的p53-MDM2和pf-DHFR结合亲和力的相互作用。抗菌结果表明，这些新型化合物对已尝试的细菌和真菌菌株具有中等至良好的抑制作用。已经确定了2和7的晶体结构。Hirshfeld表面分析（HSA）与XRD研究一致。两种化合物都显示烯醇-亚胺互变异构形式为EE异构体。