Department of Chemistry, University of Agriculture, Faisalabad 38040, Pakistan.
Department of Pharmacology, School of Pharmaceutical Sciences, Universiti Sains Malaysia, Minden, 11800 Pulau Penang, Malaysia.
Bioorg Chem. 2019 Sep;90:103042. doi: 10.1016/j.bioorg.2019.103042. Epub 2019 Jun 7.
Three benzimidazolium salts (III-V) and respective selenium adducts (VI-VIII) were designed, synthesized and characterized by various analytical techniques (FT-IR and NMR H, C). Selected salts and respective selenium N-Heterocyclic carbenes (selenium-NHC) adducts were tested in vitro against Cervical Cancer Cell line (Hela), Breast Adenocarcinoma cell line (MCF-7), Retinal Ganglion Cell line (RGC-5) and Mouse Melanoma Cell line (B16F10) using MTT assay and the results were compared with standard drug 5-Fluorouracil. Se-NHC compounds and azolium salts showed significant anticancer potential. Molecular docking studies of compounds (VI, VII and VIII) showed strong binding energies and ligand affinity toward following angiogenic factors: VEGF-A (vascular endothelial growth factor A), EGF (human epidermal growth factor), HIF (Hypoxia-inducible factor) and COX-1 (Cyclooxygenase-1) suggesting that the anticancer activity of adducts (VI, VII and VIII) may be due to their strong anti-angiogenic effect. In addition, compounds III-VIII were screened for their antibacterial and antifungal potential. Adduct VI was found to be potent anti-fungal agent against A. Niger with zone of inhibition (ZI) value 27.01 ± 0.251 mm which is better than standard drug Clotrimazole tested in parallel.
三种苯并咪唑盐(III-V)及其相应的硒加合物(VI-VIII)被设计、合成并通过各种分析技术(FT-IR 和 NMR H、C)进行了表征。选择的盐及其相应的硒 N-杂环卡宾(硒-NHC)加合物在体外使用 MTT 测定法针对宫颈癌细胞系(Hela)、乳腺癌腺癌细胞系(MCF-7)、视网膜神经节细胞系(RGC-5)和小鼠黑色素瘤细胞系(B16F10)进行了测试,并将结果与标准药物 5-氟尿嘧啶进行了比较。Se-NHC 化合物和azolium 盐表现出显著的抗癌潜力。化合物(VI、VII 和 VIII)的分子对接研究表明,它们对以下血管生成因子具有很强的结合能和配体亲和力:VEGF-A(血管内皮生长因子 A)、EGF(人表皮生长因子)、HIF(缺氧诱导因子)和 COX-1(环氧化酶-1),表明加合物(VI、VII 和 VIII)的抗癌活性可能是由于它们具有很强的抗血管生成作用。此外,还对化合物 III-VIII 进行了抗菌和抗真菌潜力的筛选。加合物 VI 被发现是一种对抗 A. Niger 的有效抗真菌剂,其抑菌环(ZI)值为 27.01±0.251mm,优于平行测试的标准药物克霉唑。