Siedzielnik Magdalena, Pawłowska Monika, Daśko Mateusz, Kleinschmidt Hubert, Dołęga Anna
Department of Inorganic Chemistry, Chemical Faculty, Gdansk University of Technology Narutowicza 11/12 80-233 Gdansk Poland
Department of Pharmaceutical Technology and Biochemistry, Chemical Faculty, Gdansk University of Technology Narutowicza 11/12 80-233 Gdansk Poland.
RSC Adv. 2023 Mar 16;13(13):8830-8843. doi: 10.1039/d2ra07089h. eCollection 2023 Mar 14.
Several molecular cobalt(ii) complexes, one Co(ii) coordination polymer and one ionic cobalt(iii) complex with imine hemisalen ligands were synthesized. The hemisalen ligands were synthesized from -vanillin (VP) and diverse aminopyridines (compounds HL1-HL4) or aminophenol (compound HL5). It was observed that cobalt(ii) chloride in dry acetonitrile catalyzes a transformation of HL1 and HL3 instead of complex formation. The conversion of these imines proceeded self-cyclization to -2''-pyridyl-2,6-dioxo-9-aza-[,]di-2'-methoxybenzo nonan or its methyl derivative as the major product. The remaining reactions were performed using imines HL1-HL5 and cobalt(ii) acetate Co(Ac) in methanol or DMSO/acetonitrile resulting in forming a series of cobalt complexes. The following series of compounds was obtained: two similar tetrahedral molecular Co(ii) complexes [Co(L1)] and [Co(L3)], one trinuclear, mixed-ligand Co(Ac)(L4)(VP), one coordination polymer {Co(L2)} and finally one octahedral anionic Co(iii) complex [HNEt][Co(L5)]. The latter complex formed in a cobalt(ii) acetate reaction with a hemisalen HL5 derived from VP and 2-aminophenol. The molecular structures of all compounds were confirmed by X-ray diffraction, and the cytotoxicity of Co(ii) and Co(iii) complexes towards cancer cell lines HCT116, HL-60 and normal cell line MRC-5 was studied.
合成了几种分子钴(II)配合物、一种钴(II)配位聚合物和一种含亚胺半萨伦配体的离子钴(III)配合物。半萨伦配体由香兰素(VP)与多种氨基吡啶(化合物HL1-HL4)或氨基酚(化合物HL5)合成。观察到干燥乙腈中的氯化钴(II)催化HL1和HL3的转化,而不是形成配合物。这些亚胺的转化进行了自环化,以-2''-吡啶基-2,6-二氧代-9-氮杂-[,]二-2'-甲氧基苯并壬烷或其甲基衍生物作为主要产物。其余反应使用亚胺HL1-HL5和醋酸钴(Co(Ac))在甲醇或二甲基亚砜/乙腈中进行,从而形成一系列钴配合物。得到了以下一系列化合物:两种相似的四面体分子钴(II)配合物[Co(L1)]和[Co(L3)]、一种三核混合配体Co(Ac)(L4)(VP)、一种配位聚合物{Co(L2)},最后是一种八面体阴离子钴(III)配合物[HNEt][Co(L5)]。后者配合物是在醋酸钴(II)与由VP和2-氨基酚衍生的半萨伦HL5反应中形成的。所有化合物的分子结构通过X射线衍射得到证实,并研究了钴(II)和钴(III)配合物对癌细胞系HCT116、HL-60和正常细胞系MRC-5的细胞毒性。