| Literature DB >> 31260187 |
Joanna Kurek1, Patrycja Kwaśniewska-Sip2, Krzysztof Myszkowski3, Grzegorz Cofta4, Piotr Barczyński1, Marek Murias3, Rafał Kurczab5, Paweł Śliwa6, Piotr Przybylski1.
Abstract
Complexes of colchiceine with monovalent cation perchlorates and iodides have been obtained and characterized by spectroscopic methods. DFT and spectroscopic studies reveal that the dihedral angle ω1-1a-12-12a , crucial for colchicine biological mechanism of action, that is, binding to tubulins depends on the diameter of the complexed metal cation. Biological tests indicated no antifungal properties of colchicine (it was active only toward A.pullulans), in contrast to its derivative-(colchiceine). Complexation of colchiceine with metal cations improved significantly the antifungal potency, even below MIC <1 μg/ml. The colchiceine complexes were more potent than colchiceine, and some of them were even more potent than the fungicidal standard IPBC. The highest potency of colchiceine complexes was noted against A. pullulans (MIC = 0.5 μg/ml). In contrast to the findings concerning antifungal potency, the anticancer studies showed complexes of colchicine more active (~IC50 = 2 nM) than those of colchiceine (~IC50 = 6 μM). MDA-MB-231 breast cancer cell lines and human lung fibroblasts CCD39Lu were also tested.Entities:
Keywords: colchiceine; complexes with metal iodides and perchlorates; cytotoxic activity; fungistatic activity; tropolone alkaloids
Year: 2019 PMID: 31260187 DOI: 10.1111/cbdd.13583
Source DB: PubMed Journal: Chem Biol Drug Des ISSN: 1747-0277 Impact factor: 2.817