10-Methylthiocolchicine complexes with lithium, sodium, potassium, rubidium and cesium metal cations salts – Cytotoxic, semi-empirical and molecular modelling studies. (1st November 2020)

• Record Type: Journal Article
• Authors: Kurek, Joanna; Kwaśniewska-Sip, Patrycja; Myszkowski, Krzysztof; Pospieszny, Tomasz; Cofta, Grzegorz; Murias, Marek; Kurczab, Rafał; Śliwa, Paweł
• Is Part Of: Polyhedron. Volume 190(2020)
• Publication Date: 2020-11-01
• Subjects: Complexes of 10-methylthiocolchicine -- Cytotoxic activity -- Fungicidal activity -- PM5 calculation -- Molecular modelling; Chemistry, Inorganic -- Periodicals; Chimie inorganique -- Périodiques; Organometaalverbindingen; Anorganische chemie; 546.05
• DOI: 10.1016/j.poly.2020.114791
• Languages: English
• ISSNs: 0277-5387

Abstract

Graphical abstract: Complexes of 10-methylthiocolchicine with monovalent cations have been obtained and characterized by spectroscopic methods, PM5 study and molecular modelling. The cytotoxic and fungicidal activities of the 10-methylthiocolchicine complexes were tested. The 10-methylthiocolchicine complexes were shown to be more active against SKOV-3 cancer than colchicine. Highlights: Complexes of 10-methylthiocolchicine with lithium, sodium, potassium, rubidium and cesium iodides and perchlorates. PM5 study and molecular modelling of 10-methylthiocolchicine complexes. The cytotoxic and fungicidal activities of 10-methylthiocolchicine complexes were tested. Abstract: Thiocolchicine (10-methylthiocolchicine) is a semi-synthetic alkaloid with notable cytotoxic activity. Complexes of 10-methylthiocolchicine with Li +, Na +, K +, Rb + and Cs + monovalent cations of perchlorates and iodides have been obtained and characterized by spectroscopic methods, semi-empirical studies and molecular modelling. An explanation of the chemical nature of complexes formed between this alkaloid and monovalent metal cations of perchlorate and iodide salts which are present in human daily life is important. Their activities as cytotoxic and antifungal agents were also tested against the SKOV-3 cancer cell line and for eight selected microfungi species, respectively. Biological tests indicated no antifungal properties for 10-methylthiocolchicine. Complexation of 10-methylthiocolchicine with monovalent metal cations significantly improved the anticancer potency (~IC50 = 4 nM) against the SKOV-3 cancer cell line.