Light-stable polypyridine silver() complexes of 1,3,5-triaza-7-phosphaadamantane (PTA) and 1,3,5-triaza-7-phosphaadamantane-7-sulfide (PTA&z.dbd;S): significant antiproliferative activity of representative examples in aqueous media

• Published in: Dalton transactions : an international journal of inorganic chemistry 2019-08, Vol.48 (3), p.11235-11249
• Main Authors: Jaros, Sabina W, liwi ska-Hill, Urszula, Bia o ska, Agata, Nesterov, Dmytro S, Kuropka, Piotr, Sokolnicki, Jerzy, Ba anów, Barbara, Smole ski, Piotr
• Format: Article
• Language: English
• Subjects: Anticancer properties; Antiproliferatives; Aqueous solutions; Crystal structure; Crystallography; Dichroism; Fluorescence; Serum albumin; Silver; Single crystals
• ISSN: 1477-9226; 1477-9234
• DOI: 10.1039/c9dt01646e

A series of novel silver( i ) 2,2′:6′,2′′-terpyridine (tpy), 4′-(4-methylphenyl)-2,2′:6′:2′′-terpyridine (tpy-Ph-Me) and 1,10-phenanthroline-5,6-dione (dione) derivatives containing PTA (1,3,5-triaza-7-phosphaadamantane) or 1,3,5-triaza-7-phosphaadamantane-7-sulfide (PTA&z.dbd;S) have been synthesized and fully characterized. Two types of complexes have been obtained, monocationic [Ag(tpy)(PTA)](NO 3 ) ( 1 ), [Ag(tpy-Ph-Me)(PTA)](NO 3 ) ( 2 ), [Ag(dione)(PTA&z.dbd;S)](BF 4 ) ( 4 ) and [Ag(dione) 2 ](PF 6 ) ( 5 ) and neutral [Ag(dione)(PTA&z.dbd;S)(NO 3 )] ( 3 ). The solid-state structures of four complexes have been determined by single-crystal X-ray diffraction. Complexes 1 and 2 are luminescent at room temperature and 77 K while 5 shows emission only at 77 K. Compounds 3 and 4 are not emissive. Furthermore, representative light-stable and water-soluble 1 and 3 were evaluated for their cytotoxic activities on the normal human dermal fibroblast (NHDF) cell line and their antitumor activity using the human lung carcinoma (A549), epithelioid cervix carcinoma (HeLa) and human breast adenocarcinoma (MCF-7) cell lines. Interactions between the complexes and human serum albumin (HSA) using UV-Vis, fluorescence and circular dichroism spectroscopy (CD) were also investigated. A series of novel silver polypyridine complexes containing PTA or PTA&z.dbd;S have been synthesized and fully characterized. Representative light-stable and water-soluble complexes were evaluated for their cytotoxic and the antitumor activity.