Synthesis, characterization, and anticancer properties of organometallic Schiff base platinum complexes

Abstract

A small family of organometallic platinum complexes containing a chloride, ciscyclooctene, and a Schiff base ligand have been prepared and characterized fully. Three aliphatic amines and four aromatic amines were chosen as representative examples. All complexes were stable in air except for 7, derived from the pinacol-protected 4-aminophenylboronate ester 4-H2NC6H4Bpin (pin = 1,2-O2C2Me4), which decomposed via B-C bond cleavage.Both complex 4 (derived from aniline) and 7 were further characterized by single crystal X-ray diffraction studies and confirmed the square planar nature of the platinum center whereby the chloride ligand lies trans to the deprotonated hydroxyl group of the Schiff base ligand. The imine functionality is trans to the organic cyclooctene group. Complex 3, which contained the longest aliphatic chain studied (an octyl group), was the most promising for inducing apoptosis in the malignant MB231 breast cancer cell line. Conversely, complexes 4-6, which contained aromatic groups, were the most active against Renal Cell Carcinoma (RCC) cell lines. Graphical Abstract: Seven new organometallic (salicylaldiminato)platinum(II) complexes have been prepared, and characterized fully, whereupon six of these new compounds were examined for their in vitro cytotoxic properties against breast cancer cell line MB231 and Renal Cell Carcinoma (RCC) cell lines.

Schiff Base Metal Complexes as Anticancer Agents

“…Organometallic platinum complexes containing a chloride, cis-cyclooctene and a Schiff base ligand have been prepared and characterized (Fig. 26) [35]. Three aliphatic amines and four aromatic amines were chosen as representative examples.…”

“…Complex which contained the longest aliphatic chain studied (octyl group), was the most promising for inducing apoptosis in the malignant MB231 breast cancer cell line. Conversely, complexes which contained aromatic groups, were the most active against renal cell carcinoma (RCC) cell lines [35].…”

Probing the Molecular Function of Novel Boron-containing Compounds

“…All of the compounds used in this study have been previously published. Their chemical structures were confirmed by NMR [66][67][68][69][70][71] . Some biological activity has been observed with these compounds but it remains unclear what they are reacting with.…”

“…In this study we tested novel BCCs against HCoV-NL63 and HCoV-OC43 models to determine their effectiveness as antiviral agents. All of the compounds used in this chapter have been previously published with their structures confirmed by NMR [66][67][68][69]122 and other analytical techniques. We reveal several compounds that have antiviral activity.…”