Self-assembled amphiphilic bipyridine and bisquinoline cisplatin analogues: synthesis and anticancer properties.

Abstract

We report the synthesis and characterisation of two amphiphilic cisplatin analogues derived from bipyridine and bisquinoline modified with two 3-oxo-3,6,9,12-tetraoxadocosyl groups. The amphiphilic cisplatin analogues readily form vesicles in water such as 200 to 400 nm in diameter for the bipyridine Pt complex and 1000 to 1300 nm in diameter for the bisquinoline Pt complex. The bisquinoline Pt complex exhibited a LD50 of ~24 µM for HeLa and HEK cells. On the other hand, the Pt-bipyridine complex exhibited no notable toxicity against HeLa and HEK cells under 121 µM. Amphiphilic cisplatin analogues of this type are paving the way for a new generation of active anticancer compounds that can be carried by lipoproteins for targeted anticancer therapies in clinical applicatio