Abstract
A unique irregular hexagon was self-assembled using an organic donor clip (bearing terminal pyridyl units) and a complementary organometallic acceptor clip. The resulting metallamacrocycle was characterized by multinuclear NMR, mass spectrometry, and elemental analyses. Molecular modeling confirmed hexagonal shaped cavity for this metallamacrocycle which is a unique example of a discrete hexagonal framework self-assembled from only two building blocks. Cytotoxicity of the Pt-based acceptor tecton and the self-assembled PtII-based macrocycle was evaluated using three cancer cell lines and results were compared with cisplatin. Results confirmed a positive effect of the metallamacrocycle formation on cell growth inhibition.
Highlights
It is obvious from this report that biochemical interactions of supramolecular frameworks bearing Pt(II) centers have not been explored, especially in the context of their potential as anticancer therapeutic agents. This present work is in continuation of our research efforts to design unique supramolecular coordination complexes (SCCs) wherein we report synthesis of a discrete and nanoscalar hexagonal supramolecular complex using a new donor tecton
We have reported a new donor tecton (5) with two pendant pyridine rings that is derived from commercially available 2,6-dichloropyrazine. 5 is a new ditopic donor tecton with 0◦ angular orientation of the two pyridine rings
NMR and elemental analyses confirmed its purity while mass spectrometry (ESI-MS) data supported the formation of a [1 + 1] supramolecular species
Summary
Coordination driven self-assembly has been used conveniently in contemporary research for the construction of wide range of discrete supramolecular architectures (Chakrabarty et al, 2011; Cook et al, 2013b; Li et al, 2013; Schmidt et al, 2014; Schoedel and Zaworotko, 2014; Tanaka et al, 2014; Bhowmick et al, 2015a,b; Cook and Stang, 2015; Wang et al, 2016; Jana et al, 2017). Organometallic complex 6 and self-assembled macrocycle 7 were solubilized into cell culture grade dimethyl sulfoxide to make 10 mM stock solution. The cytotoxicity of all the compounds (6, 7 and cisplatin) was assessed using MTT assay against A549, KB, and HaCaT cell lines.
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