ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Supramolecular adducts of native and permethylated β-cyclodextrins with (2,2′-dipyridylamine)chlorido(1,4,7-trithiacyclononane)ruthenium(II) chloride: solid-state and biological activity studies

Susana S. Braga, Joana Marques, José A. Fernandes, Filipe A. Almeida Paz, Mª Paula M. Marques, Teresa M. Santos, and Artur M. S. Silva

QOPNA Research Unit, Department of Chemistry, University of Aveiro, Aveiro, Portugal

E-mail: sbraga@ua.pt

Abstract: The complex [([9]aneS₃)Ru^II(dipa)Cl]Cl (1, where dipa = 2,2′-dipyridylamine) was included into native β-cyclodextrin (β-CD) and permethylated β-CD (TRIMEB) by co-dissolution followed by solvent removal. Two adducts were obtained with a 1:1 host:guest stoichiometry. Solid-state studies of the guest comprised collecting the single-crystal structure of its 3.5 hydrate form and also powder diffraction on the remaining bulk material, showing it is isotypical with the harvested crystal for X-ray analysis. Solid-state studies of the cyclodextrin adducts were carried out by powder X-ray diffraction (PXRD), thermogravimetric analysis (TGA), ¹³C{¹H} CP/MAS NMR and FTIR spectroscopies. Biological studies on 1 and its adducts comprised the evaluation of the shift caused by 1 on the melting temperature of DNA (ΔT_m), as well as the evaluation of cytotoxicity by the MTT assay on the osteosarcoma MG-63 cell line.

Keywords: Cyclodextrin inclusion, Host–guest chemistry, Ru(II)-dipyridylamine complex, Solid-state, Osteosarcoma chemotherapy

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-016-0117-0

Chemical Papers 71 (7) 1235–1248 (2017)