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

abstract

The complex [([9]aneS(3))Ru-II(dipa)Cl]Cl (1, where dipa = 2,2'-dipyridylamine) was included into native beta-cyclodextrin (beta-CD) and permethylated beta-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), C-13{H-1} 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 (Delta T (m)), as well as the evaluation of cytotoxicity by the MTT assay on the osteosarcoma MG-63 cell line.

keywords

MOLYBDENOCENE DICHLORIDE CP2MOCL2; X-RAY-DIFFRACTION; COMPLEX NAMI-A; RUTHENIUM COMPLEX; INCLUSION COMPOUND; STRUCTURAL-CHARACTERIZATION; ANTICANCER ACTIVITY; OSTEOSARCOMA CELLS; ARENE COMPLEXES; INHIBITION

subject category

Chemistry

authors

Braga, SS; Marques, J; Fernandes, JA; Paz, FAA; Marques, MPM; Santos, TM; Silva, AMS

our authors

acknowledgements

The supply of beta-CD (Kleptose) by Roquette Laboratoires (Lestrem, France) is gracefully acknowledged. Thanks are due to Lucia Anjo for her collaboration in the early steps of the work. We are also grateful to the University of Aveiro and to FCT/ MEC (Fundacao para a Ciencia e a Tecnologia, Ministerio da Educacao e da Ciencia), through national founds and, where applicable, co-financed by the FEDER (European Fund for Regional Development) within the PT2020 Partnership Agreement, for the financial support to the QOPNA research project (FCT UID/QUI/00062/2013), to the Portuguese NMR Network, to CICECO-Aveiro Institute of Materials (FCT UID/CTM/50011/2013), and for specific funding towards the purchase of the single-crystal diffractometer. J.A.F. participated in this work while receiving a post-doctoral grant (SFRH/ BPD/63736/2009) supported by the programme POPH (FCT/European Social Fund).

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