Synthesis, Characterisation and Antiproliferative Studies of Allyl(dicarbonyl)(cyclopentadienyl)molybdenum Complexes and Cyclodextrin Inclusion Compounds

abstract

The complexes [(eta(5)-C5H4-CO-R)Mo(CO)(2)(eta(3)-C3H5)] [R = OH (1), Phe OMe (2)] have been examined as guests for the cyclodextrin (CD) hosts beta-CD and heptakis(2,3,6-tri-O-methyl)-beta-CD (TRIMEB), and the resultant inclusion compounds have been characterised in the solid state by elemental and thermogravimetric analyses, powder X-ray diffraction, C-13{H-1) cross-polarisation (CP) magic angle spinning (MAS) NM R spectroscopy and ITTIR spectroscopy. Singlecrystal X-ray analysis of 1 shows that the unit cell contains centrosymmetric supramolecular dimers comprising two di- carlx)nyl complexes linked through hydrogen-bonding interactions involving the carboxylic acid groups. In screening tests for antiproliferative effects, the Cl) adducts containing 1 displayed enhanced antitumour activity against mouse melanoma (when compared with nonincluded 1), while showing minimal activity towards human adenocarcinoma and nontumour rat myoblast cell lines. TRIMEB encapsulation resulted in a predominant toxic effect on tumour cells versus the rion-neoplastic rriyoblasl cells.

keywords

ORGANOMETALLIC CONFORMATIONAL EQUILIBRIA; CAMBRIDGE STRUCTURAL DATABASE; RING INDENYL ANALOGS; BETA-CYCLODEXTRIN; CRYSTAL-STRUCTURES; ALLYL COMPLEXES; MIXED-RING; MOLYBDENUM COMPLEXES; CATALYST PRECURSORS; TUNGSTEN COMPLEXES

subject category

Chemistry

authors

Braga, SS; Mokal, V; Paz, FAA; Pillinger, M; Branco, AF; Sardao, VA; Diogo, CV; Oliveira, PJ; Marques, MPM; Romao, CC; Goncalves, IS

our authors

acknowledgements

This work was partly financed by the Fundo Europeu de Desenvolvimento Regional (FEDER) through COMPETE (Programa Operacional Factores de Competitividade) and by Portuguese national funds through the Fundacao para a Ciencia e a Tecnologia FCT) within the projects PEst-OE/QUI/UI0070/2011, CICECO - FCOMP-01-0124-FEDER-037271 (FCT ref. PEst-C/CTM/LA0011/2013), QOPNA - FCOMP-01-0124-FEDER-037296 (PEst C-QUI/UI0062/2013) and FCOMP-01-0124-FEDER-029779 (FCT ref. PTDC/QEQ-SUP/1906/2012). The authors further wish to thank FCT for specific funding towards the purchase of the single-crystal diffractometer.

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