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Synthesis, Characterisation and Antiproliferative Studies of Allyl(dicarbonyl)(cyclopentadienyl)molybdenum Complexes and Cyclodextrin Inclusion Compounds
Author(s) -
Braga Susana S.,
Mokal Vijaya,
Paz Filipe A. Almeida,
Pillinger Martyn,
Branco Ana F.,
Sardão Vilma A.,
Diogo Cátia V.,
Oliveira Paulo J.,
Marques Maria P. M.,
Romão Carlos C.,
Gonçalves Isabel S.
Publication year - 2014
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.201402540
Subject(s) - chemistry , supramolecular chemistry , cyclodextrin , adduct , thermogravimetric analysis , stereochemistry , nuclear magnetic resonance spectroscopy , cyclopentadienyl complex , hydrogen bond , magic angle spinning , medicinal chemistry , crystallography , crystal structure , molecule , organic chemistry , catalysis
The complexes [(η 5 ‐C 5 H 4 –CO–R)Mo(CO) 2 (η 3 ‐C 3 H 5 )] [R = OH ( 1 ), Phe–OMe ( 2 )] have been examined as guests for the cyclodextrin (CD) hosts β‐CD and heptakis(2,3,6‐tri‐ O ‐methyl)‐β‐CD (TRIMEB), and the resultant inclusion compounds have been characterised in the solid state by elemental and thermogravimetric analyses, powder X‐ray diffraction, 13 C{ 1 H} cross‐polarisation (CP) magic angle spinning (MAS) NMR spectroscopy and FTIR spectroscopy. Single‐crystal X‐ray analysis of 1 shows that the unit cell contains centrosymmetric supramolecular dimers comprising two dicarbonyl complexes linked through hydrogen‐bonding interactions involving the carboxylic acid groups. In screening tests for antiproliferative effects, the CD 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 non‐neoplastic myoblast cells.