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Synthesis and characterization of thiosemicarbazonato molybdenum(VI) complexes and their in vitro antitumor activity

Vrdoljak, Višnja; Đilović, Ivica; Rubčić, Mirta; Kraljević Pavelić, Sandra; Kralj, Marijeta; Matković-Čalogović, Dubravka; Piantanida, Ivo; Novak, Predrag; Rožman, Andrea; Cindrić, Marina (2010) Synthesis and characterization of thiosemicarbazonato molybdenum(VI) complexes and their in vitro antitumor activity. European Journal of Medicinal Chemistry, 45 (1). pp. 38-48. ISSN 0223-5234

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Abstract

New dioxomolybdenum(VI) complexes were obtained by the reaction of [MoO2(acac)2] with thiosemicarbazone ligands derived from 3-thiosemicarbazide and 4-(diethylamino)salicylaldehyde (H2L1), 2-hydroxy-3-methoxybenzaldehyde (H2L2) or 2-hydroxy-1-naphthaldehyde (H2L3). In all complexes thiosemicarbazonato ligands are coordinated to molybdenum as tridentate ONS-donors. Octahedral coordination of each molybdenum atom is completed by methanol molecule (in 1a-3a) or by oxygen atom of Mo=O unit from the neighbouring molecule (in 1-3). All complexes were characterized by means of chemical analyses, IR spectroscopy, TG and NMR measurements. The molecular structures of the ligand H2L2 and complex [MoO2L2(CH3OH)]• CH3OH (2a) have been determined by single crystal X-ray crystallography. The characterisation of thiosemicarbazonato molybdenum(VI) complexes (1-4) as well as of the 4-phenylthisemicarbazonato molybdenum(VI) complexes (5-8) in aqueous medium revealed that upon dissolving complexes in water, most likely to some extent dissociation took place, although experimental data didn’ t allow exact quantification of dissociation. The antiproliferative effects of studied molybdenum(VI) complexes (1-8) on the human cell lines were identical to the activity of their corresponding ligands.

Item Type: Article
Uncontrolled Keywords: thiosemicarbazone, molybdenum(VI) complexes, X-ray crystal structures, antiproliferative effects, tumour cell lines
Subjects: NATURAL SCIENCES > Chemistry
NATURAL SCIENCES > Chemistry > Organic Chemistry
BIOMEDICINE AND HEALTHCARE > Basic Medical Sciences
Divisions: Division of Organic Chemistry and Biochemistry
Projects:
Project titleProject leaderProject codeProject type
Novi kompleksni spojevi i materijali-kemijski i biološki katalizatori[68755] Marina Cindrić119-1191342-1082MZOS
Uloga različitih mehanizama odgovora stanica na terapiju oštećenjem DNA[187794] Marijeta Kralj098-0982464-2514MZOS
Dizajn, sinteza i ispitivanje interakcija malih molekula s DNA, RNA i proteinima[202026] Ivo Piantanida098-0982914-2918MZOS
Strukturno istraživanje bioloških makromolekula metodom rentgenske difrakcije[108862] Dubravka Matković-Čalogović119-1193079-1084MZOS
Interakcije i dizajn bioaktivnih molekula[176404] Predrag Novak119-1191342-1083MZOS
Depositing User: Ivo Piantanida
Date Deposited: 14 Nov 2014 07:58
Last Modified: 14 Nov 2014 10:32
URI: http://fulir.irb.hr/id/eprint/1624
DOI: 10.1016/j.ejmech.2009.09.021

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