|Title:||Vanadium(IV) complexes with methyl-substituted 8-hydroxyquinolines : catalytic potential in the oxidation of hydrocarbons and alcohols with peroxides and biological activity|
Raposo, Luis R.
Nycz, Jacek E.
Babtista, Pedro V.
Fernandes, Alexandra R.
Ikonniko, Nikolai S.
Shul’pin, Georgiy B.
|Keywords:||vanadium(IV) complexes; biological activity; catalytic properties; 8-hydroxyquinoline; cytotoxicity studies|
|Citation:||"Molecules" (2021), iss. 21, art. no. 6364, s. 1-23|
|Abstract:||Methyl-substituted 8-hydroxyquinolines (Hquin) were successfully used to synthetize five-coordinated oxovanadium(IV) complexes: [VO(2,6-(Me)2-quin)2] (1), [VO(2,5-(Me)2-quin)2] (2) and [VO(2-Me-quin)2] (3). Complexes 1–3 demonstrated high catalytic activity in the oxidation of hydrocarbons with H2O2 in acetonitrile at 50 C, in the presence of 2-pyrazinecarboxylic acid (PCA) as a cocatalyst. The maximum yield of cyclohexane oxidation products attained was 48%, which is high in the case of the oxidation of saturated hydrocarbons. The reaction leads to the formation of a mixture of cyclohexyl hydroperoxide, cyclohexanol and cyclohexanone. When triphenylphosphine is added, cyclohexyl hydroperoxide is completely converted to cyclohexanol. Consideration of the regioand bond-selectivity in the oxidation of n-heptane and methylcyclohexane, respectively, indicates that the oxidation proceeds with the participation of free hydroxyl radicals. The complexes show moderate activity in the oxidation of alcohols. Complexes 1 and 2 reduce the viability of colorectal (HCT116) and ovarian (A2780) carcinoma cell lines and of normal dermal fibroblasts without showing a specific selectivity for cancer cell lines. Complex 3 on the other hand, shows a higher cytotoxicity in a colorectal carcinoma cell line (HCT116), a lower cytotoxicity towards normal dermal fibroblasts and no effect in an ovarian carcinoma cell line (order of magnitude HCT116 > fibroblasts > A2780).|
|Appears in Collections:||Artykuły (WNŚiT)|
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