Publication: Copper Complexes of Nicotinic-Aromatic Carboxylic Acids as Superoxide Dismutase Mimetics
1
Submitted Date
2008-09-25
Accepted Date
2008-11-27
Issued Date
2008
Resource Type
Language
eng
Rights
Mahidol University
Bibliographic Citation
Molecules. Vol.13, No.12 (2008), 3040-3056
Suggested Citation
Thummaruk Suksrichavalit, Supaluk Prachayasittikul, Theeraphon Piacham, Chartchalerm Isarankura-Na-Ayudhya, Chanin Nantasenamat, Virapong Prachayasittikul Copper Complexes of Nicotinic-Aromatic Carboxylic Acids as Superoxide Dismutase Mimetics. Molecules. Vol.13, No.12 (2008), 3040-3056. doi:10.3390/molecules13123040 Retrieved from: https://repository.li.mahidol.ac.th/handle/123456789/2099
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Title
Copper Complexes of Nicotinic-Aromatic Carboxylic Acids as Superoxide Dismutase Mimetics
Abstract
Nicotinic acid (also known as vitamin B3) is a dietary element essential for
physiological and antihyperlipidemic functions. This study reports the synthesis of novel
mixed ligand complexes of copper with nicotinic and other select carboxylic acids
(phthalic, salicylic and anthranilic acids). The tested copper complexes exhibited
superoxide dismutase (SOD) mimetic activity and antimicrobial activity against Bacillus
subtilis ATCC 6633, with a minimum inhibition concentration of 256 μg/mL. Copper
complex of nicotinic-phthalic acids (CuNA/Ph) was the most potent with a SOD mimetic
activity of IC50 34.42 μM. The SOD activities were observed to correlate well with the
theoretical parameters as calculated using density functional theory (DFT) at the
B3LYP/LANL2DZ level of theory. Interestingly, the SOD activity of the copper complex
CuNA/Ph was positively correlated with the electron affinity (EA) value. The two quantum
chemical parameters, highest occupied molecular orbital (HOMO) and lowest unoccupied
molecular orbital (LUMO), were shown to be appropriate for understanding the
mechanism of the metal complexes as their calculated energies show good correlation with
the SOD activity. Moreover, copper complex with the highest SOD activity were shown to
possess the lowest HOMO energy. These findings demonstrate a great potential for the development of value-added metallovitamin-based therapeutics.