Publication:
Copper complexes of nicotinic-aromatic carboxylic acids as superoxide dismutase mimetics

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Issued Date

2008

Resource Type

Article

File Type

application/pdf

ISSN

14203049

DOI

10.3390/molecules13123040

Other identifier(s)

2-s2.0-58149292064

Rights Holder(s)

Scopus

Bibliographic Citation

Molecules. Vol 13, No.12 (2008), p.3040-3056

Suggested Citation

Suksrichavalit T., Prachayasittikul S., Piacham T., Isarankura-Na-Ayudhya C., Nantasenamat C., Prachayasittikul V. Copper complexes of nicotinic-aromatic carboxylic acids as superoxide dismutase mimetics. Molecules. Vol 13, No.12 (2008), p.3040-3056. doi:10.3390/molecules13123040 Retrieved from: https://hdl.handle.net/20.500.14740/3811

Title

Copper complexes of nicotinic-aromatic carboxylic acids as superoxide dismutase mimetics

Author(s)

Suksrichavalit T.
 Prachayasittikul S.
 Piacham T.
 Isarankura-Na-Ayudhya C.
 Nantasenamat C.
 Prachayasittikul V.

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 IC 50 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. © 2008 by the authors; licensee Molecular Diversity Preservation International.

Subject(s)

Antiinfective agent
 Aromatic hydrocarbon
 Biomimetic material
 Carboxylic acid
 Copper
 Ligand
 Nicotinic acid
 Scavenger
 Superoxide
 Superoxide dismutase
 Article
 Bacterium
 Chemical structure
 Chemistry
 Drug effect
 Fungus
 Infrared spectrophotometry
 Metabolism
 Microbiological examination
 Anti-Infective Agents
 Bacteria
 Biomimetic Materials
 Carboxylic Acids
 Copper
 Free Radical Scavengers
 Fungi
 Hydrocarbons, Aromatic
 Ligands
 Microbial Sensitivity Tests
 Models, Molecular
 Niacin
 Spectrophotometry, Infrared
 Superoxide Dismutase
 Superoxides

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URI

https://hdl.handle.net/20.500.14740/3811

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Scopus: Year 1983-2021

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