Article (Scientific journals)
Anti-UVC Irradiation and Metal Chelation Properties of 6-Benzoyl-5,7-dihydroxy-4-phenyl-chromen-2-one: An Implication for Anti-Cataract Agent
Liao, Jiahn-Haur; Wu, Tzu-Hua; Hsu, Feng-Lin et al.
2011In International Journal of Molecular Sciences, 12, p. 7059-7076
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Anti-UVC Irradiation and Metal Chelation Properties of 6-Benzoyl-5,7-dihydroxy-4-phenyl-chromen-2-one - An Implication for Anti-Cataract Agent.pdf
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Keywords :
irradiation; anti-cataract; coumarin; γ-crystallin; iron-chelation
Abstract :
[en] Coumarin derivative 1, 5,7-dihydroxy-6-(3-methyl-1-butyryl)-4-phenyl-chromen- 2-one, has been reported to possess radical scavenging activity and DNA protection. We have synthesized a series of coumarins with structural modifications at positions C4, C5, C6 and C7 and evaluated them for their anti-UVC properties. Coumarin 7, 6-benzoyl-5,6-dihydroxy-4-phenyl-chromen-2-one, was found to have the most potent activity in protecting porcine γ-crystallin against UVC insults. Results of fluorescence assays indicated that compound 7 was capable of decreasing the loss of intensity while lens crystallins and DNA PUC19 were irradiated with UVC. Presence of compound 7 decreased hydroxyl radical levels determined by probe 1b and the free iron concentrations determined by Ferrozine reagent. The chelation assay showed that compound 7 was chelated to metal via 6-CO and 5-OH on the benzopyrone ring. The observed protective effects of compound 7 towards crystallins from insults of UVC and free radicals may be due to its iron-chelating activity and its peak absorption at 254 nm.
Disciplines :
Pharmacy, pharmacology & toxicology
Chemistry
Biochemistry, biophysics & molecular biology
Author, co-author :
Liao, Jiahn-Haur;  Institute of Biological Chemistry > Academia Sinica, Taipei, Taiwan
Wu, Tzu-Hua
Hsu, Feng-Lin
Huang, Yi-Shiang ;  Institute of Biological Chemistry > Academia Sinica, Taipei, Taiwan
Chiang, Po-Hung
Huang, Zih-You
Huang, Chi-Hsien
Wu, Shih-Hsiung
Lin, Mei-Hsiang
Language :
English
Title :
Anti-UVC Irradiation and Metal Chelation Properties of 6-Benzoyl-5,7-dihydroxy-4-phenyl-chromen-2-one: An Implication for Anti-Cataract Agent
Publication date :
21 October 2011
Journal title :
International Journal of Molecular Sciences
ISSN :
1661-6596
eISSN :
1422-0067
Publisher :
Molecular Diversity Preservation International (MDPI), Basel, Switzerland
Volume :
12
Pages :
7059-7076
Peer reviewed :
Peer Reviewed verified by ORBi
Funders :
National Science Council (NSC98-2313-B-038-002-MY3) and Academia Sinica, Taipei, Taiwan
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