Anti-UVC irradiation and metal chelation properties of 6-benzoyl-5,7-dihydroxy-4-phenyl-chromen-2-one: An implications for anti-cataract agent

Jiahn Haur Liao, Tzu Hua Wu, Feng-Lin Hsu, Yi Shiang Huang, Po Hung Chiang, Zih You Huang, Chi Hsien Huang, Shih Hsiung Wu, Mei Hsiang Lin

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

Coumarin derivative 1, 5,7-dihydroxy-6-(3-methyl-1-butyryl)-4-phenylchromen- 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. Theobserved 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.

Original languageEnglish
Pages (from-to)7059-7076
Number of pages18
JournalInternational Journal of Molecular Sciences
Volume12
Issue number10
DOIs
Publication statusPublished - Oct 2011

    Fingerprint

Keywords

  • γ-crystallin
  • Anti-cataract
  • Coumarin
  • Iron-chelation
  • Irradiation

ASJC Scopus subject areas

  • Computer Science Applications
  • Molecular Biology
  • Catalysis
  • Inorganic Chemistry
  • Spectroscopy
  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Medicine(all)

Cite this