title: Anti-UVC irradiation and metal chelation properties of 6-benzoyl-5,7-dihydroxy-4-phenyl-chromen-2-one: an implications for anti-cataract agent.
abstract: 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.
authors.affiliation: Institute of Biological Chemistry, Academia Sinica, 128 Academia Road, Section 2, Nankang, Taipei 115, Taiwan; E-Mails:  liaojh@gate.sinica.edu.tw  (J.-H.L.);  pokerface1031@gmail.com  (Y.-S.H.).
authors.forename: Jiahn-Haur
authors.initials: JH
authors.lastname: Liao
authors.forename: Tzu-Hua
authors.initials: TH
authors.lastname: Wu
authors.forename: Feng-Lin
authors.initials: FL
authors.lastname: Hsu
authors.forename: Yi-Shiang
authors.initials: YS
authors.lastname: Huang
authors.forename: Po-Hung
authors.initials: PH
authors.lastname: Chiang
authors.forename: Zih-You
authors.initials: ZY
authors.lastname: Huang
authors.forename: Chi-Hsien
authors.initials: CH
authors.lastname: Huang
authors.forename: Shih-Hsiung
authors.initials: SH
authors.lastname: Wu
authors.forename: Mei-Hsiang
authors.initials: MH
authors.lastname: Lin
mesh_terms: D000818:Animals; D002386:Cataract / Q000517:prevention & control*; D002614:Chelating Agents / Q000737:chemistry*; D003374:Coumarins / Q000737:chemistry* / Q000494:pharmacology / Q000627:therapeutic use; D004247:DNA / Q000737:chemistry / Q000378:metabolism; D017665:Hydroxyl Radical / Q000737:chemistry / Q000633:toxicity; D007908:Lens, Crystalline / Q000187:drug effects / Q000528:radiation effects; D008670:Metals / Q000737:chemistry*; D009391:Nephelometry and Turbidimetry; D018384:Oxidative Stress / Q000187:drug effects / Q000528:radiation effects; D010782:Photolysis / Q000187:drug effects / Q000528:radiation effects; D010957:Plasmids / Q000378:metabolism; D020011:Protective Agents / Q000737:chemistry* / Q000494:pharmacology / Q000627:therapeutic use; D013552:Swine; D014466:Ultraviolet Rays
chemical_list: D002614:Chelating Agents; D003374:Coumarins; D008670:Metals; D020011:Protective Agents; D017665:Hydroxyl Radical; D004247:DNA; C030123:coumarin
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