title: Visible light-induced nitric oxide release from a novel nitrobenzene derivative cross-conjugated with a coumarin fluorophore.
abstract: Nitric oxide (NO) is a well-known free-radical molecule which is endogenously biosynthesised and shows various functions in mammals. To investigate NO functions, photocontrollable NO donors, compounds which release NO in response to light, are expected to be potentially useful. However, most of the conventional NO donors require harmful ultra-violet light for NO release. In this study, two dimethylnitrobenzene derivatives conjugated with coumarins were designed, synthesized and evaluated as photocontrollable NO donors. The optical properties and efficiency of photo-induced NO release were dependent upon the nature of the conjugation system. One of these compounds, Bhc-DNB (1), showed spatiotemporally well-controlled NO release in cultured cells upon exposure to light in the less-cytotoxic visible wavelength range (400-430 nm).
authors.affiliation: Graduate School of Pharmaceutical Sciences, Nagoya City University, 3-1 Tanabe-dori, Mizuho-ku, Nagoya, Aichi 467-8603, Japan.
authors.forename: Kai
authors.initials: K
authors.lastname: Kitamura
authors.affiliation: Graduate School of Pharmaceutical Sciences, Nagoya City University, 3-1 Tanabe-dori, Mizuho-ku, Nagoya, Aichi 467-8603, Japan.
authors.forename: Naoya
authors.initials: N
authors.lastname: Ieda
authors.affiliation: Graduate School of Pharmaceutical Sciences, Nagoya City University, 3-1 Tanabe-dori, Mizuho-ku, Nagoya, Aichi 467-8603, Japan.
authors.forename: Kazuhiro
authors.initials: K
authors.lastname: Hishikawa
authors.affiliation: Kyoto Prefectural University of Medicine, 13, Taishogun, Nishitakatsukasa-cho, Kita-ku, Kyoto 403-8334, Japan.
authors.forename: Takayoshi
authors.initials: T
authors.lastname: Suzuki
authors.affiliation: Graduate School of Pharmaceutical Sciences, Nagoya City University, 3-1 Tanabe-dori, Mizuho-ku, Nagoya, Aichi 467-8603, Japan.
authors.forename: Naoki
authors.initials: N
authors.lastname: Miyata
authors.affiliation: School of Pharmacy, Showa University, 1-5-8 Hatanodai, Shinagawa-ku, Tokyo 142-8555, Japan.
authors.forename: Kiyoshi
authors.initials: K
authors.lastname: Fukuhara
authors.affiliation: Graduate School of Pharmaceutical Sciences, Nagoya City University, 3-1 Tanabe-dori, Mizuho-ku, Nagoya, Aichi 467-8603, Japan.
authors.forename: Hidehiko
authors.initials: H
authors.lastname: Nakagawa
mesh_terms: D049109:Cell Proliferation / Q000187:drug effects / Q000528:radiation effects; D003374:Coumarins / Q000737:chemistry* / Q000378:metabolism; D005456:Fluorescent Dyes / Q000737:chemistry* / Q000378:metabolism; D005609:Free Radicals; D045325:HCT116 Cells; D006801:Humans; D008027:Light; D015394:Molecular Structure; D009569:Nitric Oxide / Q000378:metabolism* / Q000528:radiation effects*; D009578:Nitrobenzenes / Q000737:chemistry* / Q000378:metabolism; D010777:Photochemistry
chemical_list: D003374:Coumarins; D005456:Fluorescent Dyes; D005609:Free Radicals; D009578:Nitrobenzenes; D009569:Nitric Oxide; C030123:coumarin; C036077:nitrobenzene
keywords: Caged compound; Cross-conjugation; NO donor; Nitric oxide; Visible light-control