| RRC ID |
55514
|
| 著者 |
Shishido S, Miyano R, Nakashima T, Matsuo H, Iwatsuki M, Nakamura K, Kanno T, Egusa H, Niwano Y.
|
| タイトル |
A novel pathway for the photooxidation of catechin in relation to its prooxidative activity.
|
| ジャーナル |
Sci Rep
|
| Abstract |
In the present study, we evaluated the prooxidative mode of action of photoirradiated (+)-catechin at 400 nm in relation to reactive oxygen species generation and its possible application to disinfection. Photoirradiation of (+)-catechin at a concentration of 1 mg/mL yielded not only hydrogen peroxide (H2O2) but hydroxyl radical (·OH) in a total amount of approximately 20 μM in 10 min. As a result, photoirradiated catechin killed Staphylococcus aureus, and a > 5-log reduction in viable bacteria counts was observed within 20 min. Liquid chromatography-high-resolution-electrospray ionization-mass spectrometry showed that photoirradiation decreased the (+)-catechin peak (molecular formula C15H14O6) whilst it increased two peaks of a substance with the molecular formula C15H12O6 with increasing irradiation time. Nuclear magnetic resonance analysis revealed that the two C15H12O6 peaks were allocated to intramolecular cyclization products that are enantiomers of each other. These results suggest that photoirradiation induces oxidation of (+)-catechin resulting in the reduction of oxygen to generate H2O2. This H2O2 is then homolytically cleaved to ·OH, and alongside this process, (+)-catechin is finally converted to two intramolecular cyclization products that are different from the quinone structure of the B ring, as proposed previously for the autoxidation and enzymatic oxidation of catechins.
|
| 巻・号 |
8(1)
|
| ページ |
12888
|
| 公開日 |
2018-8-27
|
| DOI |
10.1038/s41598-018-31195-x
|
| PII |
10.1038/s41598-018-31195-x
|
| PMID |
30150642
|
| PMC |
PMC6110801
|
| MeSH |
Anti-Bacterial Agents / chemistry
Anti-Bacterial Agents / pharmacology
Catechin / chemistry
Catechin / metabolism*
Catechin / pharmacology
Chromatography, Liquid
Hydrogen Peroxide / metabolism
Hydroxyl Radical / metabolism
Magnetic Resonance Spectroscopy
Molecular Structure
Oxidants, Photochemical / chemistry
Oxidants, Photochemical / metabolism*
Oxidation-Reduction* / drug effects
Reactive Oxygen Species / metabolism
Staphylococcus aureus / drug effects
Staphylococcus aureus / metabolism
Tandem Mass Spectrometry
|
| IF |
4.011
|
| 引用数 |
5
|
| リソース情報 |
| 一般微生物 |
JCM 2413 |
