Acetyl zingerone: An efficacious multifunctional ingredient for continued protection against ongoing DNA damage in melanocytes after sun exposure ends

被引:21
作者
Chaudhuri, R. K. [1 ]
Meyer, T. [1 ]
Premi, S. [2 ]
Brash, D. [3 ]
机构
[1] Sytheon Ltd, 315 Wootton St, Boonton, NJ 07005 USA
[2] H Lee Moffitt Canc Ctr & Res Inst, 12902 Magnolia Dr, Tampa, FL 33612 USA
[3] Yale Univ, Sch Med, Dept Therapeut Radiol, 333 Cedar St, New Haven, CT 06520 USA
关键词
Acetyl zingerone; ultraviolet radiation (UVR); dark cyclobutane pyrimidine dimers (dark-CPDs); quencher; antioxidant; scavenger; SINGLET OXYGEN; 1,2-DIOXETANE FORMATION; FLUORESCENCE PROBES; ACTION SPECTRUM; ENERGY-TRANSFER; IN-VIVO; GENERATION; SUGGESTS; PHOTOOXYGENATION; CHEMIEXCITATION;
D O I
10.1111/ics.12582
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Objective Recent research has shown that significant levels of cyclobutane pyrimidine dimers (CPDs) in DNA continue to form in melanocytes for several hours in the dark after exposure to ultraviolet radiation (UVR) ends. We document the utility of a new multifunctional ingredient, 3-(4-hydroxy, 3-methoxybenzyl)-pentane-2,4-dione (INCI acetyl zingerone (AZ)), to protect melanocytes against CPD formation after UVR exposure ends. Methods The use of AZ as an intervention to reduce CPD formation after irradiation was assessed in vitro by comparing kinetic profiles of CPD formation for several hours after irradiation in cells that were untreated or treated with AZ immediately after irradiation. Multifunctional performance of AZ as an antioxidant, quencher and scavenger was established using industry-standard in vitro chemical assays, and then, its efficacy in a more biological assay was confirmed by its in vitro ability to reduce intracellular levels of reactive oxygen species (ROS) in keratinocytes exposed to UVA radiation. Molecular photostability was assessed in solution during exposure to solar-simulated UVR and compared with the conventional antioxidant alpha-tocopherol. Results Even when added immediately after irradiation, AZ significantly inhibited ongoing formation of CPDs in melanocytes after exposure to UVA. Incubation with AZ before irradiation decreased intracellular levels of UVA-induced ROS formation in keratinocytes. Compared with alpha-tocopherol, the molecular structure of AZ endows it with significantly better photostability and efficacy to neutralize free radicals (center dot OH, center dot OOH), physically quench singlet oxygen (O-1(2)) and scavenge peroxynitrite (ONOO-). Conclusion These results designate AZ as a new type of multifunctional ingredient with strong potential to extend photoprotection of traditional sunscreens and daily skincare products over the first few hours after sun exposure ends.
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页码:36 / 45
页数:10
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