3,3'-Dihydroxyisorenieratene prevents UV-induced formation of reactive oxygen species and the release of protein-bound zinc ions in human skin fibroblasts.
3,3'-Dihydroxyisorenieratene (DHIR) is a structurally unusual carotenoid exhibiting bifunctional antioxidant properties. It is synthesized by Brevibacterium linens, used in dairy industry for the production of red smear cheeses. The compound protects cellular structures against photo-oxidative damage and inhibits the UV-dependent formation of thymidine dimers. Here we show that DHIR prevents a UV-induced intracellular release of zinc ions from proteins in human dermal fibroblasts. The effect is correlated with a decreased formation of intracellular reactive oxygen species. In contrast, zinc release from cellular proteins induced by hyperthermia is not affected by pretreatment of cells with the antioxidant DHIR. It is suggested that the intracellular zinc release upon UV irradiation is due to oxidative modifications of the zinc ligands in proteins (e.g. cysteine) and that protection by DHIR is due to intracellular scavenging of reactive oxygen species generated in photo-oxidation.
Institute of Biochemistry and Molecular Biology I, Heinrich-Heine-University Düsseldorf, D-40001 Düsseldorf, Germany.
Kaya
K
Lutter
Silke
S
De Spirt
Sebastian
S
Kock
Klaus-Dietrich
KD
Kröncke
Hans-Dieter
HD
Martin
Tanja
T
Wagener
Wilhelm
W
Stahl
D002338:Carotenoids / Q000493:pharmacokinetics / Q000494:pharmacology*; D002460:Cell Line; D002470:Cell Survival / Q000187:drug effects; D002614:Chelating Agents / Q000737:chemistry; D004307:Dose-Response Relationship, Radiation; D005347:Fibroblasts / Q000737:chemistry / Q000187:drug effects / Q000473:pathology / Q000528:radiation effects; D005456:Fluorescent Dyes / Q000737:chemistry; D016166:Free Radical Scavengers / Q000493:pharmacokinetics / Q000494:pharmacology*; D006358:Hot Temperature / Q000009:adverse effects; D006801:Humans; D014975:Lutein / Q000493:pharmacokinetics / Q000494:pharmacology; D015363:Quinolones / Q000737:chemistry; D017382:Reactive Oxygen Species / Q000737:chemistry*; D012867:Skin / Q000737:chemistry / Q000187:drug effects* / Q000473:pathology / Q000528:radiation effects; D013312:Stress, Physiological / Q000187:drug effects; D014105:Tosyl Compounds / Q000737:chemistry; D014466:Ultraviolet Rays / Q000009:adverse effects*; D015032:Zinc / Q000737:chemistry / Q000528:radiation effects*
C534790:3,3'-dihydroxyisorenieratene; D002614:Chelating Agents; D005456:Fluorescent Dyes; D016166:Free Radical Scavengers; D015363:Quinolones; D017382:Reactive Oxygen Species; D014105:Tosyl Compounds; D002338:Carotenoids; D015032:Zinc; D014975:Lutein; C084731:zinquin