Original Article

Subject Category: Photobiology

Journal of Investigative Dermatology (2003) 121, 406–411; doi:10.1046/j.1523-1747.2003.12351.x

Protective Effect of alpha-Tocopherol-6-O-Phosphate Against Ultraviolet B-Induced Damage in Cultured Mouse Skin

Satomi Nakayama, Eiko M Katoh*, Toshi Tsuzuki* and Shizuko Kobayashi

  1. Kyoritsu College of Pharmacy, Tokyo 105-8512, Japan
  2. *Central Research Laboratory, Showa Denko Co., Ltd, Chiba City, Japan

Correspondence: Shizuko Kobayashi, Ph.D., Kyoritsu College of Pharmacy, Shibakoen 1-5-30, Minato-ku, Tokyo 105, Japan. Email: kobayashi-sz@kyoritsu-ph.ac.jp

Received 18 October 2002; Revised 9 January 2003; Accepted 6 March 2003; Published online 23 July 2003.

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Abstract

The ability of the novel water-soluble provitamin E, alpha-tocopherol-6-O-phosphate, to protect against ultraviolet B-induced damage in cultured mouse skin was investigated and compared with the protectiveness of alpha-tocopherol acetate in cultured mouse skin. Pretreatment of skin with 0.5% (9.4 mM) alpha-tocopherol-6-O-phosphate in medium for 3 h significantly prevented such photodamage as sunburn cell formation, DNA degradation, and lipid peroxidation, which were induced in control cultured skin by a single dose of ultraviolet B irradiation at 0 to 40 kJ per m2 (290–380 nm, maximum 312 nm). This protection was greater than that seen with alpha-tocopherol acetate, the most common provitamin E that is used in commercial human skin care products. The concentration of alpha-tocopherol in cultured skin pretreated with 0.5% alpha-tocopherol-6-O-phosphate rose to approximately two to three times that found in the control skin and the reduction in cutaneous alpha-tocopherol that was induced by ultraviolet irradiation was significantly inhibited. In the group pretreated with 0.5% alpha-tocopherol acetate, however, conversion of alpha-tocopherol acetate to alpha-tocopherol was not observed, although the level of provitamin incorporated into the cultured skin was the same as that for alpha-tocopherol-6-O-phosphate. These findings indicated that the enhanced ability of alpha-tocopherol-6-O-phosphate to protect against ultraviolet B-induced skin damage compared with alpha-tocopherol acetate may have been due to alpha-tocopherol-6-O-phosphate's conversion to alpha-tocopherol. Moreover, following pretreatment with a 0.5% alpha-tocopherol-6-O-phosphate, alpha-tocopherol-6-O-phosphate was incorporated into the human skin in a three-dimensional model and 5% of the incorporated alpha-tocopherol-6-O-phosphate was converted to alpha-tocopherol. These results suggest that treatment with the novel provitamin E, alpha-tocopherol-6-O-phosphate may be useful in preventing ultraviolet-induced human skin damage.

Keywords:

DNA degradation, sunburn cell formation, sunscreen, thiobarbituric acid reactive substances, ultraviolet B irradiation, alpha-tocopherol acetate, alpha-tocopherol, alpha-tocopherol-6-O-phosphate

Abbreviations:

alpha-Toc, alpha-tocopherol; alpha-TA, alpha-tocopherol acetate; alpha-TP, alpha-tocopherol-6-o-phosphate; DMSO, dimethly sulfoxide; ROS, reactive oxygen species; TBARS, thiobarbituric acid reactive substances; TUNEL, terminal deoxynucleotidyl transferase-mediated deoxyuridine triphosphate nick end-labeling

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