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A new lipophilic pro-vitamin C, tetra-isopalmitoyl ascorbic acid (VC-IP), prevents UV-induced skin pigmentation through its anti-oxidative properties.
J Dermatol Sci. 2006 Oct; 44(1):37-44.JD

Abstract

BACKGROUND

Vitamin C, which is a strong anti-oxidant, plays an important role in maintaining physiological states. In dermatology, Vitamin C is used for treatment of various skin problems such as de-pigmentation of hyperpigmented spots. However, Vitamin C has limited stability and permeability, and development of a Vitamin C derivative with improved properties is needed.

OBJECTIVE

We evaluated the effect of a lipophilic Vitamin C derivative, tetra-isopalmitoyl ascorbic acid (VC-IP), on ultraviolet (UV)-induced skin pigmentation, to determine its potential as a more effective form of Vitamin C.

METHODS

The release of Vitamin C from VC-IP was examined using a reconstructed skin model following topical application of VC-IP. Anti-oxidative and anti-inflammatory activities of VC-IP were tested in cultured human keratinocytes. Subsequently, clinical test was done to clarify the effect of VC-IP on UVB-induced skin pigmentation.

RESULTS

VC-IP released Vitamin C in physiological conditions and worked as pro-Vitamin C. In subsequent experiments, we found that VC-IP suppressed the elevation of intracellular peroxide after UVB irradiation, and enhanced cellular tolerance against UVB and reactive oxygen species such as hydrogen peroxide and tert-butyl hydroperoxide. Furthermore, VC-IP reduced the production of interleukin-1alpha and prostaglandin E2 in UVB-irradiated keratinocytes and suppressed melanocyte proliferation in conditioned culture medium prepared from UVB-irradiated keratinocytes. Finally, in a clinical study, topical application of a 3% VC-IP cream for 3 weeks suppressed pigmentation after UVB irradiation.

CONCLUSIONS

These results demonstrate that VC-IP is a precursor of Vitamin C, and effectively suppresses UVB-induced skin pigmentation, possibly through its anti-oxidative activity.

Authors+Show Affiliations

Cosmos Technical Center Co., Ltd., 3-24-3, Hasune, Itabashi-Ku, Tokyo 174-0046, Japan. ochiai@ns-cosmos.co.jpNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Clinical Trial
Journal Article

Language

eng

PubMed ID

16935471

Citation

Ochiai, Yasunobu, et al. "A New Lipophilic Pro-vitamin C, Tetra-isopalmitoyl Ascorbic Acid (VC-IP), Prevents UV-induced Skin Pigmentation Through Its Anti-oxidative Properties." Journal of Dermatological Science, vol. 44, no. 1, 2006, pp. 37-44.
Ochiai Y, Kaburagi S, Obayashi K, et al. A new lipophilic pro-vitamin C, tetra-isopalmitoyl ascorbic acid (VC-IP), prevents UV-induced skin pigmentation through its anti-oxidative properties. J Dermatol Sci. 2006;44(1):37-44.
Ochiai, Y., Kaburagi, S., Obayashi, K., Ujiie, N., Hashimoto, S., Okano, Y., Masaki, H., Ichihashi, M., & Sakurai, H. (2006). A new lipophilic pro-vitamin C, tetra-isopalmitoyl ascorbic acid (VC-IP), prevents UV-induced skin pigmentation through its anti-oxidative properties. Journal of Dermatological Science, 44(1), 37-44.
Ochiai Y, et al. A New Lipophilic Pro-vitamin C, Tetra-isopalmitoyl Ascorbic Acid (VC-IP), Prevents UV-induced Skin Pigmentation Through Its Anti-oxidative Properties. J Dermatol Sci. 2006;44(1):37-44. PubMed PMID: 16935471.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - A new lipophilic pro-vitamin C, tetra-isopalmitoyl ascorbic acid (VC-IP), prevents UV-induced skin pigmentation through its anti-oxidative properties. AU - Ochiai,Yasunobu, AU - Kaburagi,Satoko, AU - Obayashi,Kei, AU - Ujiie,Nobuyuki, AU - Hashimoto,Satoru, AU - Okano,Yuri, AU - Masaki,Hitoshi, AU - Ichihashi,Masamitsu, AU - Sakurai,Hiromu, Y1 - 2006/08/28/ PY - 2006/01/11/received PY - 2006/06/26/revised PY - 2006/07/15/accepted PY - 2006/8/29/pubmed PY - 2006/12/9/medline PY - 2006/8/29/entrez SP - 37 EP - 44 JF - Journal of dermatological science JO - J. Dermatol. Sci. VL - 44 IS - 1 N2 - BACKGROUND: Vitamin C, which is a strong anti-oxidant, plays an important role in maintaining physiological states. In dermatology, Vitamin C is used for treatment of various skin problems such as de-pigmentation of hyperpigmented spots. However, Vitamin C has limited stability and permeability, and development of a Vitamin C derivative with improved properties is needed. OBJECTIVE: We evaluated the effect of a lipophilic Vitamin C derivative, tetra-isopalmitoyl ascorbic acid (VC-IP), on ultraviolet (UV)-induced skin pigmentation, to determine its potential as a more effective form of Vitamin C. METHODS: The release of Vitamin C from VC-IP was examined using a reconstructed skin model following topical application of VC-IP. Anti-oxidative and anti-inflammatory activities of VC-IP were tested in cultured human keratinocytes. Subsequently, clinical test was done to clarify the effect of VC-IP on UVB-induced skin pigmentation. RESULTS: VC-IP released Vitamin C in physiological conditions and worked as pro-Vitamin C. In subsequent experiments, we found that VC-IP suppressed the elevation of intracellular peroxide after UVB irradiation, and enhanced cellular tolerance against UVB and reactive oxygen species such as hydrogen peroxide and tert-butyl hydroperoxide. Furthermore, VC-IP reduced the production of interleukin-1alpha and prostaglandin E2 in UVB-irradiated keratinocytes and suppressed melanocyte proliferation in conditioned culture medium prepared from UVB-irradiated keratinocytes. Finally, in a clinical study, topical application of a 3% VC-IP cream for 3 weeks suppressed pigmentation after UVB irradiation. CONCLUSIONS: These results demonstrate that VC-IP is a precursor of Vitamin C, and effectively suppresses UVB-induced skin pigmentation, possibly through its anti-oxidative activity. SN - 0923-1811 UR - https://www.unboundmedicine.com/medline/citation/16935471/A_new_lipophilic_pro_vitamin_C_tetra_isopalmitoyl_ascorbic_acid__VC_IP__prevents_UV_induced_skin_pigmentation_through_its_anti_oxidative_properties_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S0923-1811(06)00195-2 DB - PRIME DP - Unbound Medicine ER -