A new lipophilic pro-vitamin C, tetra-isopalmitoyl ascorbic acid (VC-IP), prevents UV-induced skin pigmentation through its anti-oxidative properties

Ochiai, Yasunobu; Satoko, Kaburagi; Obayashi, Kei; Ujiie, Nobuyuki; Hashimoto, Satoru; Okano, Yasuaki; Hashimoto, Masaki; Ichihashi, Masamitsu; Sakurai, Hiromu

doi:10.1016/j.jdermsci.2006.07.001

Cited by 61 publications

(73 citation statements)

References 35 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…12) In addition, many AA derivatives have been synthesized. [6][7][8][9][10]50) However, no percutaneous AA preparation has been clinically available up to now. SDMP array tip is expected to be the first success to deliver AA through percutaneous route.…”

Section: )mentioning

confidence: 99%

“…However, when AA is percutaneously administered, the penetration of AA to the dermal tissue is difficult because of the high barrier function of the skin. To increase the permeability of AA, derivatives such as 6-o-acyl-2-o-alpha-D-glucopyranosyl-L-ascorbic acid 6) , 2-o-a-D-glucopyranosyl L-ascorbic acid (AA-2G), 7) ascorbic acid 2-sulfate 8) and disodium isostearyl 2-o-L-ascorbyl phosphate, 9,10) has been developed. Also Gopinath et al designed ascorbyl palmitate vesicles (Aspasomes) for the transdermal delivery of ascorbic acid.…”

mentioning

confidence: 99%

See 1 more Smart Citation

Permeation Enhancement of Ascorbic Acid by Self-Dissolving Micropile Array Tip through Rat Skin

Ito¹,

Maeda²,

Fukushima³

et al. 2010

CHEMICAL & PHARMACEUTICAL BULLETIN

View full text Add to dashboard Cite

Ascorbic acid (AA, vitamin C) is a hydrophilic vitamin that cannot be produced endogenously in rats and primates including human and is widely used for the protection of the aging of the skin due to the exposure to the UV light and for the acceleration of the synthesis of collagen in the skin. [1][2][3][4] AA was shown to be absorbed from the gastrointestinal tract by an active transport system, though limited amount of AA was transported by this system. 5) In addition, after AA was absorbed, AA was rapidly eliminated from the body by the oxidative metabolism through both enzymatic and nonenzymatic processes.2) Therefore, even if we intake excess amount of AA, sufficient amount of AA is not absorbed into the systemic circulation and is not delivered to its target tissue, skin.2) To conquer this problem, percutaneous delivery of AA has been challenged. The advantage of percutaneous delivery of AA is (1) to obtain high concentration of AA in the skin and (2) to escape the hepatic first-pass effect before reaching to the systemic circulation. However, when AA is percutaneously administered, the penetration of AA to the dermal tissue is difficult because of the high barrier function of the skin. To increase the permeability of AA, derivatives such asascorbic acid 2-sulfate 8) and disodium isostearyl 2-o-L-ascorbyl phosphate, 9,10) has been developed. Also Gopinath et al. designed ascorbyl palmitate vesicles (Aspasomes) for the transdermal delivery of ascorbic acid.11) Furthermore, recent advances in pharmaceutical technology have promoted the research on the permeability enhancement of AA using physical absorption enhancing method like iontophoresis 12) and microemulsion technologies.11,13) Iontophoresis uses an electric field to drive ionized molecules across the skin by electrophoresis and non-ionized molecules by electro osmosis. 14)Despite concerns about skin irritation, iontophoresis may be useful to deliver some peptides and small proteins.15) On the other hand, microneedles are also one of the physical methods for the percutaneous absorption of drugs. With microneedles, small microconduits are formed on the skin. Recent advance in microfabrication technology has made it possible to prepare microneedles that have a possibility of novel transdermal drug delivery system (TDDS). Since the first publication by Henry et al.,16) microfabrication techniques for the production of silicon, metal, glass and polymer microneedle arrays with micrometer dimensions have been developed. 17-20) The microneedles are either solid or hollow and posses a geometrical shape. Microneedle TDDS is roughly defined by a micron size needle preparation for percutaneous administration. Microneedle TDDSs are classified as follows; (1) extremely small needle through which drug solution can be injected into the skin, (2) metallic and/or silastic microneedles on which surface drug is coated, and (3) metallic and/or silastic microneedles by which microconduits are made on the skin and drug solution is applied after removing the microneedles. H...

show abstract

Section: )mentioning

confidence: 99%

mentioning

confidence: 99%

Permeation Enhancement of Ascorbic Acid by Self-Dissolving Micropile Array Tip through Rat Skin

Ito¹,

Maeda²,

Fukushima³

et al. 2010

CHEMICAL & PHARMACEUTICAL BULLETIN

View full text Add to dashboard Cite

show abstract

“…It was found that Red Ginseng extract (20 or 60 mg/kg, twice daily) prevented increased production of melanin. It has been reported that ascorbic acid derivatives and γ-tocopherol derivatives decreased UVB-induced skin hyper-pigmentation and melanin levels through their antioxidative properties (Kuwabara et al, 2006;Ochiai et al, 2006). Im et al (2003) reported that Ginseng radix inhibited tyrosinase activity and decreased melanin content and cell proliferation in B16 melanoma cells (in vitro).…”

Section: Discussionmentioning

confidence: 99%

Effects of Red Ginseng extract on ultraviolet B‐irradiated skin change in C57BL mice

Kim

Sumiyoshi

Kawahira

et al. 2008

Phytotherapy Research

View full text Add to dashboard Cite

Red Ginseng (the roots of Panax ginseng C.A. Meyer) is used clinically in China, Korea and Japan for various diseases, including atherosclerosis, hypertension and stress etc. Although Red Ginseng roots have traditionally been thought to have antiageing effects, the basis for this hearsay is unclear. This study examined the effects of Red Ginseng extract on ultraviolet B (UVB)-irradiated skin ageing in mice. Oral administration of Red Ginseng extract (20 or 60 mg/kg, twice daily) prevented UVB-irradiated skin damage (increases of skin thickness and pigmentation, and reduction of skin elasticity). Furthermore, Red Ginseng extract inhibited the increases of epidermis and corium thickness induced by UVB irradiation. Red Ginseng extract inhibited the increase of skin TGF-beta1 content induced by UVB irradiation. These findings suggest that the protective action of Red Ginseng extract against UVB-irradiated skin ageing may be due partly to an inhibition of the increase of skin TGF-beta1 induced by UVB irradiation. In conclusion, the oral administration of Red Ginseng extract may be useful as a health supplement for protection against photoageing.

show abstract

“…To overcome those disadvantages, several ascorbic acid derivatives, such as magnesium L-ascorbyl-2-phosphate (Kameyama et al 1996), ascorbic acid 2-O-a-glucoside (Miyai et al 1996), 6-acylated ascorbic (Zhou et al 2003), and tetra-isopalmitoyl ascorbic acid (Ochiai et al 2006), have been synthesized and evaluated for their potential as pro-ascorbic acid derivatives.…”

Section: Effects Of Antioxidants On the Skin And On Skin Cells Ascorbmentioning

confidence: 99%

Antioxidants and Skin Aging

Hashimoto

2014

Systems Biology of Free Radicals and Antioxidants

Self Cite

View full text Add to dashboard Cite

A new lipophilic pro-vitamin C, tetra-isopalmitoyl ascorbic acid (VC-IP), prevents UV-induced skin pigmentation through its anti-oxidative properties

Cited by 61 publications

References 35 publications

Permeation Enhancement of Ascorbic Acid by Self-Dissolving Micropile Array Tip through Rat Skin

Permeation Enhancement of Ascorbic Acid by Self-Dissolving Micropile Array Tip through Rat Skin

Effects of Red Ginseng extract on ultraviolet B‐irradiated skin change in C57BL mice

Antioxidants and Skin Aging

Contact Info

Product

Resources

About