Min, Seok-Kee
(Application Research Center, Charmzone R&)
,
Jin, Yong-Hoon
(D Center)
,
Park, Woo-Jung
(Application Research Center, Charmzone R&)
,
Eom, Sang-Yong
(D Center)
,
Kim, Jong-Heon
(Application Research Center, Charmzone R&)
피부 활성 물질로 넓이 알려져 있는 vitamin C (L-Ascorbic acid)는 콜라겐 생합성 촉진과 강한 항산화 작용으로 피부 항노화 및 주름 개선 효과 있을 뿐만 아니라 멜라닌 세포 활성 억제, 자외선 차단, 상처치유 등의 효능을 갖고 있다. 그러나 물성 면에서 피부 자극과 수분 및 공기, 빛에 불안정하여 쉽게 산화된다는 단점을 갖고 있다 이러한 문제점을 해결하기 위해 많은 연구가 진행되어 왔고, 그 결과 다양한 vitamin C 유도체가 개발되었다. 그러나 아직까지도 vitamin C의 불안정한 물성을 해결하면서 그 자체의 효능을 피부에 적용시키기에는 미흡한 점이 많다는 평을 받고 있다. 본 연구에서는 이러한 vitamin C의 불안정한 물성을 개선시키고 그 효능을 피부에 적용시킬 수 있는 vitamin C 유도체를 개발하기 위해, 피부 친화성이 우수한 스핑고지질류 중 하나인 phytosphingosine을 이용하여 산염기 반응에 의한 vitamin C의 OH기와 phytosphingosine의 -NH$_2$이온 결합시킨 새로운 vitamin C 유도체인 phytosphingosine ascorbate (SP-VC)를 합성하였다. 이렇게 합성된 phytosphingosine ascorbate (SP-VE)는 원소 분석(C58.3 : H9.3 : N2.8 : 029.5) 및 mass spectrosocopy (Maldi TOF-MS), UV/vis spectra (268.5nm), $^1$H NMR, FT-IR, 열분석 (m.p=154$^{\circ}C$), HPLC 등을 통하여 구조 및 물성을 확인하였다 또한 효능면에서는 우선적으로 phytosphingosine ascorbate(SP-VC)의 항균 및 항산화 효과를 확인하였다. 이러한 결과를 토대로 vitamin C와 phytosphingosine의 효능을 동시에 갖으며 불안정한 물성과 자극을 개선시킬 것이라 예상되는 새로운 소재를 합성하였다.
피부 활성 물질로 넓이 알려져 있는 vitamin C (L-Ascorbic acid)는 콜라겐 생합성 촉진과 강한 항산화 작용으로 피부 항노화 및 주름 개선 효과 있을 뿐만 아니라 멜라닌 세포 활성 억제, 자외선 차단, 상처치유 등의 효능을 갖고 있다. 그러나 물성 면에서 피부 자극과 수분 및 공기, 빛에 불안정하여 쉽게 산화된다는 단점을 갖고 있다 이러한 문제점을 해결하기 위해 많은 연구가 진행되어 왔고, 그 결과 다양한 vitamin C 유도체가 개발되었다. 그러나 아직까지도 vitamin C의 불안정한 물성을 해결하면서 그 자체의 효능을 피부에 적용시키기에는 미흡한 점이 많다는 평을 받고 있다. 본 연구에서는 이러한 vitamin C의 불안정한 물성을 개선시키고 그 효능을 피부에 적용시킬 수 있는 vitamin C 유도체를 개발하기 위해, 피부 친화성이 우수한 스핑고지질류 중 하나인 phytosphingosine을 이용하여 산염기 반응에 의한 vitamin C의 OH기와 phytosphingosine의 -NH$_2$이온 결합시킨 새로운 vitamin C 유도체인 phytosphingosine ascorbate (SP-VC)를 합성하였다. 이렇게 합성된 phytosphingosine ascorbate (SP-VE)는 원소 분석(C58.3 : H9.3 : N2.8 : 029.5) 및 mass spectrosocopy (Maldi TOF-MS), UV/vis spectra (268.5nm), $^1$H NMR, FT-IR, 열분석 (m.p=154$^{\circ}C$), HPLC 등을 통하여 구조 및 물성을 확인하였다 또한 효능면에서는 우선적으로 phytosphingosine ascorbate(SP-VC)의 항균 및 항산화 효과를 확인하였다. 이러한 결과를 토대로 vitamin C와 phytosphingosine의 효능을 동시에 갖으며 불안정한 물성과 자극을 개선시킬 것이라 예상되는 새로운 소재를 합성하였다.
In the human skin, vitamin C (L -ascorbic acid) that is well known as the activated materials has effects that is skin anti-aging and wrinkle repair by giving impetus to collagen biosynthesis and anti-oxidation, and that is the sun screen, a wound recovering, inhibition melanogenesis and so on. In s...
In the human skin, vitamin C (L -ascorbic acid) that is well known as the activated materials has effects that is skin anti-aging and wrinkle repair by giving impetus to collagen biosynthesis and anti-oxidation, and that is the sun screen, a wound recovering, inhibition melanogenesis and so on. In spite of its effects, vitamin C has the defects of the skin stimulation and easily oxidized instability by water, air, heat and light. For solving their matters, many investigation is advanced and its results are synthesized the various vitamin C derivatives. And yet they have not solved the unstable property of vitamin C and were still insufficient for the comparing with the effect of the pure vitamin C itself. In this study, in order to prepare vitamin C derivative of being improved the stability and to apply vitamin C effect in the skin, we prepared new vitamin C derivative, phytosphingosine ascorbate, by using phytosphingosine, one of sphingolipids, which have a distinguished skin affinity. Phytosphingosine ascorbate can be prepared as the ionic bond between amine group (-NH$_2$) of phytosphingosine and hydroxy group (-OH) of vitamin C by way of the relatively simple reaction. So the structure and properties of the synthesized phytosphingosine ascorbate was confirmed the use of elemental analysis (C 58.3 : H 9.3 : N 2.8 : O 29.5), MALDI TOF-MS (Mw=492.58), Ultraviolet spectra (268.5nm), lH NMR, FT-IR spectra, thermal analysis (m.p=l54$^{\circ}C$), HPLC and so on. And we could confirm the anti-bacterial and anti-oxidation effects. Based on these results, we could confirm to prepare a new material that was expected of both effects of vitamin C and phytosphingosine and that is improved properties of vitamin C.
In the human skin, vitamin C (L -ascorbic acid) that is well known as the activated materials has effects that is skin anti-aging and wrinkle repair by giving impetus to collagen biosynthesis and anti-oxidation, and that is the sun screen, a wound recovering, inhibition melanogenesis and so on. In spite of its effects, vitamin C has the defects of the skin stimulation and easily oxidized instability by water, air, heat and light. For solving their matters, many investigation is advanced and its results are synthesized the various vitamin C derivatives. And yet they have not solved the unstable property of vitamin C and were still insufficient for the comparing with the effect of the pure vitamin C itself. In this study, in order to prepare vitamin C derivative of being improved the stability and to apply vitamin C effect in the skin, we prepared new vitamin C derivative, phytosphingosine ascorbate, by using phytosphingosine, one of sphingolipids, which have a distinguished skin affinity. Phytosphingosine ascorbate can be prepared as the ionic bond between amine group (-NH$_2$) of phytosphingosine and hydroxy group (-OH) of vitamin C by way of the relatively simple reaction. So the structure and properties of the synthesized phytosphingosine ascorbate was confirmed the use of elemental analysis (C 58.3 : H 9.3 : N 2.8 : O 29.5), MALDI TOF-MS (Mw=492.58), Ultraviolet spectra (268.5nm), lH NMR, FT-IR spectra, thermal analysis (m.p=l54$^{\circ}C$), HPLC and so on. And we could confirm the anti-bacterial and anti-oxidation effects. Based on these results, we could confirm to prepare a new material that was expected of both effects of vitamin C and phytosphingosine and that is improved properties of vitamin C.
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제안 방법
In order to confirm the structure of SP-VC, we confirmed and analogized by NMR, FTTR spec trometer, elementary analysis, and MALDI TOF-MS (time of flight-mass spectroscopy) to measure a molecular weight. Respectively, Figure 4 and 5 is 'H NMR and FT-IR spectrums of SP-VC, vitamin C and PS.
In this study, in order to prepare vitamin C derivative of being improved the stability and to apply vitamin C effect in the skin, we tried to synthesize the vitamin C derivative that was linked the specific- materials that were well known to be the effect in the skin with L-ascorbic acid and that was able to apply the effects of the linked material as well In here, we investigated and prepared phytosphingosine ascorbate (SP-VC, 3) that was the new vitamin C derivative by using phytosphingosine (2S, 3S?4R-2-amino-l, 3, 4_octade- canetriol; PS, 1), one of sphingolipids wliich have a distinguished skin affinity, that has the activation of skin-lipid strength and anti-bacterial effect for Propio- nibacterium acnes (P. acnes), on purpose to synthesize the new material that had the effect of vitamin C as well as phytosphingosine[16-18]. The prepared SP-VC was expected the synergism effects of vitamin C and phytosphingosine.
대상 데이터
In the study, the used L-ascorbic acid (vitamin C; 99.5%) was purchased from Aldrich. Phytosphingosine (99%) was used as received from commercial sources.
이론/모형
PS, and BHT, one of the established anti-oxidants, as using the DPPH method. All of them were tested three times, respectively and measured SC50.
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