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Volumn 54, Issue 11, 2005, Pages 601-608

Synthesis and Characterization of New Ascorbic Derivative: Sodium Isostearyl 2-O-L-Ascorbyl Phosphate

Author keywords

lipophilic ascorbate; skin application; skin permeability; sodium isostearyl 2 O L ascorbyl phosphate; stable ascorbate

Indexed keywords


EID: 36048934790     PISSN: 13458957     EISSN: 13473352     Source Type: Journal    
DOI: 10.5650/jos.54.601     Document Type: Article
Times cited : (12)

References (30)
  • 1
    • 0013895538 scopus 로고
    • Conversion of Praline to Collagen Hydroxyproline
    • J.M. Manning and A. Meister, Conversion of Praline to Collagen Hydroxyproline, Biochemistry, Vol. 5, 1154-1165 (1966).
    • (1966) Biochemistry , vol.5 , pp. 1154-1165
    • Manning, J.M.1    Meister, A.2
  • 2
    • 0028059546 scopus 로고
    • Effects of Ascorbic Acid on Proliferation and Collagen Synthesis in Relation to the Donor Age of Human Dermal Fibroblasts
    • C.L. Phillips, S.B. Combs and S.R. Pinnell, Effects of Ascorbic Acid on Proliferation and Collagen Synthesis in Relation to the Donor Age of Human Dermal Fibroblasts, J. Invest. Dermatol., Vol. 103, 228-232 (1994).
    • (1994) J. Invest. Dermatol. , vol.103 , pp. 228-232
    • Phillips, C.L.1    Combs, S.B.2    Pinnell, S.R.3
  • 3
    • 0016586686 scopus 로고
    • Some Properties of the Ascorbate Free Radical
    • B.H.J. Bielski and H.W. Richter, Some Properties of the Ascorbate Free Radical, Ann. N.Y. Acad. Sci. Vol. 258, 231-237 (1975).
    • (1975) Ann. N.Y. Acad. Sci. , vol.258 , pp. 231-237
    • Bielski, B.H.J.1    Richter, H.W.2
  • 4
    • 0028263767 scopus 로고
    • Glutathione-ascorbic Acid Antioxidant System in Animals
    • A. Mester, Glutathione-ascorbic Acid Antioxidant System in Animals, J. Biol. Chem., Vol. 269, 9397-9400 (1994).
    • (1994) J. Biol. Chem. , vol.269 , pp. 9397-9400
    • Mester, A.1
  • 5
    • 0017109690 scopus 로고
    • The Effect of Certain Vitamin Deficiencies on Hepatic Drug Metabolism
    • V.G. Zannoni and P.H. Sato, The Effect of Certain Vitamin Deficiencies on Hepatic Drug Metabolism, Fed. Am. Soc. Exp. Biol., Vol. 35, 2464-2469 (1976).
    • (1976) Fed. Am. Soc. Exp. Biol. , vol.35 , pp. 2464-2469
    • Zannoni, V.G.1    Sato, P.H.2
  • 7
    • 0017104750 scopus 로고
    • The Effect of Ascorbic Acid on Production of Human Interferon and the Antiviral Activity in vitro
    • H. Dahl and M. Degre, The Effect of Ascorbic Acid on Production of Human Interferon and the Antiviral Activity in vitro, Acta. Pathol. Microbiol. Scand Sect B, Vol. 84, 280-284 (1976).
    • (1976) Acta. Pathol. Microbiol. Scand Sect B , vol.84 , pp. 280-284
    • Dahl, H.1    Degre, M.2
  • 8
    • 0018139333 scopus 로고
    • Inactivation of Enteroviruses by Ascorbic Acid and Sodium Bisulfite
    • R.J. Salo and D.O. Cliver, Inactivation of Enteroviruses by Ascorbic Acid and Sodium Bisulfite, Appl. Environ. Microbiol., Vol. 36, 68-75 (1978).
    • (1978) Appl. Environ. Microbiol. , vol.36 , pp. 68-75
    • Salo, R.J.1    Cliver, D.O.2
  • 9
    • 0016367029 scopus 로고
    • Inhibition of Pseudomonas Aeruginosa by Ascorbic Acid Acting Singly and in Combination with Antimicrobals: in-vitro and in-vivo Studies
    • B.D. Rawal and G. Macky, Inhibition of Pseudomonas Aeruginosa by Ascorbic Acid Acting Singly and in Combination with Antimicrobals: in-vitro and in-vivo Studies, Med. J. Aust., Vol. 1, 169-174 (1974).
    • (1974) Med. J. Aust. , vol.1 , pp. 169-174
    • Rawal, B.D.1    Macky, G.2
  • 10
    • 0029833338 scopus 로고    scopus 로고
    • Design of Novel Hybrid Viamin C Derivatives: Thermal Stability and Biological Activity
    • K. Morisaki and S. Ozaki, Design of Novel Hybrid Viamin C Derivatives: Thermal Stability and Biological Activity, Chem. Pharm. Bull., Vol. 44, 1647-1655 (1996).
    • (1996) Chem. Pharm. Bull. , vol.44 , pp. 1647-1655
    • Morisaki, K.1    Ozaki, S.2
  • 11
    • 0014100839 scopus 로고
    • The Antiscorbutic Activity of L-ascorbic Acid Phosphate Given Orally and Percutaneously in Guinea Pigs
    • Y. Imai, T. Usui, T. Matsuzaki, H. Yokotani, H. Mina and Y. Aramaki, The Antiscorbutic Activity of L-ascorbic Acid Phosphate Given Orally and Percutaneously in Guinea Pigs, JPN. J. Pharmacol., Vol. 17, 317-324 (1967).
    • (1967) JPN. J. Pharmacol. , vol.17 , pp. 317-324
    • Imai, Y.1    Usui, T.2    Matsuzaki, T.3    Yokotani, H.4    Mina, H.5    Aramaki, Y.6
  • 12
    • 0018391002 scopus 로고
    • Antiscorbutic Activity of Ascorbic Acid Phosphate in the Rhesus Monkey and Guinea Pigs
    • L.J. Machlin, F. Garcia, W. Kuenzig and M. Brin, Antiscorbutic Activity of Ascorbic Acid Phosphate in the Rhesus Monkey and Guinea Pigs, Am. J. Clin. Nutr., Vol. 32, 325-331 (1979).
    • (1979) Am. J. Clin. Nutr. , vol.32 , pp. 325-331
    • Machlin, L.J.1    Garcia, F.2    Kuenzig, W.3    Brin, M.4
  • 13
    • 0030881710 scopus 로고    scopus 로고
    • Skin Permeation of Parabens in Excised Guinea Pigs Dorsal Skin, Its Modification by Penetration Enhancers and Their Relationship with n-octanol/water Partition Coefficients
    • S. Kitagawa, H. Li and S. Sato, Skin Permeation of Parabens in Excised Guinea Pigs Dorsal Skin, Its Modification by Penetration Enhancers and Their Relationship with n-octanol/water Partition Coefficients, Chem. Pharm. Bull., Vol. 45, 1354-1357 (1997).
    • (1997) Chem. Pharm. Bull. , vol.45 , pp. 1354-1357
    • Kitagawa, S.1    Li, H.2    Sato, S.3
  • 14
    • 0007934851 scopus 로고
    • Synthesis of L-ascorbic Acid Acyl Derivatives Stabilized against Oxidation
    • H. Nomura and K. Sugimoto, Synthesis of L-ascorbic Acid Acyl Derivatives Stabilized against Oxidation, Chem. Pharm. Bull., Vol. 14, 1039-1044 (1966).
    • (1966) Chem. Pharm. Bull. , vol.14 , pp. 1039-1044
    • Nomura, H.1    Sugimoto, K.2
  • 15
    • 0023923325 scopus 로고
    • Studies on Scavengers of Active Oxygene Spicies. 1. Synthesis and Biological Activity of 2-O-alkylascorbic Acids
    • K. Kato, S. Terao, N. Shimamoto and M. Hirata, Studies on Scavengers of Active Oxygene Spicies. 1. Synthesis and Biological Activity of 2-O-alkylascorbic Acids, J. Med. Chem., Vol. 31, 793-798 (1988).
    • (1988) J. Med. Chem. , vol.31 , pp. 793-798
    • Kato, K.1    Terao, S.2    Shimamoto, N.3    Hirata, M.4
  • 16
    • 0025879537 scopus 로고
    • 3-O-alkylascorbic Acids as Free-Radical Quenchers: Synthesis and Inhibitory Effect on Lipid Peroxidation
    • Y. Nihro, H. Miyataka, T. Sudo, H. Matsumoto and T. Satoh, 3-O-alkylascorbic Acids as Free-Radical Quenchers: Synthesis and Inhibitory Effect on Lipid Peroxidation, J. Med. Chem., Vol. 34, 2152-2157 (1991).
    • (1991) J. Med. Chem. , vol.34 , pp. 2152-2157
    • Nihro, Y.1    Miyataka, H.2    Sudo, T.3    Matsumoto, H.4    Satoh, T.5
  • 17
    • 0020709645 scopus 로고
    • Fatty Acid Derivatives: Important Surfactants for Household Cosmetic and Industrial Purposes
    • H. Maag, Fatty Acid Derivatives: Important Surfactants for Household Cosmetic and Industrial Purposes, J. Am. Oil Chem. Soc., Vol. 61, 259-267 (1984).
    • (1984) J. Am. Oil Chem. Soc. , vol.61 , pp. 259-267
    • Maag, H.1
  • 19
    • 0026029383 scopus 로고
    • Fructose Oleate Synthesis in a Fixed Catalyst Bed Reactor
    • N. Khaled, D. Montet, M. Pina and J. Graille, Fructose Oleate Synthesis in a Fixed Catalyst Bed Reactor, Biotechnol. Lett., Vol. 13, 167-172 (1991).
    • (1991) Biotechnol. Lett. , vol.13 , pp. 167-172
    • Khaled, N.1    Montet, D.2    Pina, M.3    Graille, J.4
  • 20
    • 0023656033 scopus 로고
    • Synthesis of 9-O-acyl- and 4-O-acetyl-sialic Acids
    • H. Ogura, K. Furuhata, S. Sato and K. Amazawa, Synthesis of 9-O-acyl- and 4-O-acetyl-sialic Acids, Carbohydr. Res., Vol. 167, 77-86 (1987).
    • (1987) Carbohydr. Res. , vol.167 , pp. 77-86
    • Ogura, H.1    Furuhata, K.2    Sato, S.3    Amazawa, K.4
  • 21
    • 0000223375 scopus 로고
    • Sugar Chemistry without Protecting Groups: A Novel Regioselective Synthesis of 6-O-acyl-D-glucopyranoses and Methyl-6-O-acyl-α -D-glucopyrano-sides
    • D. Plusqueller and K. Baczko, Sugar Chemistry without Protecting Groups: A Novel Regioselective Synthesis of 6-O-acyl-D-glucopyranoses and Methyl-6-O-acyl-α -D-glucopyrano-sides, Tetrahedron Lett., Vol. 28, 3809-3814 (1987).
    • (1987) Tetrahedron Lett. , vol.28 , pp. 3809-3814
    • Plusqueller, D.1    Baczko, K.2
  • 22
    • 2942687000 scopus 로고    scopus 로고
    • Mild and Facile Procedure for clay-catalyzed Acetonide Protection and Deprotection of N(Boc)-amino alcohols and protection of 1,2-diols
    • N.S. Shaikh, S.S. Bhor, A.S. Gajare, S. Anil, V.H. Deshapande and R.D. Wakharker, Mild and Facile Procedure for clay-catalyzed Acetonide Protection and Deprotection of N(Boc)-amino alcohols and protection of 1,2-diols, Tetrahedron Lett., Vol. 45, 5395-5398 (2004).
    • (2004) Tetrahedron Lett. , vol.45 , pp. 5395-5398
    • Shaikh, N.S.1    Bhor, S.S.2    Gajare, A.S.3    Anil, S.4    Deshapande, V.H.5    Wakharker, R.D.6
  • 23
    • 1842483112 scopus 로고    scopus 로고
    • 2-O-(β -D-glu-copyranosyl)ascorbic Acid, a Novel Ascorbic Acid Analogue Isolated from Lycium Fruit
    • Y. Toyoda-Ono, M. Maeda, M. Nakao, M. Yoshimure, N. Sugiura-Tomimori and H. Fukami, 2-O-(β -D-glu-copyranosyl)ascorbic Acid, a Novel Ascorbic Acid Analogue Isolated from Lycium Fruit, J. Agric. Food Chem., Vol. 52, 2092-2096 (2004).
    • (2004) J. Agric. Food Chem. , vol.52 , pp. 2092-2096
    • Toyoda-Ono, Y.1    Maeda, M.2    Nakao, M.3    Yoshimure, M.4    Sugiura-Tomimori, N.5    Fukami, H.6
  • 24
    • 84940684387 scopus 로고
    • US Pat. 2750399 19560612, CAN 51:1932, AN 1957:1932, CAPLUS
    • H.R. Gamrath, Alkyl Phosphoryl Dichlorides, US Pat. 2750399 19560612, CAN 51:1932, AN 1957:1932, CAPLUS (1956).
    • (1956) Alkyl Phosphoryl Dichlorides
    • Gamrath, H.R.1
  • 25
    • 0023212904 scopus 로고
    • Distribution of Skin Surface pH on the Forehead and Cheek of Adults
    • A. Zlotogorki, Distribution of Skin Surface pH on the Forehead and Cheek of Adults, Arch. Dermatol. Res., Vol. 279, 398-401 (1987).
    • (1987) Arch. Dermatol. Res. , vol.279 , pp. 398-401
    • Zlotogorki, A.1
  • 26
    • 0025184575 scopus 로고
    • Differences in the Skin Surface pH and Bacterial Microflora Due to the Long-Term Application of Synthetic Detergent Preparations of pH 5.5 and pH 7.0. Results of a Crossover Trial in Healthy Volunteers
    • H.C. Kortingk, Hubner, K. Greiner, G. Hamm and O. Braun-Falco, Differences in the Skin Surface pH and Bacterial Microflora Due to the Long-Term Application of Synthetic Detergent Preparations of pH 5.5 and pH 7.0. Results of a Crossover Trial in Healthy Volunteers, Acta. Derm. Venereol., Vol. 70, 429-431 (1990).
    • (1990) Acta. Derm. Venereol. , vol.70 , pp. 429-431
    • Kortingk, H.C.1    Hubner2    Greiner, K.3    Hamm, G.4    Braun-Falco, O.5
  • 27
    • 0031951231 scopus 로고    scopus 로고
    • Time-Dependent Variations of the Skin Barrier Function in Humans: Transepi-dermal Water Loss, Stratum Corneum Hydration, Skin Surface pH, and Skin Temperature
    • G. Yosipovitch, G.L. Xiong, E. Haus, L. Sackett-Lundeen, I. Ashkenazi and H.I. Maibach, Time-Dependent Variations of the Skin Barrier Function in Humans: Transepi-dermal Water Loss, Stratum Corneum Hydration, Skin Surface pH, and Skin Temperature, J. Invest. Dermatol., Vol. 110, 20-23 (1998).
    • (1998) J. Invest. Dermatol. , vol.110 , pp. 20-23
    • Yosipovitch, G.1    Xiong, G.L.2    Haus, E.3    Sackett-Lundeen, L.4    Ashkenazi, I.5    Maibach, H.I.6
  • 28
    • 0019448705 scopus 로고
    • Living Tissue Formed in vitro and Accepted as Skin-Equivalent Tissue of Full Thickness
    • E. Bell, H.P. Ehrlich, D.J. Buttle and T. Nakatsuji, Living Tissue Formed in vitro and Accepted as Skin-Equivalent Tissue of Full Thickness, Science, Vol. 211, 1052-1054 (1981).
    • (1981) Science , vol.211 , pp. 1052-1054
    • Bell, E.1    Ehrlich, H.P.2    Buttle, D.J.3    Nakatsuji, T.4
  • 29
    • 0026786592 scopus 로고
    • Adsorption and Metabolism of Topically Applied Testosterone in an Organotyp-ic Skin Culture
    • A.M. Emesti, M. Swiderek and R. Gay, Adsorption and Metabolism of Topically Applied Testosterone in an Organotyp-ic Skin Culture, Skin. Pharmacol., Vol. 5, 146-153 (1992).
    • (1992) Skin. Pharmacol. , vol.5 , pp. 146-153
    • Emesti, A.M.1    Swiderek, M.2    Gay, R.3
  • 30
    • 0027175964 scopus 로고
    • Skin Penetration and Metabolism: Comparative Evaluation of Skin Equivalent Cell Culture and Human Skin
    • J.I. Ademola, E. Bloom, A.E. Maczulak and H.I. Maibach, Skin Penetration and Metabolism: Comparative Evaluation of Skin Equivalent Cell Culture and Human Skin, J. Toxicol. Cutaneous. Ocul. Toxicol., Vol. 12, 129-138 (1993).
    • (1993) J. Toxicol. Cutaneous. Ocul. Toxicol. , vol.12 , pp. 129-138
    • Ademola, J.I.1    Bloom, E.2    Maczulak, A.E.3    Maibach, H.I.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.