合成目标产物 Palmitoyl Pentapeptide 主要起始原料 Fmoc-O-Tert-Butyl-L-Serine And Fmoc-Lys(Boc)-Oh And 2-(9H-Fluoren-9-Ylmethoxycarbonylamino)-3-Hydroxy-Butanoic Acid And Fmoc-Lys-Oh And Palmitic Acid
专利号:US-8722852-B2 优先权日:2006-04-28 标 题 :Cosmetic composition for stimulating the synthesis of proteins of the basement membrane 发明人:ZIEGLER HUGO; IMFELD DOMINIK; STOCKLI MARTIN; HEIDL MARC 权利人:ZIEGLER HUGO; IMFELD DOMINIK; STOCKLI MARTIN; HEIDL MARC; DSM IP ASSETS BV 摘要:Cosmetic composition which can be applied topically, comprising at least one compound of the general formula (I) in which R 1 is H, C 1 -C 20 -alkyl, cycloalkyl or aryl-C 1 -C 4 -alkyl, n is 1-4, X is —O—, —NH— or —NR 2 — and R 2 H or C 1 -C 20 -alkyl; and at least one compound corresponding to the above formula (I) but in which XR 1 with X having the possible meaning of —NH— is the residue of an alpha-amino acid; use of these compounds and of the composition for stimulating the synthesis of the proteins of the basement membrane; and also both those compounds of the formula (I) in which X is —NR 2 — and both R 1 and R 2 are different from H, and the compounds corresponding to formula (I) but in which XR 1 with X having the possible meaning of —NH— is the residue of an alpha-amino acid, as such.
专利号:US-2014206842-A1 优先权日:2013-01-22 标题:Peptides Modified with Triterpenoids and Small Organic Molecules: Synthesis and use in Cosmeceutical 发明人:MAJEED MUHAMMED; NAGABHUSHANAM KALYANAM; CHANDRAMOULI RENUKESHWAR H; SOOD RATTAN; PRAKASH SUBBALAKSHMI; ANAND SUSMITHA 权利人:MAJEED MUHAMMED; NAGABHUSHANAM KALYANAM; CHANDRAMOULI RENUKESHWAR H; SOOD RATTAN; PRAKASH SUBBALAKSHMI; ANAND SUSMITHA 摘要:The present invention relates to the Synthesis of Triterpenoid peptides and mechanism of action for Anti ageing and skin care. The present invention is directed towards anti-aging skin care compositions comprising peptides which are made by linking herbal actives to a pentapeptide for enhanced anti ageing activity by regenerating the dermal matrix. In detail, the present invention relates to the Synthesis of Triterpenoid peptides, providing an enhanced and synergistic activity for reducing the consequences of ageing such as appearance of fine expression lines and wrinkles on the skin by cosmetic modes of application. The Triterpenoid peptides of the present invention with its novel dual action mode can be used for skin ageing & collagen insufficiency. Its Triterpenoid group acts by preventing oxidation and excess activity of serine proteases like elastase and collagenase that result in wrinkling of skin. With added peptides which boost the collagen and other matrix protein, Triterpenoid peptides provide a complete protection against pre mature ageing and functions as a best anti ageing ingredient.
专利号:US-8383594-B2 优先权日:2007-08-07 标题:Peptides modified with triterpenoids and small organic molecules: synthesis and use in cosmeceuticals 发明人:MAJEED MUHAMMED; CHANDRAMOULI RENUKESHWAR H; NAGABHUSHANAM KALYANAM; SOOD RATTAN; PRAKASH SUBBALAKSHMI; ANAND SUSMITHA 权利人:SAMI LABS LTD; MAJEED MUHAMMED; CHANDRAMOULI RENUKESHWAR H; NAGABHUSHANAM KALYANAM; SOOD RATTAN; PRAKASH SUBBALAKSHMI; ANAND SUSMITHA 摘要:The present invention relates to the Synthesis of Triterpenoid peptides and mechanism of action for Anti ageing and skin care. The present invention is directed towards anti-aging skin care compositions comprising peptides which are made by linking herbal actives to a pentapeptide for enhanced anti ageing activity by regenerating the dermal matrix. In detail, the present invention relates to the synthesis of Triterpenoid peptides, providing an enhanced and synergistic activity for reducing the consequences of ageing such as appearance of fine expression lines and wrinkles on the skin by cosmetic modes of application. The Triterpenoid peptides of the present invention with its novel dual action mode can be used for skin ageing & collagen insufficiency. Its Triterpenoid group acts by preventing oxidation and excess activity of serine proteases like elastase and collagenase that result in wrinkling of skin. With added peptides which boost the collagen and other matrix protein, Triterpenoid peptides provide a complete protection against pre mature ageing and functions as a best anti ageing ingredient.
专利号:EP-1721601-A1 优先权日:2005-05-11 标 题 :Use of taurine for enhancing lipid synthesis in the epidermis 发明人:DOERING THOMAS; WALDMANN-LAUE MARIANNE; WADLE ARMIN; ANDERHEGGEN BERND 权利人:HENKEL KGAA 摘要:The present invention is the use of taurine for stimulating the epidermal synthesis of barrier lipids.
专利号:US-9149659-B2 优先权日:2012-11-14 标题 :Cosmetic composition for increasing hyaluronic acid synthesis in skin and its use for repairing wrinkles 发明人:PUJOS MURIEL; BERNINI DOROTHEE; ROBERT CECILE; DOUCET OLIVIER 权利人:COTY GERMANY GMBH 摘要:The present invention relates to a skin composition which has an excellent effect on smoothing or repairing wrinkles. The composition comprises Palmitoyl Tripeptide-38 (Palmitoyl-Lysyl-Dioxymethionyl-Lysine) and Piper nigrum (Pepper) seed Extract which combination has been found to result in a synergistic effect on hyaluronan synthase 1 (HAS1) mRNA expression in human fibroblasts. The hyaluronan synthase is responsible for the synthesis of hyaluronan (hyaluronic acid) in skin. Hyaluronic acid is a constituent of the extracellular matrix of the skin and responsible for space filling, tissue repair and retention of moisture.
专利号:US-11612556-B2 优先权日:2014-12-16 标 题:Peptidic compounds, compositions comprising them and uses of said compounds, in particular cosmetic uses 发明人:PESCHARD OLIVIER; DOUCET ANNE; LEROUX RICHARD; MONDON PHILIPPE 权利人:SEDERMA SA 摘要:The peptidic compound comprises at least an aminoacid which is lysine, ornithine, diaminopropionic acid or diaminobutyric acid or a derivative of these aminoacids, on which a carboxylic acid is grafted via a peptidic bound on the nitrogen of the lateral chain, said carboxylic acid comprising a (poly)cycle or (poly)heterocycle. Preferably, the grafted carboxylic acid is an aminoacid or a derivative, in particular selected from, a proline, a hydroxyproline or pyroglutamic acid.The peptidic compound can stimulate the synthesis of the main molecules constituting the extracellular matrix of the skin, especially collagen 1 and 4 and elastin. It can be used for topical cosmetic treatment such as a global anti-aging treatment, or for specific activities, including anti-wrinkles, moisturizing, to improve the mechanical properties of the skin, firmness/tone/elasticity/flexibility, to increase density and volume of the skin, improve skin radiance, for a restructuring effect and/or to fight stretch marks.
1: Giangreco F, Höfinger S, Bakalis E, Zerbetto F. Impact of the green tea ingredient epigallocatechin gallate and a short pentapeptide (Ile-Ile-Ala-Glu-Lys) on the structural organization of mixed micelles and the related uptake of cholesterol. Biochim Biophys Acta Gen Subj. 2018 Sep;1862(9):1956-1963. doi: 10.1016/j.bbagen.2018.06.005. Epub 2018 Jun 15. doi: 10.1007/s13770-016-0017-y. eCollection 2017 Feb. 3: Choi YL, Park EJ, Kim E, Na DH, Shin YH. Dermal Stability and In Vitro Skin Permeation of Collagen Pentapeptides (KTTKS and palmitoyl-KTTKS). Biomol Ther (Seoul). 2014 Jul;22(4):321-7. doi: 10.4062/biomolther.2014.053. 4: Rubinchik E, Schneider T, Elliott M, Scott WR, Pan J, Anklin C, Yang H, Dugourd D, Müller A, Gries K, Straus SK, Sahl HG, Hancock RE. Mechanism of action and limited cross-resistance of new lipopeptide MX-2401. Antimicrob Agents Chemother. 2011 Jun;55(6):2743-54. doi: 10.1128/AAC.00170-11. Epub 2011 Apr 4.
合成参考文献
参考文献:10.1021/acs.jmedchem.4c00137 摘要:Errante F, Pallecchi M, Bartolucci G, Frediani E, Margheri F, Giovannelli L, Papini AM, Rovero P. Retro-Inverso Collagen Modulator Peptide Derived from Serpin A1 with Enhanced Stability and Activity In Vitro. J Med Chem. 2024 Mar 28;67(6):5053–63. doi: 10.1021/acs.jmedchem.4c00137.