Anti-wrinkle composition for external applications to the skin containing biflavonoid derivatives
A technology of flavonoids and derivatives, which is applied in the field of anti-wrinkle compositions for skin external use containing bisflavonoid derivatives, and can solve problems such as instability, skin irritation stability, and skin irritation
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Embodiment 1
[0059] Embodiment 1: the extraction of sumephedrone
[0060] 1.8 kg of dried Selaginella was cut into small pieces, and then extracted using methanol at 80° C. for 4 hours, and the extraction was repeated three times. The obtained methanol extract was concentrated under reduced pressure. 78.7 g of the concentrate was dissolved in water added with dichloromethane (as an extraction solvent), followed by extraction three times. A dichloromethane-soluble fraction (21.7 g) was obtained, and the residue was extracted three more times using ethyl acetate or butanol as an extraction solvent. As a result, ethyl acetate-soluble components (6.8 g), butanol-soluble components (7.8 g) and residual water components (16.2 g) were obtained.
[0061] Silica gel column chromatography was performed on 6.8 g of ethyl acetate-soluble fraction. A mixed solvent containing chloroform, methanol, and water in a ratio of 10:1:0.1 (vol / vol) was used as a column elution buffer. Column chromatography w...
Embodiment 2
[0063] Embodiment 2: Determination of the structure of Panduratin A compound
[0064] In order to determine the structure of the single material separated in Example 1, measured at 500MHz and 125MHz (solvent: DMSO) respectively 1 H-NMR spectrum and 13 C-NMR spectrum. The result is as follows.
[0065] Will 1 H-NMR and 13 The results of C-NMR were compared with those of traditional studies to identify the structure, and the references are listed below.
[0066] Lin, L.-C., Kuo, Y.-C., and Chou, C.-J. (2000) Cytotoxic biflavonoids from Selaginella delicatula. J. Nat. Prod., 63, 627-630.
[0067] Markham, K.R., Sheppard, C., and Geiger, H. (1987) 13 C NMR studies of some naturally occurring amentoflavone and hinokiflavone biflavonoids. Phytochemistry, 26, 3335-3337.
[0068] Chen, S.-C., Liu, H.-K., and Kuo, Y.-H. (2004) Two new compounds from the leaves of Calocedrus microlepic var. formosana. Chem. Pharm. Bull., 52, 762- 763.
[0069] Chari, V.M., Ilyas, M., Wagner, H....
experiment example 1
[0092] Experimental Example 1: Biosynthesis of Procollagen
[0093] Fibroblasts isolated from human skin were seeded in 24-well plates (10 6 cells / well), followed by culturing until they grow 90%. Then, these cells were cultured in serum-free medium for 24 hours. The 4-substituted benzoic acid derivative compound having 3,4-methylenedioxybenzene or 3,4-ethylenedioxybenzene moiety obtained in Examples 1 to 2 was dissolved in a serum-free medium, and the 10 -4 The concentration of the medium was treated, followed by CO 2 Incubate for 24 hours in the incubator. The supernatant was separated and procollagen levels were determined using a type 1 procollagen ELISA kit. The results are shown in Table 1, and the biosynthetic ability was expressed by the ratio to the untreated group (considered 100%).
[0094] [Table 1]
[0095] compound
[0096] As shown in Table 1, it was confirmed that the biflavonoid derivatives can promote collagen biosynthesis.
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