2,3-dyhydroxyl parabens compound as well as preparation and application thereof
A technology of dihydroxybenzoic acid and ester compounds, which is applied to 2,3-dihydroxybenzoic acid ester compounds and the fields of preparation and application, can solve the problems of large molecular weight, no treatment method, inability to pass through the blood-brain barrier, and the like, achieve the effect of optimizing the structure
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Embodiment 1
[0033] The preparation method of separating and extracting 2,3-dihydroxybenzoate natural compound formula (I) from the traditional Chinese medicine Gentiana, the specific steps are:
[0034] 1) Crushing and extraction:
[0035] After 1980g of traditional Chinese medicine Gentiana was crushed, it was extracted with 10L of methanol (industrial grade) at room temperature for 5 days (with occasional shaking). After suction filtration and concentration, 353.6 g of crude methanol extract was obtained, which was divided into two parts for extraction, and extracted and separated twice with 80% aqueous methanol (1500 ml) and n-hexane (500 ml) alternately. A total of 14.6 g of crude n-hexane layer was obtained.
[0036] 2) Separation and purification:
[0037] The crude sample of the n-hexane layer was first separated twice through a silica gel open column (200-300 mesh, the following solvent systems were all by volume ratio, and the first separation was n-hexane: ethyl acetate=100:0,...
Embodiment 1
[0040] Qualitative identification of the physical and chemical characteristics and chemical structure of compound I-A~L obtained in embodiment 1:
[0041] The structures of compounds I-A and I-B were confirmed by MS, HR MS, 1 H NMR, 13 Confirmed by C NMR, DEPT, H-HCOSY, HMBC, HSQC and HOHAHA.
[0042] The structures of compounds I-C~L were confirmed by MS, HR MS, 1 H NMR test, determined after comparison with the structures of compounds I-A and I-B.
[0043] Physicochemical properties of compound I-A: white solid, molecular formula is C 29 h 50 o 4 ; HR FT-ICR MS: m / z 485.3610 [M+Na] + , theoretical value C 29 h 50 o 4 Na: 485.3601. Infrared spectrum (KBr) values: 3469, 2920, 1671, 1469, 1311 and 1155cm -1 ; Ultraviolet spectrum (solvent is acetonitrile): the maximum absorption wavelength is 318nm; hydrogen spectrum and carbon spectrum data are shown in Table-1.
[0044] Physicochemical properties of compound I-B: white solid, molecular formula C 30 h 52 o 4 ; ...
Embodiment 3
[0077] Biological activity of gentian-derived alkyl 2,3-dihydroxybenzoates.
[0078] In animal models of neurodegeneration, studies have found that NGF can prevent or reduce the degeneration of neurons, prevent the progression of AD to a certain extent, and has the effects of promoting nerve growth and neuroprotection. Because PC12 cells have the general characteristics of nerve cells, PC12 cells will stop dividing under the action of NGF, grow protrusions, and transform into neuron-like cells. Therefore, the compound that can cause PC12 cells to transform into neuron-like cells has application value in the prevention and treatment of neurodegenerative diseases such as senile dementia.
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