A kind of unsaturated fatty acid amide compound and its preparation method and application
A technology of fatty acid amides and fatty acid amides, which is applied in the separation/purification of carboxylic acid amides, methods based on microorganisms, botanical equipment and methods, etc., and can solve problems such as complex extraction processes and hindering the application of similar compounds
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Embodiment 1
[0027] Fermentation of Streptomyces maoxianensis sp.nov.
[0028] (1) Fermentation strain: the fermentation strain is Streptomyces maoxianensis sp.nov.
[0029] (2) Slope culture: use ISP2 medium (yeast extract 4.0g, wort juice 10.0g, glucose 4.0g, agar 20.0g, distilled water 1000ml, pH value 7.0-7.2) to sterilize at 121°C for 20min, after inoculation in Culture at 28°C for 6-8 days.
[0030] (3) Seed culture: Seed medium composition (g / L): glucose 4, malt extract powder 10, yeast powder 4, CaCO3g, distilled water 1000ml, pH value 7.0, use 1000ml triangular flasks to pack 250ml per bottle, and then use Wash the Streptomyces spores on the slope with 12ml of sterile water and make a spore suspension to make the concentration 1×107~1×108 spores / ml. Add 2ml of spore suspension to each bottle, place on a shaker, rotate at 250r / min, and incubate at 28°C for 24h.
[0031] (4) Fermentation culture: fermentation medium composition (g / L): yeast powder 0.4, soluble starch 4, glucose 1...
Embodiment 2
[0033] Extraction and separation of compound 1 and compound 2
[0034] According to the method of Example 1, 15 L of fermented liquid was obtained by fermentation and culture, and filtered through a 200-mesh sieve to obtain a mycelium filter cake. The filter cake was washed with deionized water, soaked overnight in 10L of industrial methanol, and filtered to obtain a methanol extract. The resulting extract was concentrated under reduced pressure at 50°C to remove the methanol phase until dryness to obtain 33 g of an oily substance.
[0035] Put the obtained oily substance on a silica gel column (particle size 100-200 mesh) for column chromatography, use dichloromethane:methanol=100:0-50:50 (V / V) for gradient elution, and detect by TLC to obtain 3 components (1-3). Component 2 was subjected to gel LH-20 column chromatography (chloroform / methanol=1:1, V / V) to obtain components 2-1 and 2-2, and then semi-preparative column chromatography was used for further preparation under t...
Embodiment 3
[0049] Structural identification of compound 1 and compound 2
[0050] The structure of the unsaturated fatty acid amide compound is determined by 1D and 2D NMR, MS and other spectral analysis as follows:
[0051] The structural formula of compound 1 is:
[0052]
[0053] The structural formula of compound 2 is:
[0054]
[0055] The physicochemical properties of compound 1 and compound 2 are as follows:
[0056] Compound 1
[0057] Appearance: colorless oily
[0058] Solubility: easily soluble in methanol, acetone, slightly soluble in water, insoluble in petroleum ether
[0059] Molecular formula: C 17 h 31 NO 6
[0060] Specific rotation: (c 0.25, EtOH)
[0061] High resolution mass spectrometry (HRESI-MS): 368.2039[M+Na] + (calcd for C 17 h 31 NO 6 Na 368.2044)
[0062] UV absorption spectrumλ max (EtOH) nm (logε): 202 (4.32)
[0063] Infrared absorption spectrum (IR absorption spectrum) V max cm -1 : 3461, 2966, 2930, 1717, 1450, 1381, 1341, 1042, ...
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