A kind of cyclic cinnamamide compound and its preparation method and application
A technology of cinnamic amide and compound, applied in the field of natural medicinal chemistry, can solve the problems such as no related reports on antagonistic activity
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Embodiment 1
[0043] Example 1 Purification and preparation of alkaloid compounds in Anisodica tanggut
[0044] (1) 50kg of Tanggut anisodica dry powder is provided by plants in the northwest plateau, soaked in about 500L of industrial ethanol (purity of about 95%, 25kg of medicinal materials / 100L) overnight, refluxed for 2 hours, and the extract is suction filtered to obtain a filtrate, which is extracted together 3 times, the filtrates were combined and concentrated to 100L to obtain a concentrated solution of the extract;
[0045] (2) The filtrate finally obtained in step (1) was selectively enriched with cation exchange solid phase extraction packing (silica SCX, 60 μm), firstly washed with methanol to remove non-alkaloids, and then ammonium perchlorate as The concentration of 250mmol / L is dissolved in 90% methanol water (volume concentration), used for elution of alkaloid components, the collected salt solution of alkaloids is concentrated by rotary evaporation, and the precipitated am...
Embodiment 2
[0049] Structural characterization of the compound scopocycinnamide in Example 2
[0050] Compound F9-3-P4 is a white flocculent powder, easily soluble in water. HR-ESI-MS shows that the molecular ion peak [M+H]+ is 472.2462, the calculated molecular formula is C25H34N3O6, and the ultraviolet absorption bands are 200nm, 235nm and 285nm. Using HR-ESI-MS, 1H-NMR, 13C-NMR and two-dimensional nuclear magnetic resonance to detect, the structure analysis process is as follows:
[0051] Combined with 1H NMR spectrum, HSQC spectrum and 1H-1H COSY spectrum analysis, there are 6 spin coupling systems in the structure: 3.57 (ddd, J=14.5, 9.6, 4.5Hz, 1H, 2-H), 3.06 (dt, J = 14.5, 4.8 Hz, 1H, 2-H), 1.8(m, 2H, 3-H), 2.55(m, 1H, 4-H), 2.68(m, 1H, 4-H), propylene diamine Structural fragment a; 2.59(m, 1H, 6-H), 2.84(m, 1H, 6-H), 0.98(m, 1H, 7-H), 1.24(m, 1H, 7-H), 1.40( m, 2H, 8-H), 2.88(m, 1H, 9-H), 3.45(dt, J=14.1, 4.2Hz, 1H, 9-H), which are butanediamine structural fragment b; 6.71(d, J...
Embodiment 3
[0057] Example 3 Study on the muscarinic M receptor antagonistic activity of the compound scopocycinnamide
[0058] 1. Materials: The CHO-M1 cell line is a hamster ovary cell (University of California, Irvine, USA) transfected to express the muscarinic M1 receptor, and acetylcholine is an agonist of the muscarinic receptor (Sigma). The detection platform is the third generation of Corning The imager detects the signal as a wavelength shift caused by cellular dynamic mass reset (DMR).
[0059] 2. Inoculate CHO-M1 cells in logarithmic growth phase in a 384-well cell plate, the volume of culture medium in each well is 40 μL, and the seeding density is 1.4×10 4 Place the inoculated cell plate in a cell culture incubator for 20-22 hours, until the cell confluency reaches about 95% for the activity experiment. Wash 1 time with HBSS buffer before detection, then add 30 μL HBSS buffer to each well, place in Equilibrate incubation on the system for 1 h.
[0060] 3. The M receptor...
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