Spermidine alkaloid compound as well as preparation method, pharmaceutical composition and application thereof
A technology of alkaloids and compounds, applied in the field of medicine, can solve problems such as aggravation, acceleration of cognitive dysfunction, occurrence, etc., and achieve obvious inhibitory effect.
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Embodiment 1
[0064] The embodiment of the present invention provides a preparation method of daturaspermidines C-G, comprising the following steps:
[0065] Step S10, take the dried daphnia flowers, add 10-20 times the weight of the extraction solvent, reflux extraction at 65-85°C for 1-3 hours, repeat 2-4 times, combine the extracts, filter, and concentrate under reduced pressure to obtain concentrated liquid, wherein the extraction solvent is at least one of water, methanol and ethanol, preferably 60-95v% ethanol aqueous solution;
[0066] Step S11, sequentially using petroleum ether, dichloromethane and ethyl acetate as organic solvents to extract the concentrated solution (respectively repeat the extraction 2-5 times, and combine the organic phases), and recover the organic solvents to obtain the extracts, wherein the organic solvent The volume of the added amount is 1.5-2 times the volume of the concentrate;
[0067] Step S12, performing silica gel column chromatography on the extrac...
Embodiment 2
[0074] The embodiment of the present invention provides daturaspermidines C, its molecular formula is as follows:
[0075]
[0076] The physical properties and NMR data of daturaspermidine C are as follows:
[0077] Yellow amorphous powder; UV(MeOH)λ max 205,280nm; IR(KBr)ν max 3403,1652cm –1 ;HR-ESI-MS: m / z 480.2469[M+H] + (cal. 480. 2493); 1 H NMR (600MHz, CD 3 OD): δ H 3.09(1H,m,H-2α),3.18(1H,m,H-2β),1.79(1H,m,H-3α),1.63(1H,m,H-3β),3.43(1H,m, H-4α), 3.65(1H,t,J=9.5Hz,H-4β),3.32(2H,m,H-6),1.66(1H,m,H-7α),1.48(1H,m,H -7β),1.42(1H,m,H-8α),1.58(1H,m,H-8β),3.34(1H,m,H-9α),3.34(1H,m,H-9β),1.93( 3H,s,H-12),7.21(1H,d,J=8.7Hz,H-2'),6.71(1H,m,H-3'),6.71(1H,m,H-5'), 7.21(1H,d,J=8.8Hz,H-6'),6.57(1H,d,J=12.6Hz,H-7'),5.94(1H,d,J=12.6Hz,H-8') ,7.39(1H,m,H-2”),6.78(1H,d,J=8.6Hz,H-3”),6.77(1H,d,J=8.6Hz,H-5”),7.39(1H ,m,H-6"),7.45(1H,d,J=15.7Hz,H-7"),6.34(1H,d,J=15.7Hz,H-8"); 13 C NMR (150MHz, CD 3 OD): δ c37.9 / 38.2(C-2), 28.1 / 29.5(C-3), 44.0 / 47.7(C-4), 46.0 / 49.7(C-6), 25...
Embodiment 3
[0079] The embodiment of the present invention provides daturaspermidine D, its molecular formula is as follows:
[0080]
[0081] The physical properties and NMR data of daturaspermidine D are as follows:
[0082] Yellow amorphous powder; UV(MeOH)λ max 204,274nm; IR(KBr)ν max 3403,1652cm –1 ;HR-ESI-MS: m / z 480.2478[M+H] + (cal. 480. 2493); 1 H NMR (500MHz, CD 3 OD): δ H 3.05(1H,t,J=6.8Hz,H-2α),3.19(1H,t,J=6.9Hz,H-2β),1.79(1H,m,H-3α),1.63(1H,m,H -3β),3.41(1H,m,H-4α),3.65(1H,t,J=9.5Hz,H-4β),3.29(2H,m,H-6),1.69(1H,m,H- 7α),1.41(1H,m,H-7β),1.52(1H,m,H-8α),1.38(1H,m,H-8β),3.13(1H,t,J=6.5Hz,H-9α ), 3.27(1H,t,J=6.7Hz,H-9β),1.95(3H,s,H-12),7.23(1H,s,H-2'),6.72(1H,m,H-3 '),6.72(1H,m,H-5'),7.22(1H,s,H-6'),6.58(1H,d,J=12.6Hz,H-7'),5.93(1H,d, J=12.6Hz, H-8'),7.39(1H,d,J=3.9Hz,H-2"),6.72(1H,m H-3"),6.72(1H,m,H-5") ,7.38(1H,d,J=4.0Hz,H-6”),6.62(1H,d,J=12.6Hz,H-7”),5.79(1H,d,J=12.6Hz,H-8” ); 13 C NMR (125MHz, CD 3 OD): δ c 37.8 / 38.2(C-2), 28.1 / 29.5(C-3), 43.9 / 47.7(C-4),...
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