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Dicaffeoyl-spermidine cyclization derivative glycoside and application thereof

一种咖啡酰亚精胺、衍生物的技术，应用在糖衍生物、糖衍生物、糖衍生物制备等方向，能够解决研究少、二咖啡酰亚精胺衍生物稀少植物成分等问题

Active Publication Date: 2016-06-08
JINAN UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] Derivatives of dicaffeoylspermide are a kind of rare plant ingredients, and there are few studies at present
Glycosides of dicaffeoylspermidine derivatives have not been reported before

Method used

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  • Dicaffeoyl-spermidine cyclization derivative glycoside and application thereof
  • Dicaffeoyl-spermidine cyclization derivative glycoside and application thereof
  • Dicaffeoyl-spermidine cyclization derivative glycoside and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0069] Embodiment 1 formula (II) - the preparation of formula (XIV) compound

[0070] 19.5kg wolfberry was heated and refluxed with 100L ethanol-water (60:40, v / v) to extract 3 times, 2 hours each time. After filtration, the filtrate was concentrated under reduced pressure to obtain a concentrate. The concentrated solution was chromatographed on a macroporous resin column, and eluted with ethanol-water with a volume ratio of 0:100, 30:70, 50:50, 70:30 and 95:5 in sequence to obtain 5 fractions F1, F2, and F3 , F4, F5. Next, for the fraction F2 obtained by the ethanol-water elution with a volume ratio of 30:70, 70.0 grams of F2 were taken for normal pressure silica gel column chromatography, and the volume ratio was 95:5:0, 90:10:1, 85 :15:1.5, 80:20:2, 70:30:3, 60:40:4, 50:50:5, 40:60:6 and 0:100:0 in chloroform-methanol-water elution to give F2.1, F2.2, F2.3, F2.4, F2.5, F2.6, F2.7, F2.8, F2.9 and F2.10 are 10 sub-fractions. Then the sub-fraction F2.8 (10.1g) obtained by ...

Embodiment 2

[0105] Example 2, results of glycoside antioxidant activity of dicaffeoylspermidine derivatives

[0106] The antioxidant activity of the compound is evaluated by the oxygenradicalabsorbancecapacity (ORAC) test, and the specific experimental procedure is as follows. Add 0.248g AAPH (2,2'-azobisisobutylamidine dihydrochloride) into 50mL phosphate buffer system to prepare 18.3mM AAPH stock solution. Add 20mL of phosphate buffer solution, 20mL of the sample to be tested or standard substance Trolox solution (concentration: 6.25mM) and 20mL fluorescent substance disodiumfluorescein (FL, concentration: 630nM) into the wells of the 96-well plate in sequence. Next, quickly add 140 mLAAPH (18.3 mM concentration) to the wells of the 96-well plate, and immediately place the 96-well plate in the GENios Luciferase-based microplate reader produced by Tecan, Switzerland, and set the excitation wavelength to 485 nm. , the emission wavelength is 527nm, and the fluorescence intensity is measur...

Embodiment 3

[0114] Embodiment 3, compounds improve the learning and memory activity test method of senile dementia Drosophila

[0115] (1) Cultivation of Alzheimer's Drosophila

[0116] w 1118 (isoCJ1) was used as the control group of the experiment, the background Drosophila, abbreviated as "2U". Successful transfer into pathogenic Aβ 42 The Drosophila protein is (UAS-Aβ 42 ; abbreviated as "H29.3"). This strain of Drosophila was crossed with Drosophila expressing the Gal4 promoter in the whole brain to obtain elav-GAL4 c155 (P35) and Aβ 42 Drosophila strains.

[0117] (2) Administration of Alzheimer's Drosophila

[0118] Three groups were set up in the experiment: healthy fruit flies without drug control, diseased fruit flies without drug control and diseased fruit flies with administration.

[0119] The parents of all tested fruit flies were reared and bred in a fly house with a constant temperature of 24° C. and a constant humidity of 42% RH (Relativehumidity). On the first d...

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Abstract

The invention relates to dicaffeoyl-spermidine cyclization derivative glycoside and a preparation method and application thereof. A biological activity experiment shows that the dicaffeoyl-spermidine cyclization derivative glycoside has antioxidant activity and antiviral activity, the activity of the dicaffeoyl-spermidine cyclization derivative glycoside is even superior to that of positive control drugs, and the dicaffeoyl-spermidine cyclization derivative glycoside can be used for preventing and / or treating senile dementia and other neurodegenerative diseases as antioxidant and preventing and / or treating virus infection as an antiviral agent.

Description

technical field [0001] The invention belongs to the field of natural medicines, and more specifically relates to a glycoside derivative of dicaffeoylspermide and its application as an antioxidant and an antiviral agent. Background technique [0002] Many processes of life activities involve the generation and removal of free radicals. Under normal physiological conditions, the production and removal of free radicals in organisms are in a balanced state. Once the balance is out of balance, excess free radicals will attack target organs, causing cell membrane lipid peroxidation, nucleic acid backbone, protein and polypeptide bond breaks, cell apoptosis, etc., causing body aging and organ degenerative changes, leading to cardiovascular and cerebrovascular diseases, The occurrence of various diseases such as cancer, diabetes and senile dementia. [0003] At present, a large number of antioxidants have been used in the food, drug and cosmetic industries. For example, tea polyp...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07H15/203C07H1/08A61P39/06A61P31/12A61P25/28A61P25/16A61P25/00A61P25/14A61P31/14
CPCC07H1/08C07H15/203A61K31/165C07C235/34A61P25/00A61P31/14A61P25/16A61P25/14A61P25/28
Inventor 高昊姚新生何蓉蓉李药兰陈国栋周正群王传喜李满妹胡丹范红霞
Owner JINAN UNIVERSITY
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