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Dendrobium officinale oligosaccharide, dendrobium officinale oligosaccharide derivative as well as preparation method and application thereof

A technology of Dendrobium officinale and its derivatives is applied in the field of natural medicinal chemistry to achieve the effect of strong anti-aging effect and good immune regulation effect.

Active Publication Date: 2021-06-22
KUNMING INST OF BOTANY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

These predecessors' research work mainly focused on the pharmacological activity of small molecule phenolic components and polysaccharide components, and there were few reports on the research on oligosaccharides.

Method used

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  • Dendrobium officinale oligosaccharide, dendrobium officinale oligosaccharide derivative as well as preparation method and application thereof
  • Dendrobium officinale oligosaccharide, dendrobium officinale oligosaccharide derivative as well as preparation method and application thereof
  • Dendrobium officinale oligosaccharide, dendrobium officinale oligosaccharide derivative as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0089] The preparation method of dendrobium officinale oligosaccharide derivative comprises the following steps:

[0090] 1) Reducing fatty acids into fatty alcohols;

[0091] Preferably, the reaction process is: fatty acid 10mmol, NaBH 4 20mmol, AlCl 3 40mmol, THF 27ml, MeOH3ml, the reaction temperature is 100°C, the reaction time is 8h, and the yield is 90%;

[0092] 2) glycosidation of fatty alcohols and Dendrobium officinale oligosaccharides;

[0093] Preferably, the fatty alcohol obtained by reduction is used for glycosylation reaction with Dendrobium officinale oligosaccharides, the reaction process is: alcohol-sugar molar ratio 1: (8-10), catalyst cetyl ammonium bromide, and the reaction temperature is 110-115 °C, the reaction time was 3 h, and the yield was 80%.

Embodiment 1

[0096] This embodiment mainly isolates and purifies Dendrobium officinale oligosaccharides from the stem of Dendrobium officinale, and further identifies the structure:

[0097] Cut off the fresh stem of Dendrobium officinale and place it in a blast drying oven for drying at 55°C, measure its moisture, and when the moisture reaches below 6%, pulverize it through a 20-40 mesh sieve; take 50 grams of Dendrobium officinale powder and add 2500 ml of ultrapure water, Boiling water bath 2 times, 2h each time, combined water extracts. Then centrifuge, centrifugation conditions: 3000-4000rpm, 10min, room temperature 25°C, to obtain the Dendrobium candidum aqueous extract; decompress and concentrate the Dendrobium candidum aqueous extract to 500ml, to obtain the Dendrobium candidum concentrated aqueous extract. Add an appropriate amount of 95% ethanol to the concentrated water extract of Dendrobium officinale until the alcohol concentration of the mixed water is 70-80%, precipitate ove...

Embodiment 2

[0100] DPPH free radical scavenging experiment

[0101] 1 Reagent:

[0102] DPPH, water-soluble vitamin E (Trolox) (Trolox is dissolved in absolute ethanol, the concentration is 10mM, stored at -20°C), pure water.

[0103] 2 Experimental method:

[0104] Mix and react the drug to be tested with DPPH (final concentration: 100M), set up 3 replicate wells, set up blank control wells without drugs and Trolox positive control wells at the same time, 30°C, 1h, measure the OD value with a microplate reader, and detect The wavelength is 515nm, and the antioxidant rate is calculated.

[0105] Antioxidant rate (%)=(1-experimental hole OD 515nm / blank well OD 515nm )×100%

[0106] 3 Experimental results:

[0107] As shown in Table 1.

[0108] Table 1

[0109] sample final reaction concentration Antioxidant rate (%) Trolox 25 95.668％ Dendrobium officinale oligosaccharides 4％ 11.335％ Dendrobium officinale oligosaccharides 8％ 14.346％ Dendrobiu...

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Abstract

The invention relates to dendrobium officinale oligosaccharide, a dendrobium officinale oligosaccharide derivative and a preparation method and application of the dendrobium officinale oligosaccharide and the dendrobium officinale oligosaccharide derivative, and the main technology is that the dendrobium officinale oligosaccharide contains 3-9 glycoside residues and has glucose residues at a non-reducing end; the derivative is obtained through substitution at the non-reducing end with hydrophobic residues . The invention further provides a preparation method and application of the two compounds. The invention has the beneficial effects that the dendrobium officinale oligosaccharide with the purity of more than or equal to 99% is prepared from the dendrobium officinale for the first time, the structure, the anti-aging activity effect and the immune regulation effect of the dendrobium officinale oligosaccharide are defined, and the dendrobium officinale oligosaccharide is found to be capable of well inhibiting collagenase and also has certain activity on TNF-alpha and IL-6; the method can be applied to the fields of medicine, food and daily necessity development.

Description

technical field [0001] The invention relates to the technical field of natural medicine chemistry, in particular to a dendrobium officinale oligosaccharide, a dendrobium officinale oligosaccharide derivative, a preparation method and application thereof. Background technique [0002] Dendrobium officinale Kimura et Migo is a perennial herbaceous plant of the Orchidaceae genus Dendrobium. It is recorded in various editions of Pharmacopoeias. The Pharmacopoeia records that it has the functions of promoting body fluid and nourishing stomach; nourishing yin and clearing heat; moistening lung and kidney; improving eyesight and strengthening waist. Modern pharmacological studies have shown that Dendrobium officinale has antioxidant, hypoglycemic, immune-regulating and anti-inflammatory activities. It is recorded in ancient books that the stems of Dendrobium officinale can be used for skin moisturizing and thirst. The study found that Dendrobium officinale mainly contains polysacc...

Claims

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Application Information

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IPC IPC(8): C08B37/00A61K8/73A61Q19/08A61Q19/00A61K31/715A61P17/18A61P39/06A61P37/02A23L33/125
CPCC08B37/0003A61K8/73A61Q19/08A61Q19/00A61K31/715A61P17/18A61P39/06A61P37/02A23L33/125A61K2800/782A23V2002/00A23V2200/324A23V2200/318A23V2250/51A61K2800/522A23L33/105C08B37/0006C08B37/0033C08B37/0087A61K31/702A61K9/0014Y02A50/30A61K9/06A61K31/716A61K36/8984A61K2236/331A61K2236/333A61K2236/51A61K2236/53B01D11/0288B01D21/262C07H3/06C08B37/006
Inventor 胡江苗杨柳解勇王雨华贺锐
Owner KUNMING INST OF BOTANY - CHINESE ACAD OF SCI
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