Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Radix rubiae cyclic peptide compound and preparation method thereof

A kind of compound, technology of Rubia genus, applied in the field of Rubia cyclopeptide compound and preparation thereof

Active Publication Date: 2020-12-29
GUANGXI INST OF BOTANY THE CHINESE ACAD OF SCI
View PDF4 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] So far, there are no related reports that the rubia cyclic peptide compounds in Rubia plants can be used as potential drugs for the prevention and treatment of coronavirus diseases, AIDS drugs, and hepatitis B drugs

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Radix rubiae cyclic peptide compound and preparation method thereof
  • Radix rubiae cyclic peptide compound and preparation method thereof
  • Radix rubiae cyclic peptide compound and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] Embodiment 1: the preparation of target compound

[0031] 1) Take the dry stems and leaves (15.0kg) of Rubia hangii (Rubia hangii), grind them, and use 80v / v% methanol to reflux extract 3 times (60L×3 times), the time is 3 times each time hour, the extract was concentrated under reduced pressure to obtain an extract;

[0032] 2) Suspend the obtained extract by adding 15 L of methanol / water (the volume ratio of methanol to water is 50:50), and then extract with petroleum ether for 3 times, and the amount of solvent used for each extraction is 15 L. After extraction, take the methanol / water phase (lower phase), filter, remove the organic solvent under reduced pressure, add 9L of water and 3L of methanol, and put it on the XAD-16 macroporous resin column After loading, wash the column with water first, then elute with 30v / v% methanol, and finally elute with 100v / v% methanol. Collect the fraction eluted with 100v / v% methanol and concentrate under reduced pressure to obtai...

Embodiment 2

[0046] Embodiment 2: the preparation of target compound

[0047] Repeat Example 1, the difference is,

[0048] In step 1), the extraction medium is changed to 70v / v% ethanol; before the extract is extracted with petroleum ether, the extract is suspended in 15L of ethanol / water (the volume ratio of ethanol and water is 50:50).

[0049] In step 2), the model of the macroporous resin is changed to X-5. After loading the column, wash the column with water, then elute with 20v / v% ethanol, and finally elute with 100v / v% ethanol. Collect 100v / v% ethanol eluted fractions.

[0050] In step 3.1), measure 600 mL of n-hexane, 900 mL of ethyl acetate, 600 mL of methanol, and 900 mL of pure water to prepare a mixed solution with a volume ratio of 2:3:2:3. The layers were completely clarified, and the upper and lower layers were separated to obtain the upper phase solution and the lower phase solution, which were ultrasonically degassed for 10 min, respectively, and set aside.

[0051] Th...

Embodiment 3

[0053] Embodiment 3: the preparation of target compound

[0054] Repeat Example 1, the difference is,

[0055] In step 1), the extraction solvent is changed to water.

[0056] In step 2), the model of the macroporous resin was changed to DA101. After loading the column, the column was first washed with water, then eluted with 50v / v% methanol, and finally eluted with 90v / v% methanol. Fractions eluted with 90 v / v% methanol were collected.

[0057] The finally obtained fractions 18-19 are the molecular weight [M-H] - Compound 1095, detected by HPLC, has a content of 94.6%, is a white solid with a total weight of 45.3 mg, and is confirmed to be Yayehuanin A by 1HNMR and 13CNMR. Fraction 21 is molecular weight [M-H] - The compound of 1111 was detected by HPLC, and its content was 92.3%. It was a white powder with a total weight of 3.3 mg.

[0058] Molecular weight [M-H] obtained to the present embodiment - The white powder of 1111 was characterized by ultraviolet, hydrogen nu...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses a Radix rubiae cyclic peptide compound and a preparation method thereof. The preparation method of the Radix rubiae cyclic peptide compound comprises the following steps: usingstems and / or leaves of Rubia hangii as raw materials, obtaining an extract of the Rubia hangii, and separating and purifying the obtained extract through a macroporous resin column, a silica gel column and a high-speed counter-current chromatograph to obtain the Radix rubiae cyclic peptide compound. Experiment results of the applicant show that the compound has strong binding capacity with coronavirus targets (S protein, 3CL protein, DC-SIGN receptor protein and ACE2 receptor protein), HIV targets (HIV-1 protein) and hepatitis B virus targets (Bcl-2, Bcl-xL), so the component has potential medicinal value for novel coronaviruses, HIV viruses and hepatitis B viruses. The compound is expected to be used for preparing anti-coronavirus drugs and / or anti-HIV and / or anti-hepatitis B virus drugs.

Description

technical field [0001] The invention relates to active ingredients extracted and separated from plants, in particular to a rubia cyclopeptide compound extracted from Rubiaceae Rubio genus Yayehuan and a preparation method thereof. Background technique [0002] Cyclic peptides are a class of cyclic compounds mainly composed of amino acids connected by peptide bonds. The macrocyclic molecule of cyclic peptide has a clear fixed conformation, which can fit well with the receptor, and the absence of free amino and carboxyl ends in the molecule greatly reduces the sensitivity to aminopeptidase and carboxypeptidase. In general, the metabolic stability and bioavailability of cyclic peptides are much higher than that of linear peptides. At present, there are about 500 kinds of cyclic peptide compounds found in nature, and many cyclic peptides have good biological activities. [0003] Rubiaceae-type cyclic peptides (Rubiaceae cyclic peptides) are a class of bicyclic or monocyclic cy...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C07K9/00C07K1/20C07K1/16
CPCC07K9/008Y02A50/30
Inventor 谢运昌蔡爱华霍华珍李典鹏
Owner GUANGXI INST OF BOTANY THE CHINESE ACAD OF SCI
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com