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

Salidroside-biotin small molecular probe as well as preparation method and application thereof

A technology of small molecule probe and salidroside, which is applied in the field of salidroside-biotin small molecule probe and preparation thereof, and achieves the effects of good therapeutic effect, high selectivity and mild reaction conditions

Active Publication Date: 2021-03-26
ZHEJIANG UNIV
View PDF3 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] In view of the above-mentioned prior art, the present invention provides a salidroside-biotin small molecule probe and its preparation method and application, so as to overcome the deficiencies in the existing research on the target of salidroside and the mechanism of cardiomyocyte damage protection

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
  • Salidroside-biotin small molecular probe as well as preparation method and application thereof
  • Salidroside-biotin small molecular probe as well as preparation method and application thereof
  • Salidroside-biotin small molecular probe as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] Embodiment 1: the preparation of salidroside nitrate (VII)

[0040]

[0041] In a 25 mL round bottom flask, 97 mg of iodobenzene diacetoxyacetate, 142 mg of ferric nitrate nonahydrate and acetonitrile (8 mL) were added, and 300 mg of salidroside (VI) was added. The reaction solution was stirred and reacted at 65°C for 6 hours. The reaction solution was filtered with suction to remove insoluble matter, and then concentrated. The concentrate was subjected to silica gel column chromatography. The eluent used in the chromatography was a mixture of dichloromethane and methanol at a volume ratio of 10:1. The eluate was evaporated to remove the solvent to obtain 245 mg of yellow solid with a yield of 71%.

[0042] The spectral data analysis of compound VII is as follows:

[0043] 1 H NMR (CD 3 OD,500MHz)δ2.83(t,J=6.75Hz,2H),3.06-3.09(m,1H),3.10-3.11(m,2H),3.20-3.21(m,1H),3.22-3.27(m ,1H),3.54-3.55(m,1H),3.65-3.69(m,1H),3.75-3.78(m,1H),3.91-4.03(m,1H),4.19(d,J=7.8Hz,1H ...

Embodiment 2

[0046] Embodiment 2: the preparation of salidroside nitrate (VII)

[0047]In a 25 mL round bottom flask, 118 mg of bis(tert-butylcarbonyloxy)iodobenzene, 131 mg of ferric nitrate nonahydrate and acetonitrile (8 mL) were added, and 290 mg of salidroside were added. The reaction solution was stirred and reacted at 55°C for 10 h, the reaction solution was filtered with suction to remove insoluble matter, and then concentrated, and the concentrate was subjected to silica gel column chromatography. The eluent used in the chromatography was a mixture of dichloromethane and methanol at a volume ratio of 10:1. The eluate was evaporated to remove the solvent to obtain 219 mg of a yellow solid with a yield of 66%.

Embodiment 3

[0048] Embodiment 3: the preparation of salidroside nitrate (VII)

[0049] In a 25 mL round bottom flask, 134 mg of [bis(trifluoroacetoxy)iodo]benzene, 148 mg of ferric nitrate nonahydrate and acetonitrile (8 mL) were added, and 310 mg of salidroside were added. The reaction solution was stirred and reacted at 50°C for 6 hours. The reaction solution was filtered to remove insoluble matter, and then concentrated. The concentrate was subjected to silica gel column chromatography. The eluent used in the chromatography was a mixture of dichloromethane and methanol at a volume ratio of 10:1. The eluate was evaporated to remove the solvent to obtain 306 mg of a yellow solid with a yield of 86%.

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 salidroside-biotin small molecular probe as well as a preparation method and application thereof, and belongs to the field of medicinal chemistry. The structural formula of the small molecular probe comprises three parts, namely salidroside, biotin and a connecting chain. In-vitro activity tests show that the designed salidroside small molecular probe has good activity inprotection of hypoxia / reoxygenation-induced primary myocardial cell damage, can be used as the small molecular probe for action mechanism research of salidroside, and has a good application prospectin the medical field.

Description

technical field [0001] The invention belongs to the technical field of medicinal chemistry, and in particular relates to a salidroside-biotin small molecule probe and a preparation method and application thereof. Background technique [0002] Rhodiola L. is a perennial herb or subshrub of Crassulaceae. It is a traditional Chinese medicine in my country. There are records. Rhodiola plants have the effects of benefiting the lungs and spleen, promoting blood circulation and removing blood stasis. Modern research has found that Rhodiola plants have various pharmacological effects such as anti-hypoxia, fatigue, tumors, radiation, and aging. Salidroside is one of the main active compounds of Rhodiola, and its aglycone is p-hydroxyphenylethyl alcohol, namely tyrosol. Pharmacological studies have shown that salidroside can protect cardiomyocytes, improve vascular function, resist atherosclerosis, protect nerve cells, etc., and can be used to prevent and treat cardiovascular and cer...

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): C07H15/18C07H1/00A61K31/7056A61P9/00
CPCC07H15/18C07H1/00A61P9/00
Inventor 王书芳王毅张兴贤
Owner ZHEJIANG UNIV
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