Method for preparing o-dihydroxyflavone-selenium complexes and medical use

A technology of dihydroxyflavonoids and complexes, which is applied in the fields of natural medicinal chemistry, drug synthesis and pharmacology, and can solve problems such as anti-tumor activity research that has not been reported yet

Inactive Publication Date: 2008-03-26
WENZHOU MEDICAL UNIV
View PDF0 Cites 16 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The synthesis of some transition metal complexes of rutin has been reported, but the

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
  • Method for preparing o-dihydroxyflavone-selenium complexes and medical use
  • Method for preparing o-dihydroxyflavone-selenium complexes and medical use

Examples

Experimental program
Comparison scheme
Effect test

Example Embodiment

[0014] Example 1: Preparation of rutin-selenium complex

[0015] Add 1g (0.001641mol) of rutin to dry 20ml of pyridine, stir, add 0.5ml of selenium oxychloride dropwise, dry, react at room temperature for 48h, add ether to precipitate the precipitate, wash repeatedly with ether and chloroform to obtain a precipitate. Vacuum freeze-drying, the final brown rutin-selenium complex. It weighs 1.332 g, and the yield is 51.5%. The newly synthesized compounds have been structurally identified through various physical methods, including 1 HNMR, MS and elemental analysis. Its structure is as follows (see attached figure 2 of the specification):

[0016] Figure 2 Rutin-selenium complex

[0017] mp: 185.0-189.0°C.IR(KBr)3219cm -1 (O-H), 1654cm -1 (C=O), 1610, 1537cm -1 (C=C), 1198cm -1 (C-O-C), 750cm -2 (C-H), 680cm -2 (Se-O). 1 H NMR(CDCl 3 , 300MHz), δ (ppm): 11.68 (s, 1H, 5-OH), 10.56 (s, 1H, 7-OH), 7.53 (d, 1H, 2'-H), 7.38 (d, 1H, 5 ′-H), 6.70(d, 1H, 6′-H), 6.13(d, 1H, 8-H), 5.96(d, 1H, 6...

Example Embodiment

[0018] Example 2: Preparation of Quercetin-Selenium Complex

[0019] Add 2g (0.006623mol) of quercetin to dry 30ml of pyridine, stir, add 2.0ml of selenium oxychloride dropwise, dry, react at room temperature for 48h, add ether to precipitate the precipitate, wash repeatedly with ether and chloroform to obtain a precipitate , Vacuum freeze-drying, and finally a brown quercetin-selenium complex. Weighed 2.437g, the yield was 47.8%. Its structure is as follows (see attached figure 3 of the specification):

[0020] Figure 3 Quercetin-selenium complex

[0021] mp: 315.0-318.0℃.IR(KBr)1651cm -1 (C=O), 1606, 1530cm -1 (C=C), 1206cm -1 (C-O-C), 755cm -1 (C-H), 680cm -1 (Se-O). 1 H NMP(CDCl 3 , 300MHz), δ (ppm) 11.88 (s, 1H, 5-OH), 10.50 (s, 1H, 7-OH), 10.26 (s, 1H, 3-OH), 7.60 (d, 1H, 2'- H), 7.29(d, 1H, 5'-H), 6.71(d, 1H, 6'-H), 6.18(d, 1H, 8-H), 5.98(d, 1H, 6-H), MS (m / z): 378.1(M - +Se). Molecular formula: C 15 H 8 O 7 Se, elemental analysis: Calcd for (%) C 47.49, H 2.11, Se 20.84; F...

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 present invention relates to synthesis process and medicinal use of o-dihydroxyflavone-selenium complex. The o-dihydroxyflavone-selenium complex in the structure as shown may be applied in preparing health product, pesticide, plant growth regulator, feed additive, immunomodulator, antitumor medicine, antibacterial medicine, etc.

Description

technical field [0001] The invention belongs to the technical fields of natural medicinal chemistry, drug synthesis and pharmacology, and specifically relates to the synthesis of flavone-selenium complexes and the screening of the compound's inhibitory activity on human tumor cell growth. It can be used to prepare health products, pesticides, insecticides, plant growth regulators, feed additives, immunomodulators, antitumor drugs, and antibacterial drugs. Background technique [0002] Selenium has a variety of special functions on human health. Nowadays, selenium has been recognized by the United Nations as an essential trace element for the human body. Many diseases such as tumors, aging, and low immunity are related to the lack of selenium in the body. It is of great significance to improve the body's immunity, inhibit aging and prevent diseases. Compared with inorganic selenium, organic selenium has the characteristics of high bioavailability, strong biological activity,...

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): C07D345/00C07H17/07A61K31/7048A61K31/352A61P35/00A61P31/04A01N55/00A01P7/00A01P21/00A23K1/16C07D311/30
Inventor 仇佩虹吴建章周鹏叶发青林丽郭平
Owner WENZHOU MEDICAL UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap