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Lipophenolic flavonoid derivatives useful to reduce carbonyl and oxidative stresses (COS)

A compound and alkyl technology, applied in the fields of flavonoid derivatives, prevention and/or treatment of retinopathy and neurodegenerative diseases, can solve the problems that the main toxicity mechanism cannot be reduced or cannot be effectively reduced

Pending Publication Date: 2021-04-30
CENT NAT DE LA RECHERCHE SCI +3
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Unfortunately, these compounds cannot reduce the H 2 o 2 Treatment of ROS (reactive oxygen species) formed and therefore not effective in reducing the main toxicity mechanism involved in retinal dystrophy: oxidative stress

Method used

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  • Lipophenolic flavonoid derivatives useful to reduce carbonyl and oxidative stresses (COS)
  • Lipophenolic flavonoid derivatives useful to reduce carbonyl and oxidative stresses (COS)
  • Lipophenolic flavonoid derivatives useful to reduce carbonyl and oxidative stresses (COS)

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Experimental program
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Embodiment Construction

[0237] 1- Synthesis of Fatty Phenol Derivatives

[0238] a) Materials and methods

[0239] All solvents were commercially sourced anhydrous reagents. All chemicals and reagents were obtained from commercial sources and used without purification unless otherwise stated. Commercial quercetin, rutin or (+)-catechin were dried under vacuum at 100°C for 48 hours before use. The reaction was monitored by TLC on plates precoated with silica gel 60 (Merck). The reaction components were visualized using a 254nm UV lamp, stained with an acidic p-anisaldehyde solution, and then heated gently. The synthesized compounds were purified by column chromatography on 40–63 mm silica gel. Melting points (Mp) were determined on a Stuart capillary apparatus without correction. NMR spectra were performed on a Bruker spectrometer at 300 or 500 MHz ( 1 H) and 75 or 126MHz ( 13 C) Recorded. Chemical shifts are reported in parts per million (ppm, δ) relative to the residual deuterated solvent ...

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Abstract

The invention relates to compound of formula (I): in particular flavonoid derivatives (quercetin and catechin derivatives), for use in the prevention and / or the treatment of a disease or disorder involving both carbonyl and oxidative stresses.

Description

technical field [0001] The present invention relates to lipophenolic derivatives, in particular flavonoid derivatives, capable of preventing or reducing carbonyl stress and oxidative stress (COS), and their use in therapeutic and non-therapeutic applications, In particular the use in the prevention and / or treatment of retinopathy and neurodegenerative diseases. Background technique [0002] It is known from the prior art that oxidative stress caused by overproduction of reactive oxygen species (ROS) inside cells or in the extracellular matrix leads to important damage to key cellular proteins, lipids and DNA. At the same time, reactive carbonyl substances participate in the glycosylation and cross-linking reactions of proteins, thus also affecting cell viability and causing tissue damage. [0003] Thus, the two mechanisms of carbonyl stress and oxidative stress (COS) play a crucial role in aging-related pathologies such as age-related macular degeneration (AMD, the dry form...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D311/20A61P35/00A61P17/00C07D311/22C07D311/26C07D311/28C07D311/30A61P25/00A61P3/00A61P21/00A61P9/00A61P29/00
CPCC07D311/20C07D311/22C07D311/26C07D311/28C07D311/30A61P3/00A61P9/00A61P17/00A61P21/00A61P25/00A61P29/00A61P35/00A23L33/10A23L33/40A61P39/06A23V2002/00C07D311/62
Inventor 塞琳·克鲁斯特埃斯佩兰斯·莫伊内菲利普·布拉贝特蒂埃里·杜兰德约瑟夫·维考特伦
Owner CENT NAT DE LA RECHERCHE SCI