Synthesis and ribonuclease A inhibition activity of resorcinol and phloroglucinol derivatives of catechin and epicatechin: Importance of hydroxyl groups

Bioorganic & Medicinal Chemistry
2010.0

Abstract

The reported ribonuclease A inhibitory activity of the green tea extracts prompted us to synthesize novel catechin/epicatechin based conjugates with resorcinol and phloroglucinol with the aim to increase the number of phenolic OH groups. These are found to be more effective inhibitors of ribonuclease A as compared to catechin and epicatechin thus indicating the importance of number of phenolic OH groups for the inhibition of ribonucleolytic activity. Fluorescence studies have been carried out to evaluate the binding parameters. The protein-ligand docking studies are also performed to gain insight into the protein-polyphenols interactions. The epicatechin based polyphenols 1 and 2 also showed inhibition of angiogenin-induced angiogenesis, as determined by chorioallantoic membrane (CAM) assay.

Knowledge Graph

Similar Paper

Synthesis and ribonuclease A inhibition activity of resorcinol and phloroglucinol derivatives of catechin and epicatechin: Importance of hydroxyl groups
Bioorganic & Medicinal Chemistry 2010.0
Green tea catechins as a BACE1 (β-Secretase) inhibitor
Bioorganic & Medicinal Chemistry Letters 2003.0
Design, synthesis, and biological evaluation of polyphenol derivatives as DYRK1A inhibitors. The discovery of a potentially promising treatment for Multiple Sclerosis
Bioorganic & Medicinal Chemistry Letters 2022.0
Trolox equivalent antioxidant capacity (TEAC) of Ginkgo biloba flavonol and Camellia sinensis catechin metabolites
Journal of Pharmaceutical and Biomedical Analysis 2000.0
Novel epicatechin derivatives with antioxidant activity modulate interleukin-1β release in lipopolysaccharide-stimulated human blood
Bioorganic & Medicinal Chemistry Letters 2004.0
Synthesis and antimicrobial activities of 3-O-alkyl analogues of (+)-catechin: Improvement of stability and proposed action mechanism
European Journal of Medicinal Chemistry 2010.0
Flavan-3-ols Having a .GAMMA.-Lactam from the Roots of Actinidia arguta Inhibit the Formation of Advanced Glycation End Products in Vitro
Chemical and Pharmaceutical Bulletin 2009.0
711. The relative and absolute configurations of catechins and epicatechins
Journal of the Chemical Society (Resumed) 1957.0
Carbonic anhydrase inhibitors. Antioxidant polyphenols effectively inhibit mammalian isoforms I–XV
Bioorganic & Medicinal Chemistry Letters 2010.0
Synthesis, evaluation and molecular modelling of piceatannol analogues as arginase inhibitors
RSC Medicinal Chemistry 2020.0