Effect of Methyl Substitution on the Antioxidative Property and Genotoxicity of Resveratrol
摘要:
Resveratrol (trans- 3,4 ',5-trihydroxystilbene) is a natural phytoalexin with various biological activities including inhibition of lipid peroxidation and free radical scavenging properties. In addition to its beneficial effects, resveratrol also has significant genotoxicity that leads to a high frequency of chromosome aberration together with micronucleus and sister chromatid exchanges. To enhance the radical scavenging activities and to reduce the genotoxicity of resveratrol, we designed 4 '-methyl resveratrol analogues where a methyl group was introduced at the ortho position relative to the 4 '-hydroxy group, which is responsible for both antioxidative activities and genotoxicity of resveratrol. These synthesized methyl analogues of resveratrol showed increased antioxidative activities against galvinoxyl radical as an oxyl radical species. Furthermore, the methyl analogues also surprisingly showed reduced in vitro genotoxicities, suggesting that methyl substitution may improve resveratrol efficacy.
[EN] SELECTIVE ARYLATION OF DICHALCOGENIDES IN BIOMOLECULES<br/>[FR] ARYLATION SÉLECTIVE DE DICHALCOGÉNIDES DANS DES BIOMOLÉCULES
申请人:MASSACHUSETTS INST TECHNOLOGY
公开号:WO2016205798A1
公开(公告)日:2016-12-22
Disclosed are chemical transformations for the conjugation of unprotected peptide biomolecules. The processes feature several significant advantages over existing methods of peptide modification, including specificity towards selenocysteine over other nucleophiles (e.g., amines, hydroxyls), excellent functional group tolerance, and mild reaction conditions.
Selective Arylation of Dichalcogenides in Biomolecules
申请人:Massachusetts Institute of Technology
公开号:US20160367693A1
公开(公告)日:2016-12-22
Disclosed are chemical transformations for the conjugation of unprotected peptide biomolecules. The processes feature several significant advantages over existing methods of peptide modification, including specificity towards selenocysteine over other nucleophiles (e.g., amines, hydroxyls), excellent functional group tolerance, and mild reaction conditions.
Effect of Methyl Substitution on the Antioxidative Property and Genotoxicity of Resveratrol
Resveratrol (trans- 3,4 ',5-trihydroxystilbene) is a natural phytoalexin with various biological activities including inhibition of lipid peroxidation and free radical scavenging properties. In addition to its beneficial effects, resveratrol also has significant genotoxicity that leads to a high frequency of chromosome aberration together with micronucleus and sister chromatid exchanges. To enhance the radical scavenging activities and to reduce the genotoxicity of resveratrol, we designed 4 '-methyl resveratrol analogues where a methyl group was introduced at the ortho position relative to the 4 '-hydroxy group, which is responsible for both antioxidative activities and genotoxicity of resveratrol. These synthesized methyl analogues of resveratrol showed increased antioxidative activities against galvinoxyl radical as an oxyl radical species. Furthermore, the methyl analogues also surprisingly showed reduced in vitro genotoxicities, suggesting that methyl substitution may improve resveratrol efficacy.
Synthesis and Biological Evaluation of 3,5-Dimethoxystilbene Analogs
作者:Jian-Quan Weng、Abbas Ali、Alden Estep、James Becnel、Susan L. F. Meyer、David E. Wedge、Melissa Jacob、Agnes M. Rimando
DOI:10.1002/cbdv.201500516
日期:2016.9
nematode (Meloidogyne incognita) that hatched from eggs immersed in the test compounds for 7 days. However, there was little or no effect on J2 placed directly into these compounds, and none of the analogs suppressed M. incognita egg hatch. The compounds were tested for inhibition of some agriculturally important fungi; 6a, 7a, and 7e demonstrated strong inhibition of Colletotrichum species. Activity