Synthesis, Radical-Scavenging Activities, and Protective Effects against AAPH-Induced Oxidative Damage in DNA and Erythrocytes of Piperine Derivatives

Piperine amino acid derivatives containing phenolic hydroxyl groups were synthesized using piperine as the raw material by amide hydrolysis, amidation, ester hydrolysis, and deacetalization. The obtained products were characterized by mass spectrometry and nuclear magnetic resonance. The antioxidant...

Full description

Bibliographic Details
Main Authors: Bei Qin, Kuan Yang, Ruijun Cao
Format: Article
Language:English
Published: Hindawi Limited 2020-01-01
Series:Journal of Chemistry
Online Access:http://dx.doi.org/10.1155/2020/9026286
id doaj-680a36d8d4f8433584a85c3e4b55792f
record_format Article
spelling doaj-680a36d8d4f8433584a85c3e4b55792f2020-11-25T02:11:42ZengHindawi LimitedJournal of Chemistry2090-90632090-90712020-01-01202010.1155/2020/90262869026286Synthesis, Radical-Scavenging Activities, and Protective Effects against AAPH-Induced Oxidative Damage in DNA and Erythrocytes of Piperine DerivativesBei Qin0Kuan Yang1Ruijun Cao2School of Science, Xi’an Jiaotong University, Xi’an 710049, Shaanxi, ChinaDepartment of Pharmacy, Xi’an Medical University, Xi’an 710021, Shaanxi, ChinaSchool of Science, Xi’an Jiaotong University, Xi’an 710049, Shaanxi, ChinaPiperine amino acid derivatives containing phenolic hydroxyl groups were synthesized using piperine as the raw material by amide hydrolysis, amidation, ester hydrolysis, and deacetalization. The obtained products were characterized by mass spectrometry and nuclear magnetic resonance. The antioxidant activity of the piperine derivatives was evaluated by the DPPH and ABTS scavenging rates and the total antioxidant capacity. The results showed that the piperine amino acid (4a–4d) had relatively weak radical-scavenging ability, while the piperine amino acid derivatives (5a–5d) containing phenolic hydroxyl groups had significant radical-scavenging effects. In addition, the total reducing ability of 5a–5d was better than that of piperine. The study also found that piperine derivatives containing phenolic hydroxyl groups played an important role in inhibiting oxidative damage in DNA and erythrocytes.http://dx.doi.org/10.1155/2020/9026286
collection DOAJ
language English
format Article
sources DOAJ
author Bei Qin
Kuan Yang
Ruijun Cao
spellingShingle Bei Qin
Kuan Yang
Ruijun Cao
Synthesis, Radical-Scavenging Activities, and Protective Effects against AAPH-Induced Oxidative Damage in DNA and Erythrocytes of Piperine Derivatives
Journal of Chemistry
author_facet Bei Qin
Kuan Yang
Ruijun Cao
author_sort Bei Qin
title Synthesis, Radical-Scavenging Activities, and Protective Effects against AAPH-Induced Oxidative Damage in DNA and Erythrocytes of Piperine Derivatives
title_short Synthesis, Radical-Scavenging Activities, and Protective Effects against AAPH-Induced Oxidative Damage in DNA and Erythrocytes of Piperine Derivatives
title_full Synthesis, Radical-Scavenging Activities, and Protective Effects against AAPH-Induced Oxidative Damage in DNA and Erythrocytes of Piperine Derivatives
title_fullStr Synthesis, Radical-Scavenging Activities, and Protective Effects against AAPH-Induced Oxidative Damage in DNA and Erythrocytes of Piperine Derivatives
title_full_unstemmed Synthesis, Radical-Scavenging Activities, and Protective Effects against AAPH-Induced Oxidative Damage in DNA and Erythrocytes of Piperine Derivatives
title_sort synthesis, radical-scavenging activities, and protective effects against aaph-induced oxidative damage in dna and erythrocytes of piperine derivatives
publisher Hindawi Limited
series Journal of Chemistry
issn 2090-9063
2090-9071
publishDate 2020-01-01
description Piperine amino acid derivatives containing phenolic hydroxyl groups were synthesized using piperine as the raw material by amide hydrolysis, amidation, ester hydrolysis, and deacetalization. The obtained products were characterized by mass spectrometry and nuclear magnetic resonance. The antioxidant activity of the piperine derivatives was evaluated by the DPPH and ABTS scavenging rates and the total antioxidant capacity. The results showed that the piperine amino acid (4a–4d) had relatively weak radical-scavenging ability, while the piperine amino acid derivatives (5a–5d) containing phenolic hydroxyl groups had significant radical-scavenging effects. In addition, the total reducing ability of 5a–5d was better than that of piperine. The study also found that piperine derivatives containing phenolic hydroxyl groups played an important role in inhibiting oxidative damage in DNA and erythrocytes.
url http://dx.doi.org/10.1155/2020/9026286
work_keys_str_mv AT beiqin synthesisradicalscavengingactivitiesandprotectiveeffectsagainstaaphinducedoxidativedamageindnaanderythrocytesofpiperinederivatives
AT kuanyang synthesisradicalscavengingactivitiesandprotectiveeffectsagainstaaphinducedoxidativedamageindnaanderythrocytesofpiperinederivatives
AT ruijuncao synthesisradicalscavengingactivitiesandprotectiveeffectsagainstaaphinducedoxidativedamageindnaanderythrocytesofpiperinederivatives
_version_ 1715548918116253696