Inhibitory effects of caffeic acid ester analogues on free radicals and human liver microsome CYP1A2 activities

Ethyl caffeate (EC), octyl caffeate(OC), benzyl caffeate(BC) and phenethyl caffeate(PC) were synthesized and evaluated for scavenging of superoxide anion, nitric oxide radical and 1,1-diphenyl-1-picrylhydrazyl radical(DPPH). Antioxidant activity was investigated with reducing power method. Pooled hu...

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Main Authors: Jaikang C., Chaiyasut C., Narongchai P., Niwatananun K., Narongchai S., Kusirisin W.
Format: Article
Language:English
Published: 2014
Online Access:http://www.scopus.com/inward/record.url?eid=2-s2.0-79952345436&partnerID=40&md5=4dd7987e940d3d07895b799e7df65e73
http://www.ncbi.nlm.nih.gov/pubmed/21222608
http://cmuir.cmu.ac.th/handle/6653943832/4526
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Institution: Chiang Mai University
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spelling th-cmuir.6653943832-45262014-08-30T02:42:33Z Inhibitory effects of caffeic acid ester analogues on free radicals and human liver microsome CYP1A2 activities Jaikang C. Chaiyasut C. Narongchai P. Niwatananun K. Narongchai S. Kusirisin W. Ethyl caffeate (EC), octyl caffeate(OC), benzyl caffeate(BC) and phenethyl caffeate(PC) were synthesized and evaluated for scavenging of superoxide anion, nitric oxide radical and 1,1-diphenyl-1-picrylhydrazyl radical(DPPH). Antioxidant activity was investigated with reducing power method. Pooled human liver microsome was used for investigating the effects on cytochrome P450 1A2 (CYP1A2) catalytic activities by using phenacetin as a substrate. Dixon and Cornish-Bowden plots were used for enzyme kinetic analysis. The EC, OC, BC and PC potentially inhibited superoxide anion, nitric oxide and DPPH radicals. IC50 values of superoxide anion scavenging of EC, OC, BC and PC were 16.42, 79.83, 123.69 and 123.69 μg/ml, respectively. EC was more potent than OC and BC in terms of nitric oxide radical scavenger: IC50 values of EC, OC and BC were 24.16, 37.34 and 52.64 μg/ml, respectively. In addition, the IC50 values of EC, OC, BC and PC on DPPH radical scavenging were 70.00, 184.56, 285.34 and 866.54 μg/ml, respectively. The IC50 values of EC, OC, BC and PC on phenacetin O-deethylation were 124.98, 111.86, 156.68 and 31.05 μg/ml, respectively. Enzyme kinetics showed that the type of inhibition mechanism was mixed-type. The result of this study shows that caffeic acid ester analogues potentially scavenge free radicals and inhibit catalytic activity of CYP1A2. This may lead to important implications in the prevention of CYP1A2-mediated chemical carcinogenesis. © 2011 Bentham Science Publishers Ltd. 2014-08-30T02:42:33Z 2014-08-30T02:42:33Z 2011 Article 15734064 21222608 http://www.scopus.com/inward/record.url?eid=2-s2.0-79952345436&partnerID=40&md5=4dd7987e940d3d07895b799e7df65e73 http://www.ncbi.nlm.nih.gov/pubmed/21222608 http://cmuir.cmu.ac.th/handle/6653943832/4526 English
institution Chiang Mai University
building Chiang Mai University Library
country Thailand
collection CMU Intellectual Repository
language English
description Ethyl caffeate (EC), octyl caffeate(OC), benzyl caffeate(BC) and phenethyl caffeate(PC) were synthesized and evaluated for scavenging of superoxide anion, nitric oxide radical and 1,1-diphenyl-1-picrylhydrazyl radical(DPPH). Antioxidant activity was investigated with reducing power method. Pooled human liver microsome was used for investigating the effects on cytochrome P450 1A2 (CYP1A2) catalytic activities by using phenacetin as a substrate. Dixon and Cornish-Bowden plots were used for enzyme kinetic analysis. The EC, OC, BC and PC potentially inhibited superoxide anion, nitric oxide and DPPH radicals. IC50 values of superoxide anion scavenging of EC, OC, BC and PC were 16.42, 79.83, 123.69 and 123.69 μg/ml, respectively. EC was more potent than OC and BC in terms of nitric oxide radical scavenger: IC50 values of EC, OC and BC were 24.16, 37.34 and 52.64 μg/ml, respectively. In addition, the IC50 values of EC, OC, BC and PC on DPPH radical scavenging were 70.00, 184.56, 285.34 and 866.54 μg/ml, respectively. The IC50 values of EC, OC, BC and PC on phenacetin O-deethylation were 124.98, 111.86, 156.68 and 31.05 μg/ml, respectively. Enzyme kinetics showed that the type of inhibition mechanism was mixed-type. The result of this study shows that caffeic acid ester analogues potentially scavenge free radicals and inhibit catalytic activity of CYP1A2. This may lead to important implications in the prevention of CYP1A2-mediated chemical carcinogenesis. © 2011 Bentham Science Publishers Ltd.
format Article
author Jaikang C.
Chaiyasut C.
Narongchai P.
Niwatananun K.
Narongchai S.
Kusirisin W.
spellingShingle Jaikang C.
Chaiyasut C.
Narongchai P.
Niwatananun K.
Narongchai S.
Kusirisin W.
Inhibitory effects of caffeic acid ester analogues on free radicals and human liver microsome CYP1A2 activities
author_facet Jaikang C.
Chaiyasut C.
Narongchai P.
Niwatananun K.
Narongchai S.
Kusirisin W.
author_sort Jaikang C.
title Inhibitory effects of caffeic acid ester analogues on free radicals and human liver microsome CYP1A2 activities
title_short Inhibitory effects of caffeic acid ester analogues on free radicals and human liver microsome CYP1A2 activities
title_full Inhibitory effects of caffeic acid ester analogues on free radicals and human liver microsome CYP1A2 activities
title_fullStr Inhibitory effects of caffeic acid ester analogues on free radicals and human liver microsome CYP1A2 activities
title_full_unstemmed Inhibitory effects of caffeic acid ester analogues on free radicals and human liver microsome CYP1A2 activities
title_sort inhibitory effects of caffeic acid ester analogues on free radicals and human liver microsome cyp1a2 activities
publishDate 2014
url http://www.scopus.com/inward/record.url?eid=2-s2.0-79952345436&partnerID=40&md5=4dd7987e940d3d07895b799e7df65e73
http://www.ncbi.nlm.nih.gov/pubmed/21222608
http://cmuir.cmu.ac.th/handle/6653943832/4526
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