Isolation and characterization of flavanols from Anthocephalus cadamba and evaluation of their antioxidant, antigenotoxic, cytotoxic and COX-2 inhibitory activities

Detalhes bibliográficos
Autor(a) principal: Chandel,Madhu
Data de Publicação: 2016
Outros Autores: Kumar,Manish, Sharma,Upendra, Kumar,Neeraj, Singh,Bikram, Kaur,Satwinderjeet
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Revista Brasileira de Farmacognosia (Online)
Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0102-695X2016000400474
Resumo: ABSTRACT In search of lead molecules for use in disease prevention and as food additive from natural sources, two flavanols were isolated from leaves of Anthocephalus cadamba (Roxb.) Miq., Rubiaceae. Their structures were established as 6-hydroxycoumarin-(4"→8)-(-)-epicatechin and 6-hydroxycoumarin-(4"→8)-(-)-epicatechin-(4→6‴)-(-)-epicatechin on the basis of spectroscopic data. Both the compounds exhibited potent antioxidant and antigenotoxic activity. 6-Hydroxycoumarin-(4"→8)-(-)-epicatechin scavenged DPPH, ABTS+.and superoxide anion radicals with IC50 values of 6.09 µg/ml, 5.95 µg/ml and 42.70 µg/ml respectively whereas the IC50 values for 6-hydroxycoumarin-(4"→8)-(-)-epicatechin-(4→6‴)-(-)-epicatechin were 6.62 µg/ml for DPPH free radicals, 6.93 µg/ml for ABTS radical cations and 49.08 µg/ml for superoxide anion radicals. Both the compounds also exhibited potent reducing potential in reducing power assay and protected the plasmid DNA (pBR322) against the attack of hydroxyl radicals generated by Fenton's reagent in DNA protection assay. In SOS chromotest, 6-hydroxycoumarin-(4"→8)-(-)-epicatechin decreased the induction factor induced by 4NQO (20 µg/ml) and aflatoxin B1 (20 µg/ml) by 31.78% and 65.04% respectively at a concentration of 1000 µg/ml. On the other hand, 6-hydroxycoumarin-(4"→8)-(-)-epicatechin-(4→6‴)-(-)-epicatechin decreased the genotoxicity of these mutagens by 37.11% and 47.05% respectively. It also showed cytotoxicity in COLO-205 cancer cell line with GI50 of 435.71 µg/ml. Both the compounds showed moderate cyclooxygenase-2 inhibitory activity.
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spelling Isolation and characterization of flavanols from Anthocephalus cadamba and evaluation of their antioxidant, antigenotoxic, cytotoxic and COX-2 inhibitory activitiesAnthocephalus cadambaAntioxidantAntigenotoxicCytotoxicCyclooxygenase-2 inhibitory activityABSTRACT In search of lead molecules for use in disease prevention and as food additive from natural sources, two flavanols were isolated from leaves of Anthocephalus cadamba (Roxb.) Miq., Rubiaceae. Their structures were established as 6-hydroxycoumarin-(4"→8)-(-)-epicatechin and 6-hydroxycoumarin-(4"→8)-(-)-epicatechin-(4→6‴)-(-)-epicatechin on the basis of spectroscopic data. Both the compounds exhibited potent antioxidant and antigenotoxic activity. 6-Hydroxycoumarin-(4"→8)-(-)-epicatechin scavenged DPPH, ABTS+.and superoxide anion radicals with IC50 values of 6.09 µg/ml, 5.95 µg/ml and 42.70 µg/ml respectively whereas the IC50 values for 6-hydroxycoumarin-(4"→8)-(-)-epicatechin-(4→6‴)-(-)-epicatechin were 6.62 µg/ml for DPPH free radicals, 6.93 µg/ml for ABTS radical cations and 49.08 µg/ml for superoxide anion radicals. Both the compounds also exhibited potent reducing potential in reducing power assay and protected the plasmid DNA (pBR322) against the attack of hydroxyl radicals generated by Fenton's reagent in DNA protection assay. In SOS chromotest, 6-hydroxycoumarin-(4"→8)-(-)-epicatechin decreased the induction factor induced by 4NQO (20 µg/ml) and aflatoxin B1 (20 µg/ml) by 31.78% and 65.04% respectively at a concentration of 1000 µg/ml. On the other hand, 6-hydroxycoumarin-(4"→8)-(-)-epicatechin-(4→6‴)-(-)-epicatechin decreased the genotoxicity of these mutagens by 37.11% and 47.05% respectively. It also showed cytotoxicity in COLO-205 cancer cell line with GI50 of 435.71 µg/ml. Both the compounds showed moderate cyclooxygenase-2 inhibitory activity.Sociedade Brasileira de Farmacognosia2016-08-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0102-695X2016000400474Revista Brasileira de Farmacognosia v.26 n.4 2016reponame:Revista Brasileira de Farmacognosia (Online)instname:Sociedade Brasileira de Farmacognosia (SBFgnosia)instacron:SBFGNOSIA10.1016/j.bjp.2016.02.007info:eu-repo/semantics/openAccessChandel,MadhuKumar,ManishSharma,UpendraKumar,NeerajSingh,BikramKaur,Satwinderjeeteng2017-04-19T00:00:00Zoai:scielo:S0102-695X2016000400474Revistahttp://www.sbfgnosia.org.br/revista/https://old.scielo.br/oai/scielo-oai.phprbgnosia@ltf.ufpb.br1981-528X0102-695Xopendoar:2017-04-19T00:00Revista Brasileira de Farmacognosia (Online) - Sociedade Brasileira de Farmacognosia (SBFgnosia)false
dc.title.none.fl_str_mv Isolation and characterization of flavanols from Anthocephalus cadamba and evaluation of their antioxidant, antigenotoxic, cytotoxic and COX-2 inhibitory activities
title Isolation and characterization of flavanols from Anthocephalus cadamba and evaluation of their antioxidant, antigenotoxic, cytotoxic and COX-2 inhibitory activities
spellingShingle Isolation and characterization of flavanols from Anthocephalus cadamba and evaluation of their antioxidant, antigenotoxic, cytotoxic and COX-2 inhibitory activities
Chandel,Madhu
Anthocephalus cadamba
Antioxidant
Antigenotoxic
Cytotoxic
Cyclooxygenase-2 inhibitory activity
title_short Isolation and characterization of flavanols from Anthocephalus cadamba and evaluation of their antioxidant, antigenotoxic, cytotoxic and COX-2 inhibitory activities
title_full Isolation and characterization of flavanols from Anthocephalus cadamba and evaluation of their antioxidant, antigenotoxic, cytotoxic and COX-2 inhibitory activities
title_fullStr Isolation and characterization of flavanols from Anthocephalus cadamba and evaluation of their antioxidant, antigenotoxic, cytotoxic and COX-2 inhibitory activities
title_full_unstemmed Isolation and characterization of flavanols from Anthocephalus cadamba and evaluation of their antioxidant, antigenotoxic, cytotoxic and COX-2 inhibitory activities
title_sort Isolation and characterization of flavanols from Anthocephalus cadamba and evaluation of their antioxidant, antigenotoxic, cytotoxic and COX-2 inhibitory activities
author Chandel,Madhu
author_facet Chandel,Madhu
Kumar,Manish
Sharma,Upendra
Kumar,Neeraj
Singh,Bikram
Kaur,Satwinderjeet
author_role author
author2 Kumar,Manish
Sharma,Upendra
Kumar,Neeraj
Singh,Bikram
Kaur,Satwinderjeet
author2_role author
author
author
author
author
dc.contributor.author.fl_str_mv Chandel,Madhu
Kumar,Manish
Sharma,Upendra
Kumar,Neeraj
Singh,Bikram
Kaur,Satwinderjeet
dc.subject.por.fl_str_mv Anthocephalus cadamba
Antioxidant
Antigenotoxic
Cytotoxic
Cyclooxygenase-2 inhibitory activity
topic Anthocephalus cadamba
Antioxidant
Antigenotoxic
Cytotoxic
Cyclooxygenase-2 inhibitory activity
description ABSTRACT In search of lead molecules for use in disease prevention and as food additive from natural sources, two flavanols were isolated from leaves of Anthocephalus cadamba (Roxb.) Miq., Rubiaceae. Their structures were established as 6-hydroxycoumarin-(4"→8)-(-)-epicatechin and 6-hydroxycoumarin-(4"→8)-(-)-epicatechin-(4→6‴)-(-)-epicatechin on the basis of spectroscopic data. Both the compounds exhibited potent antioxidant and antigenotoxic activity. 6-Hydroxycoumarin-(4"→8)-(-)-epicatechin scavenged DPPH, ABTS+.and superoxide anion radicals with IC50 values of 6.09 µg/ml, 5.95 µg/ml and 42.70 µg/ml respectively whereas the IC50 values for 6-hydroxycoumarin-(4"→8)-(-)-epicatechin-(4→6‴)-(-)-epicatechin were 6.62 µg/ml for DPPH free radicals, 6.93 µg/ml for ABTS radical cations and 49.08 µg/ml for superoxide anion radicals. Both the compounds also exhibited potent reducing potential in reducing power assay and protected the plasmid DNA (pBR322) against the attack of hydroxyl radicals generated by Fenton's reagent in DNA protection assay. In SOS chromotest, 6-hydroxycoumarin-(4"→8)-(-)-epicatechin decreased the induction factor induced by 4NQO (20 µg/ml) and aflatoxin B1 (20 µg/ml) by 31.78% and 65.04% respectively at a concentration of 1000 µg/ml. On the other hand, 6-hydroxycoumarin-(4"→8)-(-)-epicatechin-(4→6‴)-(-)-epicatechin decreased the genotoxicity of these mutagens by 37.11% and 47.05% respectively. It also showed cytotoxicity in COLO-205 cancer cell line with GI50 of 435.71 µg/ml. Both the compounds showed moderate cyclooxygenase-2 inhibitory activity.
publishDate 2016
dc.date.none.fl_str_mv 2016-08-01
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
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dc.identifier.uri.fl_str_mv http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0102-695X2016000400474
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0102-695X2016000400474
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.1016/j.bjp.2016.02.007
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
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dc.format.none.fl_str_mv text/html
dc.publisher.none.fl_str_mv Sociedade Brasileira de Farmacognosia
publisher.none.fl_str_mv Sociedade Brasileira de Farmacognosia
dc.source.none.fl_str_mv Revista Brasileira de Farmacognosia v.26 n.4 2016
reponame:Revista Brasileira de Farmacognosia (Online)
instname:Sociedade Brasileira de Farmacognosia (SBFgnosia)
instacron:SBFGNOSIA
instname_str Sociedade Brasileira de Farmacognosia (SBFgnosia)
instacron_str SBFGNOSIA
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reponame_str Revista Brasileira de Farmacognosia (Online)
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repository.name.fl_str_mv Revista Brasileira de Farmacognosia (Online) - Sociedade Brasileira de Farmacognosia (SBFgnosia)
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