Interactions of Desmethoxyyangonin, a Secondary Metabolite from Renealmia alpinia, with Human Monoamine Oxidase-A and Oxidase-B

ABSTRACT: Renealmia alpinia (Zingiberaceae), a medicinal plant of tropical rainforests, is used to treat snakebites and other injuries and also as a febrifuge, analgesic, antiemetic, antiulcer, and anticonvulsant. The dichloromethane extract of R. alpinia leaves showed potent inhibition of human mon...

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Autores:
Benjumea Gutiérrez, Dora María
Gómez Betancur, Isabel Cristina
León, Francisco
Tekwani, Babu L.
Walker, Larry A.
Chaurasiya, Narayan D.
Cutler, Stephen J.
Ding, Yuanquing
Tipo de recurso:
Article of investigation
Fecha de publicación:
2017
Institución:
Universidad de Antioquia
Repositorio:
Repositorio UdeA
Idioma:
eng
OAI Identifier:
oai:bibliotecadigital.udea.edu.co:10495/20247
Acceso en línea:
http://hdl.handle.net/10495/20247
Palabra clave:
Monoaminooxidasa
Monoamine Oxidase
Zingiberaceae
Extractos de hoja
Leaf extracts
Renealmia alpinia
http://aims.fao.org/aos/agrovoc/c_8522
http://aims.fao.org/aos/agrovoc/c_35308
Rights
openAccess
License
https://creativecommons.org/licenses/by/4.0/
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repository_id_str
dc.title.spa.fl_str_mv Interactions of Desmethoxyyangonin, a Secondary Metabolite from Renealmia alpinia, with Human Monoamine Oxidase-A and Oxidase-B
title Interactions of Desmethoxyyangonin, a Secondary Metabolite from Renealmia alpinia, with Human Monoamine Oxidase-A and Oxidase-B
spellingShingle Interactions of Desmethoxyyangonin, a Secondary Metabolite from Renealmia alpinia, with Human Monoamine Oxidase-A and Oxidase-B
Monoaminooxidasa
Monoamine Oxidase
Zingiberaceae
Extractos de hoja
Leaf extracts
Renealmia alpinia
http://aims.fao.org/aos/agrovoc/c_8522
http://aims.fao.org/aos/agrovoc/c_35308
title_short Interactions of Desmethoxyyangonin, a Secondary Metabolite from Renealmia alpinia, with Human Monoamine Oxidase-A and Oxidase-B
title_full Interactions of Desmethoxyyangonin, a Secondary Metabolite from Renealmia alpinia, with Human Monoamine Oxidase-A and Oxidase-B
title_fullStr Interactions of Desmethoxyyangonin, a Secondary Metabolite from Renealmia alpinia, with Human Monoamine Oxidase-A and Oxidase-B
title_full_unstemmed Interactions of Desmethoxyyangonin, a Secondary Metabolite from Renealmia alpinia, with Human Monoamine Oxidase-A and Oxidase-B
title_sort Interactions of Desmethoxyyangonin, a Secondary Metabolite from Renealmia alpinia, with Human Monoamine Oxidase-A and Oxidase-B
dc.creator.fl_str_mv Benjumea Gutiérrez, Dora María
Gómez Betancur, Isabel Cristina
León, Francisco
Tekwani, Babu L.
Walker, Larry A.
Chaurasiya, Narayan D.
Cutler, Stephen J.
Ding, Yuanquing
dc.contributor.author.none.fl_str_mv Benjumea Gutiérrez, Dora María
Gómez Betancur, Isabel Cristina
León, Francisco
Tekwani, Babu L.
Walker, Larry A.
Chaurasiya, Narayan D.
Cutler, Stephen J.
Ding, Yuanquing
dc.contributor.researchgroup.spa.fl_str_mv Toxinología Alternativas Terapéuticas y Alimentarias
dc.subject.decs.none.fl_str_mv Monoaminooxidasa
Monoamine Oxidase
topic Monoaminooxidasa
Monoamine Oxidase
Zingiberaceae
Extractos de hoja
Leaf extracts
Renealmia alpinia
http://aims.fao.org/aos/agrovoc/c_8522
http://aims.fao.org/aos/agrovoc/c_35308
dc.subject.agrovoc.none.fl_str_mv Zingiberaceae
Extractos de hoja
Leaf extracts
dc.subject.proposal.spa.fl_str_mv Renealmia alpinia
dc.subject.agrovocuri.none.fl_str_mv http://aims.fao.org/aos/agrovoc/c_8522
http://aims.fao.org/aos/agrovoc/c_35308
description ABSTRACT: Renealmia alpinia (Zingiberaceae), a medicinal plant of tropical rainforests, is used to treat snakebites and other injuries and also as a febrifuge, analgesic, antiemetic, antiulcer, and anticonvulsant. The dichloromethane extract of R. alpinia leaves showed potent inhibition of human monoamine oxidases- (MAOs-) A and B. Phytochemical studies yielded six known compounds, including pinostrobin 1, 4′-methyl ether sakuranetin 2, sakuranetin 3, pinostrobin chalcone 4, yashabushidiol A 5, and desmethoxyyangonin 6. Compound 6 displayed about 30-fold higher affinity for MAO-B than MAO-A, with Ki values of 31 and 922 nM, respectively. Kinetic analysis of inhibition and equilibrium-dialysis dissociation assay of the enzyme-inhibitor complex showed reversible binding of desmethoxyyangonin 6 with MAO-A and MAO-B. The binding interactions of compound 6 in the active site of the MAO-A and MAO-B isoenzymes, investigated through molecular modeling algorithms, confirmed preferential binding of desmethoxyyangonin 6 with MAO-B compared to MAO-A. Selective reversible inhibitors of MAO-B, like desmethoxyyangonin 6, may have important therapeutic significance for the treatment of neurodegenerative disorders, such as Parkinson’s disease and Alzheimer’s disease.
publishDate 2017
dc.date.issued.none.fl_str_mv 2017
dc.date.accessioned.none.fl_str_mv 2021-06-22T22:03:11Z
dc.date.available.none.fl_str_mv 2021-06-22T22:03:11Z
dc.type.spa.fl_str_mv Artículo de investigación
dc.type.coar.spa.fl_str_mv http://purl.org/coar/resource_type/c_2df8fbb1
dc.type.redcol.spa.fl_str_mv https://purl.org/redcol/resource_type/ART
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dc.identifier.issn.none.fl_str_mv 1741-427X
dc.identifier.uri.none.fl_str_mv http://hdl.handle.net/10495/20247
dc.identifier.doi.none.fl_str_mv 10.1155/2017/4018724
dc.identifier.eissn.none.fl_str_mv 1741-4288
identifier_str_mv 1741-427X
10.1155/2017/4018724
1741-4288
url http://hdl.handle.net/10495/20247
dc.language.iso.spa.fl_str_mv eng
language eng
dc.relation.ispartofjournalabbrev.spa.fl_str_mv Evid. based complement. altern. med.
dc.relation.citationendpage.spa.fl_str_mv 10
dc.relation.citationstartpage.spa.fl_str_mv 1
dc.relation.citationvolume.spa.fl_str_mv 2017
dc.relation.ispartofjournal.spa.fl_str_mv Evidence-Based Complementary and Alternative Medicine
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dc.publisher.spa.fl_str_mv Hindawi
dc.publisher.place.spa.fl_str_mv Oxford, Reino Unido
institution Universidad de Antioquia
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spelling Benjumea Gutiérrez, Dora MaríaGómez Betancur, Isabel CristinaLeón, FranciscoTekwani, Babu L.Walker, Larry A.Chaurasiya, Narayan D.Cutler, Stephen J.Ding, YuanquingToxinología Alternativas Terapéuticas y Alimentarias2021-06-22T22:03:11Z2021-06-22T22:03:11Z20171741-427Xhttp://hdl.handle.net/10495/2024710.1155/2017/40187241741-4288ABSTRACT: Renealmia alpinia (Zingiberaceae), a medicinal plant of tropical rainforests, is used to treat snakebites and other injuries and also as a febrifuge, analgesic, antiemetic, antiulcer, and anticonvulsant. The dichloromethane extract of R. alpinia leaves showed potent inhibition of human monoamine oxidases- (MAOs-) A and B. Phytochemical studies yielded six known compounds, including pinostrobin 1, 4′-methyl ether sakuranetin 2, sakuranetin 3, pinostrobin chalcone 4, yashabushidiol A 5, and desmethoxyyangonin 6. Compound 6 displayed about 30-fold higher affinity for MAO-B than MAO-A, with Ki values of 31 and 922 nM, respectively. Kinetic analysis of inhibition and equilibrium-dialysis dissociation assay of the enzyme-inhibitor complex showed reversible binding of desmethoxyyangonin 6 with MAO-A and MAO-B. The binding interactions of compound 6 in the active site of the MAO-A and MAO-B isoenzymes, investigated through molecular modeling algorithms, confirmed preferential binding of desmethoxyyangonin 6 with MAO-B compared to MAO-A. Selective reversible inhibitors of MAO-B, like desmethoxyyangonin 6, may have important therapeutic significance for the treatment of neurodegenerative disorders, such as Parkinson’s disease and Alzheimer’s disease.COL001447610application/pdfengHindawiOxford, Reino Unidohttps://creativecommons.org/licenses/by/4.0/http://creativecommons.org/licenses/by/2.5/co/info:eu-repo/semantics/openAccesshttp://purl.org/coar/access_right/c_abf2Interactions of Desmethoxyyangonin, a Secondary Metabolite from Renealmia alpinia, with Human Monoamine Oxidase-A and Oxidase-BArtículo de investigaciónhttp://purl.org/coar/resource_type/c_2df8fbb1https://purl.org/redcol/resource_type/ARThttp://purl.org/coar/version/c_970fb48d4fbd8a85info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionMonoaminooxidasaMonoamine OxidaseZingiberaceaeExtractos de hojaLeaf extractsRenealmia alpiniahttp://aims.fao.org/aos/agrovoc/c_8522http://aims.fao.org/aos/agrovoc/c_35308Evid. based complement. altern. med.1012017Evidence-Based Complementary and Alternative MedicinePublicationORIGINALBenjumeaDora_2017_InteractionsDesmethoxyyangoninMetabolite.pdfBenjumeaDora_2017_InteractionsDesmethoxyyangoninMetabolite.pdfArtículo de investigaciónapplication/pdf3324081https://bibliotecadigital.udea.edu.co/bitstreams/783f385d-1c1b-454c-959d-7e9575f55e71/download3ff41c5f5d408649faa1fbc4d321772fMD51trueAnonymousREADCC-LICENSElicense_rdflicense_rdfapplication/rdf+xml; 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