Cannabis-like activity of Zornia latifolia Sm. detected in vitro on rat cortical neurons: major role of the flavone syzalterin

Detalhes bibliográficos
Autor(a) principal: Alloisio, Susanna
Data de Publicação: 2020
Outros Autores: Clericuzio, Marco, Nobile, Mario, Salis, Annalisa, Damonte, Gianluca, Canali, Claudia, Fortuna-Perez, Ana Paula [UNESP], Cornara, Laura, Burlando, Bruno
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://dx.doi.org/10.1080/01480545.2020.1788057
http://hdl.handle.net/11449/199084
Resumo: Zornia latifolia is a plant suspected to possess psychoactive properties and marketed as a marijuana substitute under the name ‘maconha brava’. In this study, the effects of fractions obtained from a 2-propanol extract of aerial portions of the plant were determined by multielectrode array (MEA) analyses on cultured networks of rat cortical neurons. Lipophilic (ZL_lipo, mainly containing flavonoid aglycones), and hydrophilic (ZL_hydro, mainly containing flavonoid glycosides) fractions were initially obtained from the raw extract. ZL_lipo significantly inhibited mean firing rate (MFR) and mean bursting rate (MBR) of MEA recordings, while ZL_hydro induced no inhibition. Column chromatography separation of ZL_lipo yielded five fractions (ZL1-ZL5), among which ZL1 induced the strongest MFR and MBR inhibition. NMR and HPLC-MS analyses of ZL1 revealed the prevalence of the common flavonoids genistein (1) and apigenin (2) (in about a 1:1 ratio), and the presence of the rare flavone syzalterin (6,8-dimethylapigenin) (3) as a minor compound. Exposures of MEA to apigenin and genistein standards did not induce the MFR and MBR inhibition observed with ZL1, whereas exposure to syzalterin standard or to a 1:9 mixture syzalterin-genistein induced effects similar to ZL1. These inhibitory effects were comparable to that observed with high-THC hashish, possibly accounting for the plant psychoactive properties. Data indicate that Z. latifolia, currently marketed as a free herbal product, should be subjected to measures of control. In addition, syzalterin showed distinctive pharmacological properties, opening the way to its possible exploitation as a neuroactive drug.
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spelling Cannabis-like activity of Zornia latifolia Sm. detected in vitro on rat cortical neurons: major role of the flavone syzalterinFlavonoidshashishmultielectrode arraypsychoactive metabolitessmart drugsZornia latifolia is a plant suspected to possess psychoactive properties and marketed as a marijuana substitute under the name ‘maconha brava’. In this study, the effects of fractions obtained from a 2-propanol extract of aerial portions of the plant were determined by multielectrode array (MEA) analyses on cultured networks of rat cortical neurons. Lipophilic (ZL_lipo, mainly containing flavonoid aglycones), and hydrophilic (ZL_hydro, mainly containing flavonoid glycosides) fractions were initially obtained from the raw extract. ZL_lipo significantly inhibited mean firing rate (MFR) and mean bursting rate (MBR) of MEA recordings, while ZL_hydro induced no inhibition. Column chromatography separation of ZL_lipo yielded five fractions (ZL1-ZL5), among which ZL1 induced the strongest MFR and MBR inhibition. NMR and HPLC-MS analyses of ZL1 revealed the prevalence of the common flavonoids genistein (1) and apigenin (2) (in about a 1:1 ratio), and the presence of the rare flavone syzalterin (6,8-dimethylapigenin) (3) as a minor compound. Exposures of MEA to apigenin and genistein standards did not induce the MFR and MBR inhibition observed with ZL1, whereas exposure to syzalterin standard or to a 1:9 mixture syzalterin-genistein induced effects similar to ZL1. These inhibitory effects were comparable to that observed with high-THC hashish, possibly accounting for the plant psychoactive properties. Data indicate that Z. latifolia, currently marketed as a free herbal product, should be subjected to measures of control. In addition, syzalterin showed distinctive pharmacological properties, opening the way to its possible exploitation as a neuroactive drug.ETT SpaNational Research Council (CNR) Institute of BiophysicsDepartment of Sciences and Technological Innovation (DISIT) University of Eastern PiedmontCenter of Excellence for Biomedical Research (CEBR) University of GenovaDepartment of Experimental Medicine (DIMES) Section of Biochemistry University of GenovaForensic Science Police Service Italian National PoliceDepartment of Botany São Paulo State University (UNESP)Department of Earth Environment and Life Sciences (DISTAV) University of GenovaDepartment of Pharmacy (DIFAR) University of GenovaDepartment of Botany São Paulo State University (UNESP)ETT SpaInstitute of BiophysicsUniversity of Eastern PiedmontUniversity of GenovaItalian National PoliceUniversidade Estadual Paulista (Unesp)Alloisio, SusannaClericuzio, MarcoNobile, MarioSalis, AnnalisaDamonte, GianlucaCanali, ClaudiaFortuna-Perez, Ana Paula [UNESP]Cornara, LauraBurlando, Bruno2020-12-12T01:30:22Z2020-12-12T01:30:22Z2020-01-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlehttp://dx.doi.org/10.1080/01480545.2020.1788057Drug and Chemical Toxicology.1525-60140148-0545http://hdl.handle.net/11449/19908410.1080/01480545.2020.17880572-s2.0-85087653699Scopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengDrug and Chemical Toxicologyinfo:eu-repo/semantics/openAccess2021-10-23T03:03:17Zoai:repositorio.unesp.br:11449/199084Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T18:08:37.143148Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv Cannabis-like activity of Zornia latifolia Sm. detected in vitro on rat cortical neurons: major role of the flavone syzalterin
title Cannabis-like activity of Zornia latifolia Sm. detected in vitro on rat cortical neurons: major role of the flavone syzalterin
spellingShingle Cannabis-like activity of Zornia latifolia Sm. detected in vitro on rat cortical neurons: major role of the flavone syzalterin
Alloisio, Susanna
Flavonoids
hashish
multielectrode array
psychoactive metabolites
smart drugs
title_short Cannabis-like activity of Zornia latifolia Sm. detected in vitro on rat cortical neurons: major role of the flavone syzalterin
title_full Cannabis-like activity of Zornia latifolia Sm. detected in vitro on rat cortical neurons: major role of the flavone syzalterin
title_fullStr Cannabis-like activity of Zornia latifolia Sm. detected in vitro on rat cortical neurons: major role of the flavone syzalterin
title_full_unstemmed Cannabis-like activity of Zornia latifolia Sm. detected in vitro on rat cortical neurons: major role of the flavone syzalterin
title_sort Cannabis-like activity of Zornia latifolia Sm. detected in vitro on rat cortical neurons: major role of the flavone syzalterin
author Alloisio, Susanna
author_facet Alloisio, Susanna
Clericuzio, Marco
Nobile, Mario
Salis, Annalisa
Damonte, Gianluca
Canali, Claudia
Fortuna-Perez, Ana Paula [UNESP]
Cornara, Laura
Burlando, Bruno
author_role author
author2 Clericuzio, Marco
Nobile, Mario
Salis, Annalisa
Damonte, Gianluca
Canali, Claudia
Fortuna-Perez, Ana Paula [UNESP]
Cornara, Laura
Burlando, Bruno
author2_role author
author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv ETT Spa
Institute of Biophysics
University of Eastern Piedmont
University of Genova
Italian National Police
Universidade Estadual Paulista (Unesp)
dc.contributor.author.fl_str_mv Alloisio, Susanna
Clericuzio, Marco
Nobile, Mario
Salis, Annalisa
Damonte, Gianluca
Canali, Claudia
Fortuna-Perez, Ana Paula [UNESP]
Cornara, Laura
Burlando, Bruno
dc.subject.por.fl_str_mv Flavonoids
hashish
multielectrode array
psychoactive metabolites
smart drugs
topic Flavonoids
hashish
multielectrode array
psychoactive metabolites
smart drugs
description Zornia latifolia is a plant suspected to possess psychoactive properties and marketed as a marijuana substitute under the name ‘maconha brava’. In this study, the effects of fractions obtained from a 2-propanol extract of aerial portions of the plant were determined by multielectrode array (MEA) analyses on cultured networks of rat cortical neurons. Lipophilic (ZL_lipo, mainly containing flavonoid aglycones), and hydrophilic (ZL_hydro, mainly containing flavonoid glycosides) fractions were initially obtained from the raw extract. ZL_lipo significantly inhibited mean firing rate (MFR) and mean bursting rate (MBR) of MEA recordings, while ZL_hydro induced no inhibition. Column chromatography separation of ZL_lipo yielded five fractions (ZL1-ZL5), among which ZL1 induced the strongest MFR and MBR inhibition. NMR and HPLC-MS analyses of ZL1 revealed the prevalence of the common flavonoids genistein (1) and apigenin (2) (in about a 1:1 ratio), and the presence of the rare flavone syzalterin (6,8-dimethylapigenin) (3) as a minor compound. Exposures of MEA to apigenin and genistein standards did not induce the MFR and MBR inhibition observed with ZL1, whereas exposure to syzalterin standard or to a 1:9 mixture syzalterin-genistein induced effects similar to ZL1. These inhibitory effects were comparable to that observed with high-THC hashish, possibly accounting for the plant psychoactive properties. Data indicate that Z. latifolia, currently marketed as a free herbal product, should be subjected to measures of control. In addition, syzalterin showed distinctive pharmacological properties, opening the way to its possible exploitation as a neuroactive drug.
publishDate 2020
dc.date.none.fl_str_mv 2020-12-12T01:30:22Z
2020-12-12T01:30:22Z
2020-01-01
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://dx.doi.org/10.1080/01480545.2020.1788057
Drug and Chemical Toxicology.
1525-6014
0148-0545
http://hdl.handle.net/11449/199084
10.1080/01480545.2020.1788057
2-s2.0-85087653699
url http://dx.doi.org/10.1080/01480545.2020.1788057
http://hdl.handle.net/11449/199084
identifier_str_mv Drug and Chemical Toxicology.
1525-6014
0148-0545
10.1080/01480545.2020.1788057
2-s2.0-85087653699
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Drug and Chemical Toxicology
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.source.none.fl_str_mv Scopus
reponame:Repositório Institucional da UNESP
instname:Universidade Estadual Paulista (UNESP)
instacron:UNESP
instname_str Universidade Estadual Paulista (UNESP)
instacron_str UNESP
institution UNESP
reponame_str Repositório Institucional da UNESP
collection Repositório Institucional da UNESP
repository.name.fl_str_mv Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)
repository.mail.fl_str_mv
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