Cannabis-like activity of Zornia latifolia Sm. detected in vitro on rat cortical neurons: major role of the flavone syzalterin
Autor(a) principal: | |
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Data de Publicação: | 2020 |
Outros Autores: | , , , , , , , |
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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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 |
|
_version_ |
1808128901680988160 |