In Vitro and In Silico Antistaphylococcal Activity of Indole Alkaloids Isolated from Tabernaemontana cymosa Jacq (Apocynaceae)

ABSTRACT: The species of the genus Tabernaemontana have a long tradition of use in different pathologies of infectious origins; the antibacterial, antifungal, and antiviral effects related to the control of the pathologies where the species of this genus are used, have been attributed to the indole...

Full description

Autores:
Quiñones Fletcher, Wiston
Pájaro González, Yina
Cabrera Barraza, Julián
Martelo Ramírez, Geraldine
Oliveros Díaz, Andrés F.
Urrego Álvarez, Juan
Díaz Castillo, Fredy C.
Tipo de recurso:
Article of investigation
Fecha de publicación:
2022
Institución:
Universidad de Antioquia
Repositorio:
Repositorio UdeA
Idioma:
eng
OAI Identifier:
oai:bibliotecadigital.udea.edu.co:10495/35176
Acceso en línea:
https://hdl.handle.net/10495/35176
https://www.mdpi.com/journal/scipharm
Palabra clave:
Alcaloides Indólicos
Indole Alkaloids
Tabernaemontana
Tabernaemontana
Infectología
Infectious Disease Medicine
Infecciones Bacterianas
Bacterial Infections
Rights
openAccess
License
https://creativecommons.org/licenses/by/4.0/
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dc.title.spa.fl_str_mv In Vitro and In Silico Antistaphylococcal Activity of Indole Alkaloids Isolated from Tabernaemontana cymosa Jacq (Apocynaceae)
title In Vitro and In Silico Antistaphylococcal Activity of Indole Alkaloids Isolated from Tabernaemontana cymosa Jacq (Apocynaceae)
spellingShingle In Vitro and In Silico Antistaphylococcal Activity of Indole Alkaloids Isolated from Tabernaemontana cymosa Jacq (Apocynaceae)
Alcaloides Indólicos
Indole Alkaloids
Tabernaemontana
Tabernaemontana
Infectología
Infectious Disease Medicine
Infecciones Bacterianas
Bacterial Infections
title_short In Vitro and In Silico Antistaphylococcal Activity of Indole Alkaloids Isolated from Tabernaemontana cymosa Jacq (Apocynaceae)
title_full In Vitro and In Silico Antistaphylococcal Activity of Indole Alkaloids Isolated from Tabernaemontana cymosa Jacq (Apocynaceae)
title_fullStr In Vitro and In Silico Antistaphylococcal Activity of Indole Alkaloids Isolated from Tabernaemontana cymosa Jacq (Apocynaceae)
title_full_unstemmed In Vitro and In Silico Antistaphylococcal Activity of Indole Alkaloids Isolated from Tabernaemontana cymosa Jacq (Apocynaceae)
title_sort In Vitro and In Silico Antistaphylococcal Activity of Indole Alkaloids Isolated from Tabernaemontana cymosa Jacq (Apocynaceae)
dc.creator.fl_str_mv Quiñones Fletcher, Wiston
Pájaro González, Yina
Cabrera Barraza, Julián
Martelo Ramírez, Geraldine
Oliveros Díaz, Andrés F.
Urrego Álvarez, Juan
Díaz Castillo, Fredy C.
dc.contributor.author.none.fl_str_mv Quiñones Fletcher, Wiston
Pájaro González, Yina
Cabrera Barraza, Julián
Martelo Ramírez, Geraldine
Oliveros Díaz, Andrés F.
Urrego Álvarez, Juan
Díaz Castillo, Fredy C.
dc.contributor.researchgroup.spa.fl_str_mv Química Orgánica de Productos Naturales
dc.subject.decs.none.fl_str_mv Alcaloides Indólicos
Indole Alkaloids
Tabernaemontana
Tabernaemontana
Infectología
Infectious Disease Medicine
Infecciones Bacterianas
Bacterial Infections
topic Alcaloides Indólicos
Indole Alkaloids
Tabernaemontana
Tabernaemontana
Infectología
Infectious Disease Medicine
Infecciones Bacterianas
Bacterial Infections
description ABSTRACT: The species of the genus Tabernaemontana have a long tradition of use in different pathologies of infectious origins; the antibacterial, antifungal, and antiviral effects related to the control of the pathologies where the species of this genus are used, have been attributed to the indole monoterpene alkaloids, mainly those of the iboga type. There are more than 1000 alkaloids isolated from different species of Tabernaemontana and other genera of the Apocynaceae family, several of which lack studies related to antibacterial activity. In the present study, four monoterpene indole alkaloids were isolated from the seeds of the species Tabernaemontana cymosa Jacq, namely voacangine (1), voacangine-7- hydroxyindolenine (2), 3-oxovoacangine (3), and rupicoline (4), which were tested in an in vitro antibacterial activity study against the bacteria S. aureus, sensitive and resistant to methicillin, and classified by the World Health Organization as critical for the investigation of new antibiotics. Of the four alkaloids tested, only voacangine was active against S. aureus, with an MIC of 50 μg/mL. In addition, an in silico study was carried out between the four isolated alkaloids and some proteins of this bacterium, finding that voacangine also showed binding to proteins involved in cell wall synthesis, mainly PBP2 and PBP2a.
publishDate 2022
dc.date.issued.none.fl_str_mv 2022
dc.date.accessioned.none.fl_str_mv 2023-05-31T14:50:31Z
dc.date.available.none.fl_str_mv 2023-05-31T14:50:31Z
dc.type.spa.fl_str_mv Artículo de investigación
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dc.identifier.citation.spa.fl_str_mv Pájaro-González, Y.; Cabrera-Barraza, J.; Martelo-Ramírez, G.; Oliveros-Díaz, A.F.; Urrego- Álvarez, J.; Quiñones-Fletcher, W.; Díaz-Castillo, F. In Vitro and In Silico Antistaphylococcal Activity of Indole Alkaloids Isolated from Tabernaemontana cymosa Jacq (Apocynaceae). Sci. Pharm. 2022, 90, 38. https://doi.org/ 10.3390/scipharm90020038
dc.identifier.issn.none.fl_str_mv 0036-8709
dc.identifier.uri.none.fl_str_mv https://hdl.handle.net/10495/35176
dc.identifier.doi.none.fl_str_mv 10.3390/scipharm90020038
dc.identifier.eissn.none.fl_str_mv 2218-0532
dc.identifier.url.spa.fl_str_mv https://www.mdpi.com/journal/scipharm
identifier_str_mv Pájaro-González, Y.; Cabrera-Barraza, J.; Martelo-Ramírez, G.; Oliveros-Díaz, A.F.; Urrego- Álvarez, J.; Quiñones-Fletcher, W.; Díaz-Castillo, F. In Vitro and In Silico Antistaphylococcal Activity of Indole Alkaloids Isolated from Tabernaemontana cymosa Jacq (Apocynaceae). Sci. Pharm. 2022, 90, 38. https://doi.org/ 10.3390/scipharm90020038
0036-8709
10.3390/scipharm90020038
2218-0532
url https://hdl.handle.net/10495/35176
https://www.mdpi.com/journal/scipharm
dc.language.iso.spa.fl_str_mv eng
language eng
dc.relation.ispartofjournalabbrev.spa.fl_str_mv Sci. Pharm.
dc.relation.citationendpage.spa.fl_str_mv 15
dc.relation.citationissue.spa.fl_str_mv 38
dc.relation.citationstartpage.spa.fl_str_mv 1
dc.relation.citationvolume.spa.fl_str_mv 90
dc.relation.ispartofjournal.spa.fl_str_mv Scientia Pharmaceutica
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dc.publisher.place.spa.fl_str_mv Basilea, Suiza
institution Universidad de Antioquia
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spelling Quiñones Fletcher, WistonPájaro González, YinaCabrera Barraza, JuliánMartelo Ramírez, GeraldineOliveros Díaz, Andrés F.Urrego Álvarez, JuanDíaz Castillo, Fredy C.Química Orgánica de Productos Naturales2023-05-31T14:50:31Z2023-05-31T14:50:31Z2022Pájaro-González, Y.; Cabrera-Barraza, J.; Martelo-Ramírez, G.; Oliveros-Díaz, A.F.; Urrego- Álvarez, J.; Quiñones-Fletcher, W.; Díaz-Castillo, F. In Vitro and In Silico Antistaphylococcal Activity of Indole Alkaloids Isolated from Tabernaemontana cymosa Jacq (Apocynaceae). Sci. Pharm. 2022, 90, 38. https://doi.org/ 10.3390/scipharm900200380036-8709https://hdl.handle.net/10495/3517610.3390/scipharm900200382218-0532https://www.mdpi.com/journal/scipharmABSTRACT: The species of the genus Tabernaemontana have a long tradition of use in different pathologies of infectious origins; the antibacterial, antifungal, and antiviral effects related to the control of the pathologies where the species of this genus are used, have been attributed to the indole monoterpene alkaloids, mainly those of the iboga type. There are more than 1000 alkaloids isolated from different species of Tabernaemontana and other genera of the Apocynaceae family, several of which lack studies related to antibacterial activity. In the present study, four monoterpene indole alkaloids were isolated from the seeds of the species Tabernaemontana cymosa Jacq, namely voacangine (1), voacangine-7- hydroxyindolenine (2), 3-oxovoacangine (3), and rupicoline (4), which were tested in an in vitro antibacterial activity study against the bacteria S. aureus, sensitive and resistant to methicillin, and classified by the World Health Organization as critical for the investigation of new antibiotics. Of the four alkaloids tested, only voacangine was active against S. aureus, with an MIC of 50 μg/mL. In addition, an in silico study was carried out between the four isolated alkaloids and some proteins of this bacterium, finding that voacangine also showed binding to proteins involved in cell wall synthesis, mainly PBP2 and PBP2a.COL001533915application/pdfengMDPIBasilea, Suizahttps://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_abf2In Vitro and In Silico Antistaphylococcal Activity of Indole Alkaloids Isolated from Tabernaemontana cymosa Jacq (Apocynaceae)Artículo 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/publishedVersionAlcaloides IndólicosIndole AlkaloidsTabernaemontanaTabernaemontanaInfectologíaInfectious Disease MedicineInfecciones BacterianasBacterial InfectionsSci. 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