Synthesis of acyl-hydrazone from usnic acid and isoniazid and its anti-Mycobacterium tuberculosis activity

Compound usnic acid (1), isolated from lichen Evernia prunastri (Cajamarca-Peru) and the synthesis and characterization of its acyl-hydrazone (2), from the condensation reaction between usnic acid and isoniazid in an ethanol solution under reflux, giving an overall yield of 95%, were evaluated. Both...

Full description

Autores:
Barrera Tomas, Melissa
Tomas Chota, Gloria Eva
Sheen Cortavarría, Patricia
Fuentes Bonilla, Patricia
Inocente Camones, Miguel Angel
Santiago Contreras, Julio Cesar
Tipo de recurso:
Article of journal
Fecha de publicación:
2017
Institución:
Universidad Nacional de Colombia
Repositorio:
Universidad Nacional de Colombia
Idioma:
spa
OAI Identifier:
oai:repositorio.unal.edu.co:unal/66260
Acceso en línea:
https://repositorio.unal.edu.co/handle/unal/66260
http://bdigital.unal.edu.co/67284/
Palabra clave:
54 Química y ciencias afines / Chemistry
Evernia prunastri
condensation reaction
TEMA
MIC.
Evernia prunastri
reacción de condensación
TEMA
MIC
Rights
openAccess
License
Atribución-NoComercial 4.0 Internacional
id UNACIONAL2_117d64f4dc9fbc1991fae547803b9b60
oai_identifier_str oai:repositorio.unal.edu.co:unal/66260
network_acronym_str UNACIONAL2
network_name_str Universidad Nacional de Colombia
repository_id_str
spelling Atribución-NoComercial 4.0 InternacionalDerechos reservados - Universidad Nacional de Colombiahttp://creativecommons.org/licenses/by-nc/4.0/info:eu-repo/semantics/openAccesshttp://purl.org/coar/access_right/c_abf2Barrera Tomas, Melissa37fbfbc8-38c7-4cc7-92cf-ec9362c00f3a300Tomas Chota, Gloria Eva3ec84900-255e-4f86-a7dd-42485a04412f300Sheen Cortavarría, Patriciad54e4903-3129-4b73-a456-a64af0904a62300Fuentes Bonilla, Patricia50500d2a-3a5a-4c58-958d-73d919cb2c5c300Inocente Camones, Miguel Angel5f1757cb-262d-4467-a8f9-ce21ad959f42300Santiago Contreras, Julio Cesar391999ca-514e-4161-a25d-277230218ce03002019-07-03T01:47:17Z2019-07-03T01:47:17Z2017-09-01ISSN: 2357-3791https://repositorio.unal.edu.co/handle/unal/66260http://bdigital.unal.edu.co/67284/Compound usnic acid (1), isolated from lichen Evernia prunastri (Cajamarca-Peru) and the synthesis and characterization of its acyl-hydrazone (2), from the condensation reaction between usnic acid and isoniazid in an ethanol solution under reflux, giving an overall yield of 95%, were evaluated. Both compounds were evaluated and compared with isoniazid according to its anti-Mycobacterium tuberculosis activity based on the tetrazolium microplate assay (TEMA). Compound 1 had MIC (minimal inhibitory concentration) value of 16.0 μg/mL in each test of H37Rv (susceptible type), TB DM 97 (resistant wild type) and MDR DM 1098 (multi drug resistances type) strains. In similar tests, compound 2 MIC values were 2.0, 64.0 and 64.0 μg/mL respectively.Se evaluó el ácido úsnico (1), aislado del liquen Evernia prunastri (Cajamarca-Perú), producto natural conocido por sus actividades biológicas, y, del mismo modo, se evaluó la síntesis de su derivado acil-hidrazona (2), obtenido a partir de una reacción de condensación entre el ácido úsnico y la isoniazida en solución etanólica a reflujo, con un rendimiento global de 95%. Ambos compuestos fueron evaluados y comparados con la isoniazida según su actividad anti-Mycobacterium tuberculosis basada en el ensayo de susceptibilidad mediante el método TEMA. Los resultados mostraron que el compuesto 1 presenta valores de MIC de 16,0 μg/mL frente a las cepas H37Rv, TB DM 97 y MDR DM 1098, mientras que el compuesto 2 presenta valores de MIC de 2,0; 64,0 y 64,0 μg/mL respectivamente.application/pdfspaUniversidad Nacional de Colombia - Sede Bogotá - Facultad de Ciencias - Departamento de Químicahttps://revistas.unal.edu.co/index.php/rcolquim/article/view/61980Universidad Nacional de Colombia Revistas electrónicas UN Revista Colombiana de QuímicaRevista Colombiana de QuímicaBarrera Tomas, Melissa and Tomas Chota, Gloria Eva and Sheen Cortavarría, Patricia and Fuentes Bonilla, Patricia and Inocente Camones, Miguel Angel and Santiago Contreras, Julio Cesar (2017) Synthesis of acyl-hydrazone from usnic acid and isoniazid and its anti-Mycobacterium tuberculosis activity. Revista Colombiana de Química, 46 (3). pp. 17-21. ISSN 2357-379154 Química y ciencias afines / ChemistryEvernia prunastricondensation reactionTEMAMIC.Evernia prunastrireacción de condensaciónTEMAMICSynthesis of acyl-hydrazone from usnic acid and isoniazid and its anti-Mycobacterium tuberculosis activityArtículo de revistainfo:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501http://purl.org/coar/resource_type/c_2df8fbb1http://purl.org/coar/version/c_970fb48d4fbd8a85Texthttp://purl.org/redcol/resource_type/ARTORIGINAL61980-343447-1-PB.pdfapplication/pdf1360107https://repositorio.unal.edu.co/bitstream/unal/66260/1/61980-343447-1-PB.pdfa3c4e8ceeb278c9f6883e450e155db0eMD51THUMBNAIL61980-343447-1-PB.pdf.jpg61980-343447-1-PB.pdf.jpgGenerated Thumbnailimage/jpeg7608https://repositorio.unal.edu.co/bitstream/unal/66260/2/61980-343447-1-PB.pdf.jpg0e0cb8815ad5be31aeb45a95da5e86b9MD52unal/66260oai:repositorio.unal.edu.co:unal/662602023-05-24 23:02:53.462Repositorio Institucional Universidad Nacional de Colombiarepositorio_nal@unal.edu.co
dc.title.spa.fl_str_mv Synthesis of acyl-hydrazone from usnic acid and isoniazid and its anti-Mycobacterium tuberculosis activity
title Synthesis of acyl-hydrazone from usnic acid and isoniazid and its anti-Mycobacterium tuberculosis activity
spellingShingle Synthesis of acyl-hydrazone from usnic acid and isoniazid and its anti-Mycobacterium tuberculosis activity
54 Química y ciencias afines / Chemistry
Evernia prunastri
condensation reaction
TEMA
MIC.
Evernia prunastri
reacción de condensación
TEMA
MIC
title_short Synthesis of acyl-hydrazone from usnic acid and isoniazid and its anti-Mycobacterium tuberculosis activity
title_full Synthesis of acyl-hydrazone from usnic acid and isoniazid and its anti-Mycobacterium tuberculosis activity
title_fullStr Synthesis of acyl-hydrazone from usnic acid and isoniazid and its anti-Mycobacterium tuberculosis activity
title_full_unstemmed Synthesis of acyl-hydrazone from usnic acid and isoniazid and its anti-Mycobacterium tuberculosis activity
title_sort Synthesis of acyl-hydrazone from usnic acid and isoniazid and its anti-Mycobacterium tuberculosis activity
dc.creator.fl_str_mv Barrera Tomas, Melissa
Tomas Chota, Gloria Eva
Sheen Cortavarría, Patricia
Fuentes Bonilla, Patricia
Inocente Camones, Miguel Angel
Santiago Contreras, Julio Cesar
dc.contributor.author.spa.fl_str_mv Barrera Tomas, Melissa
Tomas Chota, Gloria Eva
Sheen Cortavarría, Patricia
Fuentes Bonilla, Patricia
Inocente Camones, Miguel Angel
Santiago Contreras, Julio Cesar
dc.subject.ddc.spa.fl_str_mv 54 Química y ciencias afines / Chemistry
topic 54 Química y ciencias afines / Chemistry
Evernia prunastri
condensation reaction
TEMA
MIC.
Evernia prunastri
reacción de condensación
TEMA
MIC
dc.subject.proposal.spa.fl_str_mv Evernia prunastri
condensation reaction
TEMA
MIC.
Evernia prunastri
reacción de condensación
TEMA
MIC
description Compound usnic acid (1), isolated from lichen Evernia prunastri (Cajamarca-Peru) and the synthesis and characterization of its acyl-hydrazone (2), from the condensation reaction between usnic acid and isoniazid in an ethanol solution under reflux, giving an overall yield of 95%, were evaluated. Both compounds were evaluated and compared with isoniazid according to its anti-Mycobacterium tuberculosis activity based on the tetrazolium microplate assay (TEMA). Compound 1 had MIC (minimal inhibitory concentration) value of 16.0 μg/mL in each test of H37Rv (susceptible type), TB DM 97 (resistant wild type) and MDR DM 1098 (multi drug resistances type) strains. In similar tests, compound 2 MIC values were 2.0, 64.0 and 64.0 μg/mL respectively.
publishDate 2017
dc.date.issued.spa.fl_str_mv 2017-09-01
dc.date.accessioned.spa.fl_str_mv 2019-07-03T01:47:17Z
dc.date.available.spa.fl_str_mv 2019-07-03T01:47:17Z
dc.type.spa.fl_str_mv Artículo de revista
dc.type.coar.fl_str_mv http://purl.org/coar/resource_type/c_2df8fbb1
dc.type.driver.spa.fl_str_mv info:eu-repo/semantics/article
dc.type.version.spa.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.coar.spa.fl_str_mv http://purl.org/coar/resource_type/c_6501
dc.type.coarversion.spa.fl_str_mv http://purl.org/coar/version/c_970fb48d4fbd8a85
dc.type.content.spa.fl_str_mv Text
dc.type.redcol.spa.fl_str_mv http://purl.org/redcol/resource_type/ART
format http://purl.org/coar/resource_type/c_6501
status_str publishedVersion
dc.identifier.issn.spa.fl_str_mv ISSN: 2357-3791
dc.identifier.uri.none.fl_str_mv https://repositorio.unal.edu.co/handle/unal/66260
dc.identifier.eprints.spa.fl_str_mv http://bdigital.unal.edu.co/67284/
identifier_str_mv ISSN: 2357-3791
url https://repositorio.unal.edu.co/handle/unal/66260
http://bdigital.unal.edu.co/67284/
dc.language.iso.spa.fl_str_mv spa
language spa
dc.relation.spa.fl_str_mv https://revistas.unal.edu.co/index.php/rcolquim/article/view/61980
dc.relation.ispartof.spa.fl_str_mv Universidad Nacional de Colombia Revistas electrónicas UN Revista Colombiana de Química
Revista Colombiana de Química
dc.relation.references.spa.fl_str_mv Barrera Tomas, Melissa and Tomas Chota, Gloria Eva and Sheen Cortavarría, Patricia and Fuentes Bonilla, Patricia and Inocente Camones, Miguel Angel and Santiago Contreras, Julio Cesar (2017) Synthesis of acyl-hydrazone from usnic acid and isoniazid and its anti-Mycobacterium tuberculosis activity. Revista Colombiana de Química, 46 (3). pp. 17-21. ISSN 2357-3791
dc.rights.spa.fl_str_mv Derechos reservados - Universidad Nacional de Colombia
dc.rights.coar.fl_str_mv http://purl.org/coar/access_right/c_abf2
dc.rights.license.spa.fl_str_mv Atribución-NoComercial 4.0 Internacional
dc.rights.uri.spa.fl_str_mv http://creativecommons.org/licenses/by-nc/4.0/
dc.rights.accessrights.spa.fl_str_mv info:eu-repo/semantics/openAccess
rights_invalid_str_mv Atribución-NoComercial 4.0 Internacional
Derechos reservados - Universidad Nacional de Colombia
http://creativecommons.org/licenses/by-nc/4.0/
http://purl.org/coar/access_right/c_abf2
eu_rights_str_mv openAccess
dc.format.mimetype.spa.fl_str_mv application/pdf
dc.publisher.spa.fl_str_mv Universidad Nacional de Colombia - Sede Bogotá - Facultad de Ciencias - Departamento de Química
institution Universidad Nacional de Colombia
bitstream.url.fl_str_mv https://repositorio.unal.edu.co/bitstream/unal/66260/1/61980-343447-1-PB.pdf
https://repositorio.unal.edu.co/bitstream/unal/66260/2/61980-343447-1-PB.pdf.jpg
bitstream.checksum.fl_str_mv a3c4e8ceeb278c9f6883e450e155db0e
0e0cb8815ad5be31aeb45a95da5e86b9
bitstream.checksumAlgorithm.fl_str_mv MD5
MD5
repository.name.fl_str_mv Repositorio Institucional Universidad Nacional de Colombia
repository.mail.fl_str_mv repositorio_nal@unal.edu.co
_version_ 1806885959433715712