Synthesis and antimosquito properties of 2,6-substituted benzo[d]thiazole and 2,4-substituted benzo[d]thiazole analogues against Anopheles arabiensis

Autores
Venugopala, Katharigatta Narayanaswamy; Krishnappa, Manjula; Nayak, Susanta K.; Subrahmanya, Bhat K.; Vaderapura, Jayashankaragowda P.; Chalannavar, Raju K.; Gleiser, Raquel M.; Odhav, Bharti
Año de publicación
2013
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
A novel and efficient one pot synthesis was developed for 2,6-substituted-benzo[d]thiazole analogues 4a ek and 2,4-substituted-benzo[d]thiazole analogues 4lep via three component condensation reaction of substituted arylaldehyde, 2-amino-6-halo/4-methyl-benzo[d]thiazole and 2-naphthol or 6-hydroxy quinoline in presence of 10% w/v NaCl in water by microwave method. This method enabled for short reaction times, easy work-up and significant high yields. The title compound 4b was used for single crystal X-ray studies in order to understand its conformation and packing features. The title compounds 4aep were screened for antimosquito properties such as repellency, insecticidal and larvicidal activity against Anopheles arabiensis by mosquito feeding-probing assay, cone bio-assay and standard WHO larvicidal assay, respectively. Among these analogous 4b, 4d and 4p exhibit the highest repellent activity comparable to the positive control DEET, and 4a and 4k knockdown most mosquitoes on repellent assays.
Fil: Venugopala, Katharigatta Narayanaswamy. Durban University of Technology; Sudáfrica
Fil: Krishnappa, Manjula. Strides Arcolab; India
Fil: Nayak, Susanta K.. Universite de Rennes I; Francia
Fil: Subrahmanya, Bhat K.. Strides Arcolab; India
Fil: Vaderapura, Jayashankaragowda P.. S.S.M.R.V. College; India
Fil: Chalannavar, Raju K.. Durban University of Technology; Sudáfrica
Fil: Gleiser, Raquel M.. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Córdoba. Instituto Multidisciplinar de Biología Vegetal (p). Grupo Vinculado Centro de Relevamiento y Evaluacion de Recursos Agricolas y Naturales; Argentina
Fil: Odhav, Bharti. Durban University of Technology; Sudáfrica
Materia
One Pot Synthesis
Larvicide
Insecticide
Repellent
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/22527
Acceder
id CONICETDig_2d665909981d98e4cab891b577c0e3ad
oai_identifier_str oai:ri.conicet.gov.ar:11336/22527
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Synthesis and antimosquito properties of 2,6-substituted benzo[d]thiazole and 2,4-substituted benzo[d]thiazole analogues against Anopheles arabiensisVenugopala, Katharigatta NarayanaswamyKrishnappa, ManjulaNayak, Susanta K.Subrahmanya, Bhat K.Vaderapura, Jayashankaragowda P.Chalannavar, Raju K.Gleiser, Raquel M.Odhav, BhartiOne Pot SynthesisLarvicideInsecticideRepellenthttps://purl.org/becyt/ford/1.6https://purl.org/becyt/ford/1A novel and efficient one pot synthesis was developed for 2,6-substituted-benzo[d]thiazole analogues 4a ek and 2,4-substituted-benzo[d]thiazole analogues 4lep via three component condensation reaction of substituted arylaldehyde, 2-amino-6-halo/4-methyl-benzo[d]thiazole and 2-naphthol or 6-hydroxy quinoline in presence of 10% w/v NaCl in water by microwave method. This method enabled for short reaction times, easy work-up and significant high yields. The title compound 4b was used for single crystal X-ray studies in order to understand its conformation and packing features. The title compounds 4aep were screened for antimosquito properties such as repellency, insecticidal and larvicidal activity against Anopheles arabiensis by mosquito feeding-probing assay, cone bio-assay and standard WHO larvicidal assay, respectively. Among these analogous 4b, 4d and 4p exhibit the highest repellent activity comparable to the positive control DEET, and 4a and 4k knockdown most mosquitoes on repellent assays.Fil: Venugopala, Katharigatta Narayanaswamy. Durban University of Technology; SudáfricaFil: Krishnappa, Manjula. Strides Arcolab; IndiaFil: Nayak, Susanta K.. Universite de Rennes I; FranciaFil: Subrahmanya, Bhat K.. Strides Arcolab; IndiaFil: Vaderapura, Jayashankaragowda P.. S.S.M.R.V. College; IndiaFil: Chalannavar, Raju K.. Durban University of Technology; SudáfricaFil: Gleiser, Raquel M.. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Córdoba. Instituto Multidisciplinar de Biología Vegetal (p). Grupo Vinculado Centro de Relevamiento y Evaluacion de Recursos Agricolas y Naturales; ArgentinaFil: Odhav, Bharti. Durban University of Technology; SudáfricaElsevier Masson2013-05info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/22527Venugopala, Katharigatta Narayanaswamy; Krishnappa, Manjula; Nayak, Susanta K.; Subrahmanya, Bhat K.; Vaderapura, Jayashankaragowda P.; et al.; Synthesis and antimosquito properties of 2,6-substituted benzo[d]thiazole and 2,4-substituted benzo[d]thiazole analogues against Anopheles arabiensis; Elsevier Masson; European Journal Of Medical Chemistry; 65; 5-2013; 295-3030223-5234CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1016/j.ejmech.2013.04.061info:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S0223523413002936info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-nd/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-10-29T12:23:20Zoai:ri.conicet.gov.ar:11336/22527instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-10-29 12:23:21.055CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Synthesis and antimosquito properties of 2,6-substituted benzo[d]thiazole and 2,4-substituted benzo[d]thiazole analogues against Anopheles arabiensis
title Synthesis and antimosquito properties of 2,6-substituted benzo[d]thiazole and 2,4-substituted benzo[d]thiazole analogues against Anopheles arabiensis
spellingShingle Synthesis and antimosquito properties of 2,6-substituted benzo[d]thiazole and 2,4-substituted benzo[d]thiazole analogues against Anopheles arabiensis
Venugopala, Katharigatta Narayanaswamy
One Pot Synthesis
Larvicide
Insecticide
Repellent
title_short Synthesis and antimosquito properties of 2,6-substituted benzo[d]thiazole and 2,4-substituted benzo[d]thiazole analogues against Anopheles arabiensis
title_full Synthesis and antimosquito properties of 2,6-substituted benzo[d]thiazole and 2,4-substituted benzo[d]thiazole analogues against Anopheles arabiensis
title_fullStr Synthesis and antimosquito properties of 2,6-substituted benzo[d]thiazole and 2,4-substituted benzo[d]thiazole analogues against Anopheles arabiensis
title_full_unstemmed Synthesis and antimosquito properties of 2,6-substituted benzo[d]thiazole and 2,4-substituted benzo[d]thiazole analogues against Anopheles arabiensis
title_sort Synthesis and antimosquito properties of 2,6-substituted benzo[d]thiazole and 2,4-substituted benzo[d]thiazole analogues against Anopheles arabiensis
dc.creator.none.fl_str_mv Venugopala, Katharigatta Narayanaswamy
Krishnappa, Manjula
Nayak, Susanta K.
Subrahmanya, Bhat K.
Vaderapura, Jayashankaragowda P.
Chalannavar, Raju K.
Gleiser, Raquel M.
Odhav, Bharti
author Venugopala, Katharigatta Narayanaswamy
author_facet Venugopala, Katharigatta Narayanaswamy
Krishnappa, Manjula
Nayak, Susanta K.
Subrahmanya, Bhat K.
Vaderapura, Jayashankaragowda P.
Chalannavar, Raju K.
Gleiser, Raquel M.
Odhav, Bharti
author_role author
author2 Krishnappa, Manjula
Nayak, Susanta K.
Subrahmanya, Bhat K.
Vaderapura, Jayashankaragowda P.
Chalannavar, Raju K.
Gleiser, Raquel M.
Odhav, Bharti
author2_role author
author
author
author
author
author
author
dc.subject.none.fl_str_mv One Pot Synthesis
Larvicide
Insecticide
Repellent
topic One Pot Synthesis
Larvicide
Insecticide
Repellent
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.6
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv A novel and efficient one pot synthesis was developed for 2,6-substituted-benzo[d]thiazole analogues 4a ek and 2,4-substituted-benzo[d]thiazole analogues 4lep via three component condensation reaction of substituted arylaldehyde, 2-amino-6-halo/4-methyl-benzo[d]thiazole and 2-naphthol or 6-hydroxy quinoline in presence of 10% w/v NaCl in water by microwave method. This method enabled for short reaction times, easy work-up and significant high yields. The title compound 4b was used for single crystal X-ray studies in order to understand its conformation and packing features. The title compounds 4aep were screened for antimosquito properties such as repellency, insecticidal and larvicidal activity against Anopheles arabiensis by mosquito feeding-probing assay, cone bio-assay and standard WHO larvicidal assay, respectively. Among these analogous 4b, 4d and 4p exhibit the highest repellent activity comparable to the positive control DEET, and 4a and 4k knockdown most mosquitoes on repellent assays.
Fil: Venugopala, Katharigatta Narayanaswamy. Durban University of Technology; Sudáfrica
Fil: Krishnappa, Manjula. Strides Arcolab; India
Fil: Nayak, Susanta K.. Universite de Rennes I; Francia
Fil: Subrahmanya, Bhat K.. Strides Arcolab; India
Fil: Vaderapura, Jayashankaragowda P.. S.S.M.R.V. College; India
Fil: Chalannavar, Raju K.. Durban University of Technology; Sudáfrica
Fil: Gleiser, Raquel M.. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Córdoba. Instituto Multidisciplinar de Biología Vegetal (p). Grupo Vinculado Centro de Relevamiento y Evaluacion de Recursos Agricolas y Naturales; Argentina
Fil: Odhav, Bharti. Durban University of Technology; Sudáfrica
description A novel and efficient one pot synthesis was developed for 2,6-substituted-benzo[d]thiazole analogues 4a ek and 2,4-substituted-benzo[d]thiazole analogues 4lep via three component condensation reaction of substituted arylaldehyde, 2-amino-6-halo/4-methyl-benzo[d]thiazole and 2-naphthol or 6-hydroxy quinoline in presence of 10% w/v NaCl in water by microwave method. This method enabled for short reaction times, easy work-up and significant high yields. The title compound 4b was used for single crystal X-ray studies in order to understand its conformation and packing features. The title compounds 4aep were screened for antimosquito properties such as repellency, insecticidal and larvicidal activity against Anopheles arabiensis by mosquito feeding-probing assay, cone bio-assay and standard WHO larvicidal assay, respectively. Among these analogous 4b, 4d and 4p exhibit the highest repellent activity comparable to the positive control DEET, and 4a and 4k knockdown most mosquitoes on repellent assays.
publishDate 2013
dc.date.none.fl_str_mv 2013-05
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/22527
Venugopala, Katharigatta Narayanaswamy; Krishnappa, Manjula; Nayak, Susanta K.; Subrahmanya, Bhat K.; Vaderapura, Jayashankaragowda P.; et al.; Synthesis and antimosquito properties of 2,6-substituted benzo[d]thiazole and 2,4-substituted benzo[d]thiazole analogues against Anopheles arabiensis; Elsevier Masson; European Journal Of Medical Chemistry; 65; 5-2013; 295-303
0223-5234
CONICET Digital
CONICET
url http://hdl.handle.net/11336/22527
identifier_str_mv Venugopala, Katharigatta Narayanaswamy; Krishnappa, Manjula; Nayak, Susanta K.; Subrahmanya, Bhat K.; Vaderapura, Jayashankaragowda P.; et al.; Synthesis and antimosquito properties of 2,6-substituted benzo[d]thiazole and 2,4-substituted benzo[d]thiazole analogues against Anopheles arabiensis; Elsevier Masson; European Journal Of Medical Chemistry; 65; 5-2013; 295-303
0223-5234
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1016/j.ejmech.2013.04.061
info:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S0223523413002936
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
dc.publisher.none.fl_str_mv Elsevier Masson
publisher.none.fl_str_mv Elsevier Masson
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
_version_ 1847427129067700224
score 12.589754

Publicaciones similares