Larvicidal study of tetrahydropyrimidine scaffolds against Anopheles arabiensis and structural insight by single crystal X-ray studies

Autores
Bairagi, Keshab M.; Venugopala, Katharigatta N.; Mondal, Pradip Kumar; Gleiser, Raquel M.; Chopra, Deepak; Garcia, Daniel Asmed; Odhav, Bharti; Nayak, Susanta K.
Año de publicación
2018
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
A series of methyl or ethyl 4-(substitutedphenyl/pyridyl)-6-methyl-2-oxo/thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate (HPM) analogues 4a–g were synthesized and evaluated for larvicidal activity against Anopheles arabiensis. These newly synthesized compounds were characterized by spectral studies such as FT-IR, NMR (1H and 13C), LC-MS, and elemental analysis. The conformational features and supramolecular assembly of molecules 4a, 4b, and 4e were further analyzed from single crystal X-ray study. The larvicidal activity of these tetrahydropyrimidine pharmacophore series was analyzed based on their relative substituents. Among the synthesized HPM analogous from the series, compounds 4d and 4e both having electron withdrawing chlorine group on phenyl ring at the fourth position of the tetrahydropyrimidine pharmacophore exhibited the most promising larvicidal activity.
Fil: Bairagi, Keshab M.. Visvesvaraya National Institute Of Technology; India
Fil: Venugopala, Katharigatta N.. Durban University Of Technology; Sudáfrica
Fil: Mondal, Pradip Kumar. Indian Institute of Science Education and Research Bhopal; India
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 Evaluación de Recursos Agrícolas y Naturales; Argentina
Fil: Chopra, Deepak. Indian Institute of Science Education and Research Bhopal; India
Fil: Garcia, Daniel Asmed. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones Biológicas y Tecnológicas. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas, Físicas y Naturales. Instituto de Investigaciones Biológicas y Tecnológicas; Argentina. Universidad Nacional de Córdoba. Facultad de Ciencias Agropecuarias. Cátedra de Química Biológica; Argentina
Fil: Odhav, Bharti. Durban University Of Technology; Sudáfrica
Fil: Nayak, Susanta K.. Visvesvaraya National Institute Of Technology; India
Materia
Characterization
Larvicidal
Malaria
Single Crystal X-Ray Study
Synthesis
Tetrahydropyrimidine Analogues
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/82867
Acceder
id CONICETDig_fe3694c6a41b0180c0f2aea5e07cfe16
oai_identifier_str oai:ri.conicet.gov.ar:11336/82867
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Larvicidal study of tetrahydropyrimidine scaffolds against Anopheles arabiensis and structural insight by single crystal X-ray studiesBairagi, Keshab M.Venugopala, Katharigatta N.Mondal, Pradip KumarGleiser, Raquel M.Chopra, DeepakGarcia, Daniel AsmedOdhav, BhartiNayak, Susanta K.CharacterizationLarvicidalMalariaSingle Crystal X-Ray StudySynthesisTetrahydropyrimidine Analogueshttps://purl.org/becyt/ford/1.6https://purl.org/becyt/ford/1A series of methyl or ethyl 4-(substitutedphenyl/pyridyl)-6-methyl-2-oxo/thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate (HPM) analogues 4a–g were synthesized and evaluated for larvicidal activity against Anopheles arabiensis. These newly synthesized compounds were characterized by spectral studies such as FT-IR, NMR (1H and 13C), LC-MS, and elemental analysis. The conformational features and supramolecular assembly of molecules 4a, 4b, and 4e were further analyzed from single crystal X-ray study. The larvicidal activity of these tetrahydropyrimidine pharmacophore series was analyzed based on their relative substituents. Among the synthesized HPM analogous from the series, compounds 4d and 4e both having electron withdrawing chlorine group on phenyl ring at the fourth position of the tetrahydropyrimidine pharmacophore exhibited the most promising larvicidal activity.Fil: Bairagi, Keshab M.. Visvesvaraya National Institute Of Technology; IndiaFil: Venugopala, Katharigatta N.. Durban University Of Technology; SudáfricaFil: Mondal, Pradip Kumar. Indian Institute of Science Education and Research Bhopal; IndiaFil: 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 Evaluación de Recursos Agrícolas y Naturales; ArgentinaFil: Chopra, Deepak. Indian Institute of Science Education and Research Bhopal; IndiaFil: Garcia, Daniel Asmed. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones Biológicas y Tecnológicas. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas, Físicas y Naturales. Instituto de Investigaciones Biológicas y Tecnológicas; Argentina. Universidad Nacional de Córdoba. Facultad de Ciencias Agropecuarias. Cátedra de Química Biológica; ArgentinaFil: Odhav, Bharti. Durban University Of Technology; SudáfricaFil: Nayak, Susanta K.. Visvesvaraya National Institute Of Technology; IndiaWiley Blackwell Publishing, Inc2018-12-20info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/82867Bairagi, Keshab M.; Venugopala, Katharigatta N.; Mondal, Pradip Kumar; Gleiser, Raquel M.; Chopra, Deepak; et al.; Larvicidal study of tetrahydropyrimidine scaffolds against Anopheles arabiensis and structural insight by single crystal X-ray studies; Wiley Blackwell Publishing, Inc; Chemical Biology & Drug Design; 92; 6; 20-12-2018; 1924-19321747-02771747-0285CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://onlinelibrary.wiley.com/doi/full/10.1111/cbdd.13351info:eu-repo/semantics/altIdentifier/doi/10.1111/cbdd.13351info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T10:27:56Zoai:ri.conicet.gov.ar:11336/82867instacron: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:34982025-09-29 10:27:56.948CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Larvicidal study of tetrahydropyrimidine scaffolds against Anopheles arabiensis and structural insight by single crystal X-ray studies
title Larvicidal study of tetrahydropyrimidine scaffolds against Anopheles arabiensis and structural insight by single crystal X-ray studies
spellingShingle Larvicidal study of tetrahydropyrimidine scaffolds against Anopheles arabiensis and structural insight by single crystal X-ray studies
Bairagi, Keshab M.
Characterization
Larvicidal
Malaria
Single Crystal X-Ray Study
Synthesis
Tetrahydropyrimidine Analogues
title_short Larvicidal study of tetrahydropyrimidine scaffolds against Anopheles arabiensis and structural insight by single crystal X-ray studies
title_full Larvicidal study of tetrahydropyrimidine scaffolds against Anopheles arabiensis and structural insight by single crystal X-ray studies
title_fullStr Larvicidal study of tetrahydropyrimidine scaffolds against Anopheles arabiensis and structural insight by single crystal X-ray studies
title_full_unstemmed Larvicidal study of tetrahydropyrimidine scaffolds against Anopheles arabiensis and structural insight by single crystal X-ray studies
title_sort Larvicidal study of tetrahydropyrimidine scaffolds against Anopheles arabiensis and structural insight by single crystal X-ray studies
dc.creator.none.fl_str_mv Bairagi, Keshab M.
Venugopala, Katharigatta N.
Mondal, Pradip Kumar
Gleiser, Raquel M.
Chopra, Deepak
Garcia, Daniel Asmed
Odhav, Bharti
Nayak, Susanta K.
author Bairagi, Keshab M.
author_facet Bairagi, Keshab M.
Venugopala, Katharigatta N.
Mondal, Pradip Kumar
Gleiser, Raquel M.
Chopra, Deepak
Garcia, Daniel Asmed
Odhav, Bharti
Nayak, Susanta K.
author_role author
author2 Venugopala, Katharigatta N.
Mondal, Pradip Kumar
Gleiser, Raquel M.
Chopra, Deepak
Garcia, Daniel Asmed
Odhav, Bharti
Nayak, Susanta K.
author2_role author
author
author
author
author
author
author
dc.subject.none.fl_str_mv Characterization
Larvicidal
Malaria
Single Crystal X-Ray Study
Synthesis
Tetrahydropyrimidine Analogues
topic Characterization
Larvicidal
Malaria
Single Crystal X-Ray Study
Synthesis
Tetrahydropyrimidine Analogues
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 series of methyl or ethyl 4-(substitutedphenyl/pyridyl)-6-methyl-2-oxo/thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate (HPM) analogues 4a–g were synthesized and evaluated for larvicidal activity against Anopheles arabiensis. These newly synthesized compounds were characterized by spectral studies such as FT-IR, NMR (1H and 13C), LC-MS, and elemental analysis. The conformational features and supramolecular assembly of molecules 4a, 4b, and 4e were further analyzed from single crystal X-ray study. The larvicidal activity of these tetrahydropyrimidine pharmacophore series was analyzed based on their relative substituents. Among the synthesized HPM analogous from the series, compounds 4d and 4e both having electron withdrawing chlorine group on phenyl ring at the fourth position of the tetrahydropyrimidine pharmacophore exhibited the most promising larvicidal activity.
Fil: Bairagi, Keshab M.. Visvesvaraya National Institute Of Technology; India
Fil: Venugopala, Katharigatta N.. Durban University Of Technology; Sudáfrica
Fil: Mondal, Pradip Kumar. Indian Institute of Science Education and Research Bhopal; India
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 Evaluación de Recursos Agrícolas y Naturales; Argentina
Fil: Chopra, Deepak. Indian Institute of Science Education and Research Bhopal; India
Fil: Garcia, Daniel Asmed. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones Biológicas y Tecnológicas. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas, Físicas y Naturales. Instituto de Investigaciones Biológicas y Tecnológicas; Argentina. Universidad Nacional de Córdoba. Facultad de Ciencias Agropecuarias. Cátedra de Química Biológica; Argentina
Fil: Odhav, Bharti. Durban University Of Technology; Sudáfrica
Fil: Nayak, Susanta K.. Visvesvaraya National Institute Of Technology; India
description A series of methyl or ethyl 4-(substitutedphenyl/pyridyl)-6-methyl-2-oxo/thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate (HPM) analogues 4a–g were synthesized and evaluated for larvicidal activity against Anopheles arabiensis. These newly synthesized compounds were characterized by spectral studies such as FT-IR, NMR (1H and 13C), LC-MS, and elemental analysis. The conformational features and supramolecular assembly of molecules 4a, 4b, and 4e were further analyzed from single crystal X-ray study. The larvicidal activity of these tetrahydropyrimidine pharmacophore series was analyzed based on their relative substituents. Among the synthesized HPM analogous from the series, compounds 4d and 4e both having electron withdrawing chlorine group on phenyl ring at the fourth position of the tetrahydropyrimidine pharmacophore exhibited the most promising larvicidal activity.
publishDate 2018
dc.date.none.fl_str_mv 2018-12-20
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/11336/82867
Bairagi, Keshab M.; Venugopala, Katharigatta N.; Mondal, Pradip Kumar; Gleiser, Raquel M.; Chopra, Deepak; et al.; Larvicidal study of tetrahydropyrimidine scaffolds against Anopheles arabiensis and structural insight by single crystal X-ray studies; Wiley Blackwell Publishing, Inc; Chemical Biology & Drug Design; 92; 6; 20-12-2018; 1924-1932
1747-0277
1747-0285
CONICET Digital
CONICET
url http://hdl.handle.net/11336/82867
identifier_str_mv Bairagi, Keshab M.; Venugopala, Katharigatta N.; Mondal, Pradip Kumar; Gleiser, Raquel M.; Chopra, Deepak; et al.; Larvicidal study of tetrahydropyrimidine scaffolds against Anopheles arabiensis and structural insight by single crystal X-ray studies; Wiley Blackwell Publishing, Inc; Chemical Biology & Drug Design; 92; 6; 20-12-2018; 1924-1932
1747-0277
1747-0285
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/https://onlinelibrary.wiley.com/doi/full/10.1111/cbdd.13351
info:eu-repo/semantics/altIdentifier/doi/10.1111/cbdd.13351
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
dc.publisher.none.fl_str_mv Wiley Blackwell Publishing, Inc
publisher.none.fl_str_mv Wiley Blackwell Publishing, Inc
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_ 1844614282127343616
score 13.070432

Publicaciones similares