Valorization of hesperidin from citrus residues: evaluation of microwave-assisted synthesis of hesperidin-Mg complex and their insecticidal activity

Detalhes bibliográficos
Autor(a) principal: Silva, Danielle F. da
Data de Publicação: 2022
Outros Autores: Bomfim, Joao P. A. [UNESP], Marchi, Rafael C., Amaral, Jessica C., Pinto, Luciano S., Carlos, Rose M., Ferreira, Antonio G., Forim, Moacir R., Fernandes, Joao B., Silva, Maria F. G. F. da, Oliveira, Regiane C. de [UNESP], Buss, David, Kirk, William D. J., Bruce, Toby J. A.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://dx.doi.org/10.21577/0103-5053.20220050
http://hdl.handle.net/11449/237577
Resumo: The aim of the current study was the valorization of hesperidin, the dominant flavonoid in citrus processing waste, by microwave-assisted synthesis of hesperidin-Mg complex, improving its antioxidant activity and insecticidal potential. Here we show, for the first time, that microwave-assisted synthesis of [Mg(hesp)(2)(phen)]OAc (1) (hesp: hesperidin, phen: phenanthroline) improve the reaction rate and yield. The nuclear magnetic resonance (NMR) experiments proved to be powerful tools for the identification of three isomers in metal complexes. Moreover, we explore the insecticidal potential of 1 and [Mg(phen),(Isov)]OAc (2) (Isov : isovanillic acid) complexes against three insects. Complex 1 killed 80% of adults whitefly at 0.14 mu mol L-1 and 2 76% at 0.36 mu mol L-1. There was a total mortality of Spodoptera frugiperda with 2 at 0.39 mu mol L-1, and 83% with 1 at 0.14 mu mol L-1. Both have similar activity, and represent a novel group of insecticide for Bemisia tabaci and S. frugiperda; nevertheless, the benefits of both as Myzus persicae repellent require further evaluation.
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spelling Valorization of hesperidin from citrus residues: evaluation of microwave-assisted synthesis of hesperidin-Mg complex and their insecticidal activityCitrusCitrus wasteHesperidinMagnesiumMicrowaveThe aim of the current study was the valorization of hesperidin, the dominant flavonoid in citrus processing waste, by microwave-assisted synthesis of hesperidin-Mg complex, improving its antioxidant activity and insecticidal potential. Here we show, for the first time, that microwave-assisted synthesis of [Mg(hesp)(2)(phen)]OAc (1) (hesp: hesperidin, phen: phenanthroline) improve the reaction rate and yield. The nuclear magnetic resonance (NMR) experiments proved to be powerful tools for the identification of three isomers in metal complexes. Moreover, we explore the insecticidal potential of 1 and [Mg(phen),(Isov)]OAc (2) (Isov : isovanillic acid) complexes against three insects. Complex 1 killed 80% of adults whitefly at 0.14 mu mol L-1 and 2 76% at 0.36 mu mol L-1. There was a total mortality of Spodoptera frugiperda with 2 at 0.39 mu mol L-1, and 83% with 1 at 0.14 mu mol L-1. Both have similar activity, and represent a novel group of insecticide for Bemisia tabaci and S. frugiperda; nevertheless, the benefits of both as Myzus persicae repellent require further evaluation.Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)Univ Fed Sao Carlos, Dept Quim, CP 676, BR-13565905 Sao Carlos, SP, BrazilUniv Estadual Paulista, Fac Ciencias Agron Botucatu, Ave Univ 3780, BR-18610034 Botucatu, SP, BrazilKeele Univ, Sch Life Sci, Keele ST5 5BG, Staffs, EnglandUniv Estadual Paulista, Fac Ciencias Agron Botucatu, Ave Univ 3780, BR-18610034 Botucatu, SP, BrazilCNPq: 465357/2014-8FAPESP: 2014/509187FAPESP: 2018/21201-8CAPES: 88887.136357/2017-00FAPESP: 2014/50249-8Soc Brasileira QuimicaUniversidade Federal de São Carlos (UFSCar)Universidade Estadual Paulista (UNESP)Keele UnivSilva, Danielle F. daBomfim, Joao P. A. [UNESP]Marchi, Rafael C.Amaral, Jessica C.Pinto, Luciano S.Carlos, Rose M.Ferreira, Antonio G.Forim, Moacir R.Fernandes, Joao B.Silva, Maria F. G. F. daOliveira, Regiane C. de [UNESP]Buss, DavidKirk, William D. J.Bruce, Toby J. A.2022-11-30T13:39:04Z2022-11-30T13:39:04Z2022-08-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article772-782http://dx.doi.org/10.21577/0103-5053.20220050Journal Of The Brazilian Chemical Society. Sao Paulo: Soc Brasileira Quimica, v. 33, n. 7, p. 772-782, 2022.0103-5053http://hdl.handle.net/11449/23757710.21577/0103-5053.20220050WOS:000806910000013Web of Sciencereponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengJournal Of The Brazilian Chemical Societyinfo:eu-repo/semantics/openAccess2022-11-30T13:39:04Zoai:repositorio.unesp.br:11449/237577Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T14:56:50.541885Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv Valorization of hesperidin from citrus residues: evaluation of microwave-assisted synthesis of hesperidin-Mg complex and their insecticidal activity
title Valorization of hesperidin from citrus residues: evaluation of microwave-assisted synthesis of hesperidin-Mg complex and their insecticidal activity
spellingShingle Valorization of hesperidin from citrus residues: evaluation of microwave-assisted synthesis of hesperidin-Mg complex and their insecticidal activity
Silva, Danielle F. da
Citrus
Citrus waste
Hesperidin
Magnesium
Microwave
title_short Valorization of hesperidin from citrus residues: evaluation of microwave-assisted synthesis of hesperidin-Mg complex and their insecticidal activity
title_full Valorization of hesperidin from citrus residues: evaluation of microwave-assisted synthesis of hesperidin-Mg complex and their insecticidal activity
title_fullStr Valorization of hesperidin from citrus residues: evaluation of microwave-assisted synthesis of hesperidin-Mg complex and their insecticidal activity
title_full_unstemmed Valorization of hesperidin from citrus residues: evaluation of microwave-assisted synthesis of hesperidin-Mg complex and their insecticidal activity
title_sort Valorization of hesperidin from citrus residues: evaluation of microwave-assisted synthesis of hesperidin-Mg complex and their insecticidal activity
author Silva, Danielle F. da
author_facet Silva, Danielle F. da
Bomfim, Joao P. A. [UNESP]
Marchi, Rafael C.
Amaral, Jessica C.
Pinto, Luciano S.
Carlos, Rose M.
Ferreira, Antonio G.
Forim, Moacir R.
Fernandes, Joao B.
Silva, Maria F. G. F. da
Oliveira, Regiane C. de [UNESP]
Buss, David
Kirk, William D. J.
Bruce, Toby J. A.
author_role author
author2 Bomfim, Joao P. A. [UNESP]
Marchi, Rafael C.
Amaral, Jessica C.
Pinto, Luciano S.
Carlos, Rose M.
Ferreira, Antonio G.
Forim, Moacir R.
Fernandes, Joao B.
Silva, Maria F. G. F. da
Oliveira, Regiane C. de [UNESP]
Buss, David
Kirk, William D. J.
Bruce, Toby J. A.
author2_role author
author
author
author
author
author
author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv Universidade Federal de São Carlos (UFSCar)
Universidade Estadual Paulista (UNESP)
Keele Univ
dc.contributor.author.fl_str_mv Silva, Danielle F. da
Bomfim, Joao P. A. [UNESP]
Marchi, Rafael C.
Amaral, Jessica C.
Pinto, Luciano S.
Carlos, Rose M.
Ferreira, Antonio G.
Forim, Moacir R.
Fernandes, Joao B.
Silva, Maria F. G. F. da
Oliveira, Regiane C. de [UNESP]
Buss, David
Kirk, William D. J.
Bruce, Toby J. A.
dc.subject.por.fl_str_mv Citrus
Citrus waste
Hesperidin
Magnesium
Microwave
topic Citrus
Citrus waste
Hesperidin
Magnesium
Microwave
description The aim of the current study was the valorization of hesperidin, the dominant flavonoid in citrus processing waste, by microwave-assisted synthesis of hesperidin-Mg complex, improving its antioxidant activity and insecticidal potential. Here we show, for the first time, that microwave-assisted synthesis of [Mg(hesp)(2)(phen)]OAc (1) (hesp: hesperidin, phen: phenanthroline) improve the reaction rate and yield. The nuclear magnetic resonance (NMR) experiments proved to be powerful tools for the identification of three isomers in metal complexes. Moreover, we explore the insecticidal potential of 1 and [Mg(phen),(Isov)]OAc (2) (Isov : isovanillic acid) complexes against three insects. Complex 1 killed 80% of adults whitefly at 0.14 mu mol L-1 and 2 76% at 0.36 mu mol L-1. There was a total mortality of Spodoptera frugiperda with 2 at 0.39 mu mol L-1, and 83% with 1 at 0.14 mu mol L-1. Both have similar activity, and represent a novel group of insecticide for Bemisia tabaci and S. frugiperda; nevertheless, the benefits of both as Myzus persicae repellent require further evaluation.
publishDate 2022
dc.date.none.fl_str_mv 2022-11-30T13:39:04Z
2022-11-30T13:39:04Z
2022-08-01
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/10.21577/0103-5053.20220050
Journal Of The Brazilian Chemical Society. Sao Paulo: Soc Brasileira Quimica, v. 33, n. 7, p. 772-782, 2022.
0103-5053
http://hdl.handle.net/11449/237577
10.21577/0103-5053.20220050
WOS:000806910000013
url http://dx.doi.org/10.21577/0103-5053.20220050
http://hdl.handle.net/11449/237577
identifier_str_mv Journal Of The Brazilian Chemical Society. Sao Paulo: Soc Brasileira Quimica, v. 33, n. 7, p. 772-782, 2022.
0103-5053
10.21577/0103-5053.20220050
WOS:000806910000013
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Journal Of The Brazilian Chemical Society
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 772-782
dc.publisher.none.fl_str_mv Soc Brasileira Quimica
publisher.none.fl_str_mv Soc Brasileira Quimica
dc.source.none.fl_str_mv Web of Science
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
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