Valorization of hesperidin from citrus residues: evaluation of microwave-assisted synthesis of hesperidin-Mg complex and their insecticidal activity
Autor(a) principal: | |
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Data de Publicação: | 2022 |
Outros Autores: | , , , , , , , , , , , , |
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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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 |
|
_version_ |
1808128440512020480 |