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Grain-protectant compounds from Duguetia lanceolata (Annonaceae) derivatives: Bioassay-guided searching and toxicity against the maize weevil
Affiliation:1. Department of Chemistry, Federal University of São Carlos (UFSCar), São Carlos, São Paulo, Brazil;2. Research Center for Family Agriculture, Agricultural Research and Rural Extension Company of Santa Catarina (CEPAF/EPAGRI), Chapecó, Santa Catarina, Brazil;3. Department of Entomology and Acarology, “Luiz de Queiroz” College of Agriculture, University of São Paulo (ESALQ/USP), Piracicaba, São Paulo, Brazil;1. Instituto Biológico, Unidade Laboratorial de Referência Em Pragas Urbanas, Av. Conselheiro Rodrigues Alves, 1252, São Paulo, SP, CEP 04014-002, Brazil;2. Instituto Biológico, Laboratório de Acarologia, Alameda Dos Vidoeiros, 1097, Campinas, SP, CEP 13101-680, Brazil;1. Laboratory of Entomology and Agricultural Zoology, Department of Agriculture, Crop Production and Rural Environment, University of Thessaly, Phytokou str., Nea Ionia, Magnesia, 38446, Greece;2. BASF Crop Protection, BASF Plant Science, Speyerer Straße 2, D-67117, Limburgerhof, Germany;3. BASF Hellas, Paradissou 2 and Kifissias, 151 25, Maroussi, Athens, Greece;4. BASF Corporation, 26 Davis Drive, Research Triangle Park, 27709-3528, NC, USA;1. Morden Research and Developmental Centre, Agriculture and Agri-Food Canada, c/o Department of Biosystems Engineering, University of Manitoba, Winnipeg, MB, Canada;2. Department of Biosystems Engineering, University of Manitoba, Winnipeg, MB, Canada;1. Departamento de Ciências Exatas e da Terra I, Universidade do Estado da Bahia, UNEB, Salvador, Bahia, Brazil;2. Departamento de Ciências Exatas e da Terra, Universidade do Estado da Bahia, UNEB, Alagoinhas, Bahia, Brazil;3. Faculdade de Farmácia, Departamento do Medicamento, Universidade Federal da Bahia, UFBA, Salvador, Bahia, Brazil;4. Laboratório de Neuroquímica e Biologia Celular, Instituto de Ciências da Saúde, UFBA, Brazil;5. Departamento de Química, Universidade Federal de São Carlos, São Carlos, São Paulo, Brazil;1. Crop Science Department, Agricultural Institute of Slovenia, Hacquetova ulica 17, SI-1000, Ljubljana, Slovenia;2. Department of Food Science and Technology, Biotechnical Faculty, University of Ljubljana, Jamnikarjeva 101, SI-1000, Ljubljana, Slovenia
Abstract:In order to obtain bioactive allelochemicals from Neotropical Annonaceae, bioguided chromatographic fractionations with derivatives prepared from Duguetia lanceolata St.-Hil. leaves were performed using the maize weevil, Sitophilus zeamais Mots. (Coleoptera: Curculionidae), as bioindicator, which is a primary insect pest of stored cereals in tropical conditions. For this end, four phases (hexane, dichloromethane, ethyl acetate and hydroalcohol) were obtained firstly by liquid-liquid partition and tested through a residual contact bioassay (at 1500 mg L−1) in order to verify their bioactivity on adults of the maize weevil. Only the hexanic fraction caused significant mortality (74%) after the tenth day of insect exposure on treated samples of grains corn. Thus, thisfraction was separated into seven new subfractions by means of vacuum column chromatography and solvents of increasing polarities. Subfraction 2 promoted 90% of mortality whereas subfraction 6 promoted 30% of mortality of maize weevils. The aromatic compound 2,4,5-trimethoxystyrene and a mixture of steroids [campesterol (8.44%) + stigmasterol (12.37%) + sitosterol (79.19%)] were isolated from subfraction 2 and promoted promising grain protective activity, in a manner comparable to a diatomaceous-earth based formulation (our positive control). Furthermore, the results reported in the present study demonstrate the potential application of derivatives of D. lanceolata leaves in integrated pest management (IPM) of stored grains, mainly in the framework of maize weevil management.
Keywords:Allelochemicals  Chromatographic techniques  Steroids  2,4,5-Trimethoxystyrene
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