title: Synthesis method for thiosulfonate and report of its insecticidal activity in Anagasta kuehniella (Lepidoptera: Pyralidae).
abstract: Insect pests have caused economic losses valued at billions of dollars in agricultural production. Anagasta kuehniella (Zeller), the Mediterranean flour moth, is of major economic importance as a flour and grain feeder and is often a severe pest in flourmills. This study provides a suitable route for the direct preparation of thiosulfonates 2 and 3 from thiols, under mild conditions, with good yields; these thiosulfonates were tested for their regulatory effect on insect growth. The chronic ingestion of thiosulfonates resulted in a significant reduction in larval survival and weight. In addition, the tryptic activity of larvae was sensitive to these thiosulfonates. Results suggest that thiosulfonates 2 and 3 have a potential antimetabolic effect when ingested by A. kuehniella. The use of AgNO(3)/BF(3)·OEt(2) and Al(H(2)PO(4))(3)/HNO(3) provides a suitable route for the direct preparation of thiosulfonates from thiols under mild conditions with good yields. These thiosulfonates were toxic for  A. kuehniella larvae, suggesting their potential as biotechnological tools.
authors.affiliation: Laboratory of Synthesis and Transformation of Organic Molecules, Chemistry Section of CCET, Federal University of Mato Grosso do Sul, CP 549, CEP 79070-900, Campo Grande-MS, Brazil. bioplant@terra.com.br.
authors.forename: Edson Dos A
authors.initials: Edos A
authors.lastname: Dos Santos
authors.forename: Fernando M
authors.initials: FM
authors.lastname: Gonçalves
authors.forename: Paulo César
authors.initials: PC
authors.lastname: Prado
authors.forename: Daniele Y
authors.initials: DY
authors.lastname: Sasaki
authors.forename: Dênis P
authors.initials: DP
authors.lastname: de Lima
authors.forename: Maria Lígia Rodrigues
authors.initials: ML
authors.lastname: Macedo
mesh_terms: D000818:Animals; D007300:Insect Control; D007306:Insecticides / Q000008:administration & dosage / Q000138:chemical synthesis / Q000494:pharmacology*; D007814:Larva; D009036:Moths / Q000187:drug effects*; D013886:Thiosulfonic Acids / Q000008:administration & dosage / Q000138:chemical synthesis / Q000494:pharmacology*
chemical_list: D007306:Insecticides; D013886:Thiosulfonic Acids