Int. J. Mol. Sci. 2012, 13(11), 15241-15251; doi:10.3390/ijms131115241
Article

Synthesis Method for Thiosulfonate and Report of Its Insecticidal Activity in Anagasta kuehniella (Lepidoptera: Pyralidae)

Edson dos A. dos Santos 1 email, Fernando M. Gonçalves 2 email, Paulo César Prado 1 email, Daniele Y. Sasaki 2 email, Dênis P. de Lima 1 email and Maria Lígia Rodrigues Macedo 2,* email
1 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 2 Laboratory of Protein Purification and its Biological Functions, CCBS, Federal University of Mato Grosso do Sul, CP 549, CEP 79070-900, Campo Grande-MS, Brazil
* Author to whom correspondence should be addressed.
Received: 12 July 2012; in revised form: 6 November 2012 / Accepted: 10 November 2012 / Published: 19 November 2012
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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 AgNO3/BF3·OEt2 and Al(H2PO4)3/HNO3 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.
Keywords: insect pests; insecticidal activity; growth retardation; thiosulfonates

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MDPI and ACS Style

dos Santos, E.A.; Gonçalves, F.M.; Prado, P.C.; Sasaki, D.Y.; de Lima, D.P.; Macedo, M.L.R. Synthesis Method for Thiosulfonate and Report of Its Insecticidal Activity in Anagasta kuehniella (Lepidoptera: Pyralidae). Int. J. Mol. Sci. 2012, 13, 15241-15251.

AMA Style

dos Santos EA, Gonçalves FM, Prado PC, Sasaki DY, de Lima DP, Macedo MLR. Synthesis Method for Thiosulfonate and Report of Its Insecticidal Activity in Anagasta kuehniella (Lepidoptera: Pyralidae). International Journal of Molecular Sciences. 2012; 13(11):15241-15251.

Chicago/Turabian Style

dos Santos, Edson A.; Gonçalves, Fernando M.; Prado, Paulo C.; Sasaki, Daniele Y.; de Lima, Dênis P.; Macedo, Maria L.R. 2012. "Synthesis Method for Thiosulfonate and Report of Its Insecticidal Activity in Anagasta kuehniella (Lepidoptera: Pyralidae)." Int. J. Mol. Sci. 13, no. 11: 15241-15251.

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