Synthesis of acetals and esters of propargyl,propenyl and propyl alcohols and the bioassay of these and related compounds as fumigants against Anastrepha suspensa (Loew) larvae |
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| Affiliation: | 1. Biotechnology Development Laboratories, Kaneka Corporation, 1-8 Miyamae, Takasago, Hyogo 676-8688, Japan;2. Technology Management Department, QOL Division, Kaneka Corporation, 1-8 Miyamae, Takasago, Hyogo 676-8688, Japan;1. Department of Chemistry, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia;2. Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, Riyadh 11451, Saudi Arabia;3. Cancer Pharmacology Division, Indian Institute of Integrative Medicine, CSIR, Canal Road, Jammu 180001, India;4. Department of Ag. Microbiology, Faculty of Ag. Sciences, Aligarh Muslim University, Aligarh, India;5. Institute of General and Ecological Chemistry, Technical University of Lodz, Zeromskiego 116, 90-924 Lodz, Poland;1. EaStCHEM School of Chemistry, University of Edinburgh, Joseph Black Building, David Brewster Road, EH9 3FJ Edinburgh, UK;2. Department of Chemistry, Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford OX1 3TA, UK;1. Departamento de Química, Universidade Federal de Santa Catarina, Florianópolis, SC 88040-900, Brazil;2. Departamento de Ciências Farmacêuticas, Universidade Federal de Santa Catarina, Florianópolis, SC 88040-900, Brazil;3. Departamento de Bioquímica, Universidade Federal de Santa Catarina, Florianópolis, SC 88040-900, Brazil;4. Departamento de Análises Clínicas, Universidade Federal de Santa Catarina, Florianópolis, SC 88040-900, Brazil |
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| Abstract: | The synthesis of 36 compounds, acetals, ketals, esters or ethers of acetylenic, olefinic and aliphatic alcohols is described. These and 26 related compounds were tested as fumigants against Anastrepha suspensa (Loew) larvae. Twenty-three compounds showed fumigant activity. 3-Butyne-2-one killed all the larvae exposed at the rate 2.2 mg/1 for 3 h, as did the reference fumigant ethylene dibromide (EDB). Six compounds killed 100% of the larvae exposed to them at the rate of 2.2 mg/l for 24 h. Eight compounds, including propargyl alcohol, propargyl methacrylate and propargyl 3-methylcrotonate, did not kill A. svspensa larvae until a few days after exposure during which time the larvae apparently grew normally and underwent pre-pupariation wanderlust in synchrony with untreated larvae. |
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