Antifungal, mosquito deterrent, and larvicidal activity of N-(benzylidene)-3-cyclohexylpropionic acid hydrazide derivatives

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• 作者：Nurhayat Tabanca (1)
  David E. Wedge (2)
  Abbas Ali (1)
  Ikhlas A. Khan (1) (3) (4)
  Zafer As?m Kaplancikli (5)
  Mehlika Dilek Altintop (5)
  
• 关键词：Hydrazone ; Fungicide ; Plant pathogen ; Phomopsis obscurans ; Phomopsis viticola ; Mosquito control ; Aedes aegypti
• 刊名：Medicinal Chemistry Research
• 出版年：2013
• 出版时间：June 2013
• 年：2013
• 卷：22
• 期：6
• 页码：2602-2609
• 全文大小：425KB
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• 作者单位：Nurhayat Tabanca (1)
  David E. Wedge (2)
  Abbas Ali (1)
  Ikhlas A. Khan (1) (3) (4)
  Zafer As?m Kaplancikli (5)
  Mehlika Dilek Altintop (5)
  
  1. National Center for Natural Products Research, The University of Mississippi, University, MS, 38677, USA
  2. USDA, ARS, Natural Products Utilization Research Unit, University of Mississippi, University, MS, 38677, USA
  3. Department of Pharmacognosy, School of Pharmacy, The University of Mississippi, University, MS, 38677, USA
  4. Department of Pharmacognosy, College of Pharmacy, King Saud University, Riyadh, 11451, Saudi Arabia
  5. Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Anadolu University, Eskisehir, 26470, Turkey
  

文摘

Hydrazone derivatives possess good antifungal and insecticidal activities and their structures are used in pesticide design. In the present study, for the first time, ten hydrazone derivatives (1-0) were evaluated for their antifungal activity against Colletotrichum, Botrytis, Fusarium, and Phomopsis species and for their biting deterrent and larvicidal activity against Aedes aegypti, the yellow mosquito. The 96-well microbioassay revealed that compounds 3, 5, 7, and 9 showed strong antifungal activity at 30?μM against Phomopsis obscurans, whereas only two compounds (5 and 9) demonstrated strong antifungal activity against Phomopsis viticola. Compound 5 showed the highest biting deterrent activity against Ae. aegypti when compared with N,N-diethyl-meta-toluamide, the positive control at 25?nmol/cm2. Compound 9 exhibited the highest larvicidal activity in toxicity bioassay with LD50 values of 57.4 and 4.35?ppm and LD90 values of 297.8 and 19.1?ppm, respectively, at 24 and 48?h post treatment. Compounds 5 bearing 4-fluoro substituent on benzene ring and 9 carrying a 4-isopropyl group on the benzene ring were found to be the most active compounds in both bioassays. These results could be useful information for development of new effective fungicides and insecticides in the near future.