Strobilurin

Strobilurins are a group of natural products and their synthetic analogs. A number of strobilurins are used in agriculture as fungicides. They are part of the larger group of QoIs (Quinone outside Inhibitors), which act to inhibit the respiratory chain at the level of Complex III.

The first parent natural products, strobilurins A and B, were extracted from the fungus Strobilurus tenacellus.[1] Commercial strobilurin fungicides[2] were developed through optimization of photostability and activity.[3] Strobilurins represented a major development in fungus-based fungicides. First released in 1996, there are now ten major strobilurin fungicides on the market, which account for 23-25 % of the global fungicide sales.[4] Examples of commercialized strobilurin derivatives are azoxystrobin, kresoxim-methyl, picoxystrobin, fluoxastrobin, oryzastrobin, dimoxystrobin, pyraclostrobin and trifloxystrobin.

Strobilurins are mostly contact fungicides with a long half time as they are absorbed into the cuticle and not transported any further. They have a suppressive effect on other fungi, reducing competition for nutrients; they inhibit electron transfer in mitochondria, disrupting metabolism and preventing growth of the target fungi.[5]

  1. ^ Schramm, Georg; Steglich, Wolfgang; Anke, Timm; Oberwinkler, Franz (1978). "Antibiotika aus Basidiomyceten, III. Strobilurin a und B, antifungische Stoffwechselprodukte aus Strobilurus tenacellus". Chemische Berichte. 111 (8): 2779–2784. doi:10.1002/cber.19781110806.
  2. ^ Peter Jeschke, Matthias Witschel, Wolfgang Krämer, Ulrich Schirmer (eds.): Modern Crop Protection Compounds, 3rd edition, Wiley-VCH, 2019, ISBN 978-3-527-34089-7.
  3. ^ Sauter, Hubert; Steglich, Wolfgang; Anke, Timm (1999). "Strobilurins: Evolution of a New Class of Active Substances". Angewandte Chemie International Edition. 38 (10): 1328–1349. doi:10.1002/(SICI)1521-3773(19990517)38:10<1328::AID-ANIE1328>3.0.CO;2-1. PMID 29711574.
  4. ^ Juliet D. Tang, Tina Ciaramitaro, Maria Tomaso-Peterson, Susan V. Diehl (2017). "Activity of Two Strobilurin Fungicides Against Three Species of Decay Fungi in Agar Plate Tests". Proc. IRG Annual Meeting: IRG/WP 17-30704.{{cite journal}}: CS1 maint: multiple names: authors list (link) (pdf link)
  5. ^ Schaefer, Bernd (2014). "Agrochemicals: 8.2 Strobilurins". Natural Products in the Chemical Industry. pp. 688–704. doi:10.1007/978-3-642-54461-3_8. ISBN 978-3-642-54460-6.