Strobilurin

From Wikipedia, the free encyclopedia

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, , , , , , pyraclostrobin and .

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.

Natural strobilurins[]

Strobilurin A

Strobilurin A[]

Strobilurin A (also known as mucidin) is produced by Oudemansiella mucida, Strobilurus tenacellus, , and others.[5]

Strobilurin B

Strobilurin B[]

is produced by S. tenacellus.[5]

Strobilurin C

Strobilurin C[]

is produced by and .[5]

Strobilurin D

Strobilurin D[]

is produced by .[5]

Strobilurin E

Strobilurin E[]

is produced by .[5]

Strobilurin F

Strobilurin F[]

is produced by C. anomala (F-1) and B. lutea (F-2).[5]

Strobilurin G

Strobilurin G[]

is produced by B. lutea.[5]

Strobilurin H

Strobilurin H[]

is produced by B. lutea.[5]

Strobilurin X[]

is produced by O. mucida.[5]

Hydroxystrobilurin D[]

is produced by Mycena sanguinolenta.[5]

9-Methoxystrobilurin A[]

is produced by Favolaschia spp.[5]

9-Methoxystrobilurin K[]

is produced by Favolaschia spp.[5]

Oudemansin A[]

Oudemansin A is produced by O. mucida.[5]

Oudemansin B[]

is produced by X. longipes and X. melanotricha.[5]

Oudemansin X[]

is produced by O. radicata.[5]

Synthetic strobilurins[]

Azoxystrobin[]

See also[]

References[]

  1. ^ Georg Schramm, Wolfgang Steglich, Timm Anke, Franz Oberwinkler (1978). "Strobilurin A and B, antifungal metabolites from Strobilurus tenacellus". Chem. Ber. 111: 8. doi:10.1002/cber.19781110806.CS1 maint: multiple names: authors list (link)
  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. ^ Hubert Sauter, Wolfgang Steglich, Timm Anke (1999). "Strobilurins: Evolution of a new class of active substances". Angew. Chem. Int. Ed. Engl. 38: 1328─1349.CS1 maint: multiple names: authors list (link) (doi link)
  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.CS1 maint: multiple names: authors list (link) (pdf link)
  5. ^ Jump up to: a b c d e f g h i j k l m n o Zakharychev, Vladimir V; Kovalenko, Leonid V (1998-06-30). "Natural compounds of the strobilurin series and their synthetic analogues as cell respiration inhibitors". [Russian Chemical Reviews] (Успехи химии). IOP Publishing. 67 (6): 535–544. doi:10.1070/rc1998v067n06abeh000426. ISSN 0036-021X. S2CID 95676421.

External links[]

Retrieved from ""