Natural strobilurins Strobilurin A 200px Strobilurin A (also known as mucidin) is produced by Oudemansiella mucida, Strobilurus tenacellus, Bolinea lutea, and others. When first isolated it was incorrectly assigned as the E E E geometric isomer but was later identified by total synthesis as being the E Z E isomer, as shown. 9-Methoxystrobilurin A 9-Methoxystrobilurin A is produced by Favolaschia spp. Strobilurin B 200px Strobilurin B is produced by S. tenacellus. Strobilurin C 220px Strobilurin C is produced by X. longipes and X. melanotricha. Strobilurin D and G 240px Strobilurin D is produced by Cyphellopsis anomala. Its structure was originally incorrectly assigned and is now considered to be identical to that of strobilurin G, produced by B. lutea. A related material, hydroxystrobilurin D, with an additional hydroxyl group attached to the methyl of the main chain is produced by Mycena sanguinolenta. Strobilurin E 240px Strobilurin E is produced by Crepidotus fulvotomentosus and Favolaschia spp. Strobilurin F2 240px Strobilurin F2 is produced by B. lutea. Strobilurin H 200px Strobilurin H is produced by B. lutea. The natural product with a phenolic hydroxy group in place of the aromatic methoxy group of strobilurin H is called strobilurin F1 and is found in C. anomala and Agaricus spp. Strobilurin X 200px Strobilurin X is produced by O. mucida. Oudemansins The oudemansins are closely related to the strobilurins and are also quinone outside inhibitors. 200px Oudemansin A with R1 = R2 = H was first described in 1979, after being isolated from mycelial fermentations of the basidiomycete fungus Oudemansiella mucida. Later it was found in cultures of the basidiomycete fungi Mycena polygramma and Xerula melanotricha. The latter fungus also produces oudemansin B, with R1 = MeO and R2 = Cl. Oudemansin X, with R1 = H and R2 = MeO was isolated from Oudemansiella radicata. Synthetic strobilurins The discovery of the strobilurin class of fungicides led to the development of a group of commercial fungicides used in agriculture. Examples are shown below.
Natural strobilurins Strobilurin A 200px Strobilurin A (also known as mucidin) is produced by Oudemansiella mucida Strobilurus tenacellus Bolinea lutea and others When first isolated it was incorrectly assigned as the E E E geometric isomer but was later identified by total synthesis as being the E Z E isomer as shown 9-Methoxystrobilurin A 9-Methoxystrobilurin A is produced by Favolaschia spp Strobilurin B 200px Strobilurin B is produced by S tenacellus Strobilurin C 220px Strobilurin C is produced by X longipes and X melanotricha Strobilurin D and G 240px Strobilurin D is produced by Cyphellopsis anomala Its structure was originally incorrectly assigned and is now considered to be identical to that of strobilurin G produced by B lutea A related material hydroxystrobilurin D with an additional hydroxyl group attached to the methyl of the main chain is produced by Mycena sanguinolenta Strobilurin E 240px Strobilurin E is produced by Crepidotus fulvotomentosus and Favolaschia spp Strobilurin F2 240px Strobilurin F2 is produced by B lutea Strobilurin H 200px Strobilurin H is produced by B lutea The natural product with a phenolic hydroxy group in place of the aromatic methoxy group of strobilurin H is called strobilurin F1 and is found in C anomala and Agaricus spp Strobilurin X 200px Strobilurin X is produced by O mucida Oudemansins The oudemansins are closely related to the strobilurins and are also quinone outside inhibitors 200px Oudemansin A with R1 = R2 = H was first described in 1979 after being isolated from mycelial fermentations of the basidiomycete fungus Oudemansiella mucida Later it was found in cultures of the basidiomycete fungi Mycena polygramma and Xerula melanotricha The latter fungus also produces oudemansin B with R1 = MeO and R2 = Cl Oudemansin X with R1 = H and R2 = MeO was isolated from Oudemansiella radicata Synthetic strobilurins The discovery of the strobilurin class of fungicides led to the development of a group of commercial fungicides used in agriculture Examples are shown below