Title: Strobilurins
Literature References: Class of antifungal antibiotics found in wood-rotting mushrooms. Strobilurins A-H have been isolated. Strobilurin A is the parent compound for a new class of agricultural antifungals which inhibit mitochondrial respiration at the cytochrome bc1 complex. See synthetic analogs: azoxystrobin, kresoxim methyl. Identification of activity in Oudemansiella mucida: V. Musilek et al., Folia Microbiol. 14, 377 (1969). Isoln of A and B from Strobilurus tenacellus: T. Anke et al., J. Antibiot. 30, 806 (1977); of F, G, H from Bolinea lutea Sacc.: A. Fredenhagen et al., ibid. 43, 655 (1990). Identity with mucidin and mechanism of action: G. Von Jagow et al., Biochemistry 25, 775 (1986). Revised stereostructure and synthesis of A: T. Anke et al., Ann. 1984, 1616. Stereosynthesis: K. Beautement, J. M. Clough, Tetrahedron Lett. 28, 475 (1987). Brief review: T. Anke, Can. J. Bot. 73 Suppl. 1, S940-S945 (1995).
Derivative Type: Strobilurin A
CAS Registry Number: 52110-55-1
CAS Name: (E,Z,E)-2-(Methoxymethylene)-3-methyl-6-phenyl-3,5-hexadienoic acid methyl ester
Additional Names: mucidin
Molecular Formula: C16H18O3
Molecular Weight: 258.31
Percent Composition: C 74.40%, H 7.02%, O 18.58%
Properties: Colorless, homogeneous oil. uv max (ethanol): 230, 237, 294 nm (e 16900, 15330, 21850). Sol in methanol, ethanol. acetone, ethyl acetate, CHCl3, CCl4; very poorly sol in water.
Absorption maximum: uv max (ethanol): 230, 237, 294 nm (e 16900, 15330, 21850)
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