Studies on the Host-specific Pathotoxins Produced by Bipolaris (Helminthosporium) maydis, Race T, "Characterization of the Minor C₃₅-, C₄₇- and C₄₉-Components of the Toxin Complex and Evidence Bearing on the Stereochemistry of Hydroxyl Groups"

Abstract

The host-specific pathotoxin complex isolated from the culture filtrate and mycelial mat of Bipolaris (Helminthosporium) maydis, race T, was reduced to hydrocarbons. The hydrocarbons were separated by molecular sieves and analyzed by GC-MS. The MS gave typical spectra of normal, odd carbon numbered hydrocarbons from C₃₅H₇₂ to C₄₉H₁₀₀. Compounds differing from hydrocarbons only in the presence of an internal tetrahydropyran ring were obtained as byproducts from the toxin-complex reductions. These compounds were analyzed by CI (chemical ionization)-GC-MS and HR (high resolution)-GC-MS. The MS data supported the hypothesis that the C₃₅- to C₄₉- toxins are analogous compounds with many common partial structures. The configurations at both the C-6 and C-8 carbons of the major components appeared to be R.