Representative LC/UV chromatogram under typical analytical conditions (C18 column; mobile phase: 5–100% ACN / H2O (0.05% H3PO4), linear gradient 20 min; flow rate: 0.2 mL/min; detection: 210 nm).
NMR Spectral Data
Representative 1H NMR (500 MHz) spectrum confirming the structure of Harzianum A. Representative 13C NMR (125 MHz) spectrum supporting structural assignment of Harzianum A.
Source Organism
Trichoderma sp.
Summary
Harzianum A is a Trichoderma-derived trichothecene that inhibits eukaryotic translation.
Details
Harzianum A is a trichothecene-type sesquiterpene produced by Trichoderma arundinaceum and related species. It consists of the 12,13-epoxytrichothec-9-ene core structure bearing a distinctive polyketide-derived octa-2,4,6-trienedioyl substituent esterified at C4. Biosynthetic studies identified the cytochrome P450 monooxygenase Tri23 as essential for formation of the acyl side chain. As a member of the trichothecene family, harzianum A inhibits eukaryotic protein synthesis by targeting the ribosomal peptidyl transferase center, a conserved mechanism characteristic of trichothecene toxins.