2β, 13‐Oxido‐apotrichothecane: Synthese, chemische und physikalische Eigenschaften. Verrucarine und Roridine, 23. Mitteilung

Abstract

355,260) Bcr. C 47,33 H 3,97 N 3,9404 Gcf. C 47,34 H 4,23 N 3,81% Finanziclle Unterstiitzung verttanltcn wir den1 Schweiz. Nationutfonds. LITERATURVERZETCHNI S 111 (13. WIT. 71)S'ummuvy. Starting from the 12,13-epoxy-trichothecancs roridin C (trichodermol) (l), verrucarol (15) and trichothccolone (25), the isomeric 2~,13-epoxp-apotrichothecancs 9, 20 and 33 have been synthcsized. I n these compounds the oxetanc group proved t o be unexpectedly stable to mincral acids and complex metal hydrides, probably due t o its fusion t o a cyclopentanc ring. Thc I R . and NMR. spectra of the oxetanes are discussed.

Production of Trichothecenes by the Apple Sooty Blotch Fungus Microcyclospora tardicrescens

“…1 H (700 MHz, chloroform- d ) and 13 C (175 MHz, chloroform- d ) NMR spectroscopic data are shown in Table ; ESI-MS, m / z 307.1 [M + H + ]; HRESIMS ( m / z ) found 307.1536 [M + H + ], calcd for C 17 H 23 O 5 307.1540. Spectroscopic and spectrometric data are in good agreement with the literature. , …”

“…The 1 H and 13 C NMR spectra (Table ) indicated the presence of four methyl groups, one sp 2 olefinic carbon, one quaternary sp 2 carbon, three sp 3 quaternary carbons, one of which connected to oxygen, three oxygen-bearing methines, three methylenes, and two carbonyls. COSY and HMBC NMR data provided the characteristic structure of 12,13-epoxytrichothec-9-en-8-ones and identified the metabolite as the known trichothecolone acetate (Figure ). , …”