The biotransformation of the Diterpenoid, Rosenonolactone by Mucor Plumbeus

Abstract

The biotransformation of rosenonolactone by the fungus, Mucor plumbeus involves hydroxylation at C-2α C-6β C-12α and epoxidation of the Δ15-alkene.

Endophytic fungus Trichothecium roseum LZ93 antagonizing pathogenic fungi in vitro and its secondary metabolites

“…2). Our results were consistent with the data reported in references (Dockerill et al, 1978;Hanson et al, 2003) except for the two positions at CH 2 -6 and CH 2 -11 (Table 2).…”

“…Here 1 H and 13 C NMR data were assigned based on 2D-NMR experiments ( Table 2). The NMR data of compound 1 were very similar to those of desoxyrosenonolactone (4) and 2Į-hydroxyrosenonolactone (Hanson et al, 2003), but after careful analysis we found four obvious dissimilarities between compounds 1 and 4. Thus, we think the OH group position is different in the two compounds.…”

“…2). Compound 2 was identified as 6ȕ-hydroxyrosenonolactone but according to references (Kiriyama et al, 1971;Dockerill et al, 1978;Loukaci et al, 2000;Hanson et al, 2003) and the data for compound 1 (Table 2), the chemical shifts of two carbons may previously have been assigned incorrectly. Hence, the 2-D NMR data were recorded.…”

“…Compounds 3-5 were determinated as desoxyrosenonolactone (Dockerill et al, 1978), 6ȕ-hydroxyrosenonolactone (Dockerill et al, 1978;Hanson et al, 2003) and rosololactone (Dockerill et al, 1978) (Table 3), and compounds 6 and 7 were determinated as trichothecin and trichothecolone (Loukaci et al, 2000) on the basis of their NMR data and comparison with the data given in references (Fig. 2).…”

Four new spiroaxane sesquiterpenes and one new rosenonolactone derivative from cultures of Basidiomycete Trametes versicolor

“…In the course of our continuing efforts to find new and bioactive natural products from higher fungi, a strain of T. versicolor was subjected to chemical investigation. Four new spiroaxane sesquiterpenes tramspiroins A-D (1-4) and one new rosenonolactone 15,16-acetonide (5) [12] were isolated, along with the known drimane sesquiterpenes isodrimenediol (6) and funatrol D (7) (Fig. 1).…”