Homo- and Heptanor-sterols and Tremulane Sesquiterpenes from Cultures of Phellinus igniarius

Abstract

Four steroids, a homopregnene (1) and three heptanorergosterane derivatives (2-4), nine tremulane sesquiterpenes (5-13), and 18 known compounds have been isolated from cultures of the fungus Phellinus igniarius. Their structures and absolute configurations were elucidated by spectroscopic data analysis. In preliminary in vitro assays, at 10(-5) M, compounds 8, 9, 13, and 3beta-hydroxy-11,12-O-isopropyldrimene (14) showed significant vascular-relaxing activities against phenylephrine-induced vasoconstriction with relaxing rates of 35.7%, 45.4%, 46.6%, and 32.1%, respectively, as compared with the blank control.

Sesquiterpenoids and an ergosterol from cultures of the fungus Daedaleopsis tricolor

“…The 13 C and DEPT NMR spectra (Table 3) displayed 21 carbon resonances, which were ascribed to five methyls, four methylenes, three methines, a disubstituted donble bond, a trisubstituted donble bond, five quaternary carbon atoms including three oxygenated one, and a carbonyl carbon. The above-mentioned data exhibited similarities with those of phellinignincisterol C. 7 The only difference is the position of the OH group at C-24 (δ C 77.8) in 6 rather than at C-28 in phellinignincisterol C, as confirmed by HMBC correlations of Me-26 (δ H 1.18, 3H, s), Me-27 (δ H 1.16, 3H, s), and Me-28 (δ H 1.25, 3H, s) with C-24. The X-ray diffraction not only confirmed the structure of compound 6 as elucidated above but also determined the absolute configuration ( Figure 6).…”

The marine-derived fungus Tinctoporellus sp. CBMAI 1061 degrades the dye Remazol Brilliant Blue R producing anthraquinones and unique tremulane sesquiterpenes

“…21 Recently, a series of tremulene and tremulane terpenes have been isolated from various fungal strains. 25 Curiously, this class of rearranged sesquiterpenes is restricted to fungi. 26 Tremulene terpenes have shown moderate cytotoxic activity 22 and vascularrelaxing activities against phenylephrine-induced vasoconstriction.…”

Three new sesquiterpenoids from cultures of the basidiomyceteConocybe siliginea

“…The four known compounds were identified as tremulene-6,11,12-triol (4) [7], tremulenediol A (5) [2], conocenol B (6) [1], and dankasterone (7) [8], respectively, by comparing their physical and spectroscopic data with those reported in the literature.…”