Abstract
Seven new drimane-type sesquiterpenoids, namely the sporulositols A–D (1–4), 6-hydroxydiaporol (5), seco-sporulositol (6) and sporuloside (7) were isolated from the ethyl acetate extract of fermentation broth for a marine-derived fungus Paraconiothyrium sporulosum YK-03. Their structures were elucidated by analysis of extensive spectroscopic data, and the absolute configurations were established by crystal X-ray diffraction analysis and comparisons of circular dichroism data. Among them, sporulositols A–E (1–4) and seco-sporulositol (6) represent the first five examples of a unique class of drimanic mannitol derivatives, while compounds 6 and 7 may represent two new series of natural drimanes, possessing an aromatic ring with a rare 4,5-secodrimanic skeleton and an unusual CH3-15 rearranged drimanic α-D-glucopyranside, respectively. Furthermore, the origin of mannitol moiety was investigated by reliable HPLC and NMR analyses.
Highlights
Marine fungi afforded chemically diverse and pharmacologically active metabolites, and have become a remarkable source of marine drugs [1,2,3,4]
Ethyl acetate extract the fermentation of P. with sporulosum acetate and n-butanol, successively
YK-03 was subjected to various modern chromatographic isolation methods
Summary
Marine fungi afforded chemically diverse and pharmacologically active metabolites, and have become a remarkable source of marine drugs [1,2,3,4]. In 2013, the first drimanic compound with antifeedant an aromatic ring plant-growth was synthesized [41], a synthesized seco-drimanic cytotoxic [34,35],. Natural rearranged drimanes compound was reported for the first time [42].InBecause their interesting structural only occurred with a 1,2 methyl shift from. 6-hydroxydiaporol (5), In course of our continuous exploration novelsporulositols marine naturalA–D products, new drimane-type seco-sporulositol (6) and1),sporuloside (7), wereA–D isolated from the ethyl acetate extract of a sesquiterpenoids (Figure namely sporulositols (1–4), 6-hydroxydiaporol (5), seco-sporulositol fermentation broth of(7), a marine-derived fungus sporulosum. Compounds 6 and 7 may of represent two new series of natural drimanes with an aromatic a CH3 -15 rearrangement derivative drimanic glucoside. 6), drimanes or a drimane-type sesquiterpene glycoside an α-D-glucose moiety new series of natural with an aromatic ring
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