Lactarane sesquiterpenoids from Lactarius subvellereus and their cytotoxicity

Subvellerolactones B (1), D (2), and E (3), structurally unusual lactarane sesquiterpenoids, were isolated from the fruiting bodies of Lactarius subvellereus together with four known lactarane sesquiterpenes (4–7). The chemical structures and stereochemistries of compounds 1–3 were determined on the basis of spectroscopic analyses, including 1D and 2D NMR experiments and a convenient Mosher ester procedure. Subvellerolactone B (1) exhibited cytotoxicity against the A549, SK-MEL-2, and HCT-15 cell lines with IC50 values of 26.5, 18.3, and 14.2 μM, respectively, and subvellerolactones D (2) and E (3) showed cytotoxicity against the A549 and HCT-15 cell lines (IC50 (2): 25.1 and 17.8 μM, and IC50 (3): 19.6 and 28.7 μM, respectively).

Graphical abstractChemical investigation of the fruiting bodies of Lactarius subvellereus resulted in the isolation of three new lactarane sesquiterpenoids, subvellerolactones B (1), D (2), and E (3), together with four known lactarane sesquiterpenes (4–7).Figure optionsDownload full-size imageDownload as PowerPoint slide