Vibralactone Biogenesis-Associated Analogues from Submerged Cultures of the Fungus Boreostereum vibrans

摘要

A scale-up fermentation of the fungus Boreostereum vibrans facilitated the isolation of six new vibralactone biogenesis-associated analogues, namely vibralactamide A ( 1 ), vibralactone T ( 2 ), 13- O -lactyl vibralactone ( 3 ), 10- O -acetyl vibralactone G ( 4 ), (11 R ,12 R )- and (11 S ,12 R )-vibradiol ( 5 , 6 ). Their structures were established via extensive spectroscopic analyses, specific optical rotation comparison, and Snatzke’s method. The biosynthetic pathway for vibralactamide A was postulated. The absolute configuration of vibralactone B was revised by single crystal X-ray diffraction analysis. This work puts the divergent vibralactone biosynthesis pathway one step further and expands the structural diversity of vibralactone-associated compounds. Graphical Abstract Electronic supplementary material The online version of this article (10.1007/s13659-017-0147-5) contains supplementary material, which is available to authorized users.