Incorporation of the epigenetic modifier suberoylanilide hydroxamic acid (SAHA) into a potato dextrose broth culture of the endophytic fungus Aspergillus sp. AST0006 affected its polyketide biosynthetic pathway providing two new 3-(4-oxopyrano)-chromen-2-ones, aspyranochromenones A (1) and B (2), and the isocoumarin, (−)-6,7-dihydroxymellein (3). Eight additional metabolites (4–11) and two biotransformation products of SAHA (12–13) were also encountered. The planar structures and relative configurations of the new metabolites 1–2 were elucidated with the help of high-resolution mass, 1D and 2D NMR spectroscopic data and the absolute configurations of 1–3 were determined by comparison of experimental and calculated ECD data. Possible biosynthetic pathways to 1 and 2 are presented.

将表观遗传修饰剂辛二酰苯胺异羟肟酸 (SAHA) 掺入内生真菌曲霉属AST0006 的马铃薯葡萄糖肉汤培养物中，影响其聚酮化合物生物合成途径，提供两种新的 3-(4-oxopyrano)-chromen-2-ones，aspyranochromenones A ( 1 ) 和 B ( 2 )，以及异香豆素 (−)-6,7-二羟基梅林 ( 3 )。还遇到了另外八种代谢物 ( 4 – 11 ) 和 SAHA 的两种生物转化产物 ( 12 – 13 )。借助高分辨率质量、一维和二维核磁共振波谱数据阐明了新代谢物1 – 2的平面结构和相对构型，并通过比较实验和计算的 ECD 数据确定了1 – 3的绝对构型。提出了1和2的可能生物合成途径。