Neonectrolide A, a new oxaphenalenone spiroketal from the fungus Neonectria sp.

Jinwei Ren, Fan Zhang, Xiangyu Liu, Li Li, Gang Liu, Xingzhong Liu, Yongsheng Che

State Key Laboratory of Mycology, Institute of Microbiology, Chinese Academy of Sciences, Beijing 100190, People's Republic of China.

Organic letters 2012 Dec 21

filter terms:

Neonectrolide A (1), an oxaphenalenone spiroketal with the previously undescribed (5,8'-dimethyl-5'-oxo-3a',4,5,5'-tetrahydro-3H,3'H-spiro[furan-2,2'-isochromeno[3,4,5-def]chromene]-3'-yl)but-3-enoic acid skeleton, was isolated from cultures of the fungus Neonectria sp. Its absolute configuration was assigned by electronic circular dichroism (ECD) calculations. The skeleton of an oxaphenalenone fused with a 1,6-dioxaspiro[4.5]decane moiety in 1 could be derived from the coisolated putative precursors, corymbiferan lactone E (2) and 3-dehydroxy-4-O-acetylcephalosporolide C (3).

Citation

Jinwei Ren, Fan Zhang, Xiangyu Liu, Li Li, Gang Liu, Xingzhong Liu, Yongsheng Che. Neonectrolide A, a new oxaphenalenone spiroketal from the fungus Neonectria sp. Organic letters. 2012 Dec 21;14(24):6226-9