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Waikikiamides A–C: Complex Diketopiperazine Dimer and Diketopiperazine–Polyketide Hybrids from a Hawaiian Marine Fungal Strain Aspergillus sp. FM242

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journal contribution
posted on 21.05.2020, 16:39 by Fuqian Wang, Ariel M. Sarotti, Guangde Jiang, José C. Huguet-Tapia, Shao-Liang Zheng, Xiaohua Wu, Chunshun Li, Yousong Ding, Shugeng Cao
Waikikiamides A–C (13), structurally complex diketopiperazine derivatives, and putative biogenic precursors, (+)-semivioxanthin (4), notoamide F (5), and (−)-notoamide A (6), were isolated from Aspergillus sp. FM242. 1 and 2, bearing a hendecacyclic ring system, represent a novel skeleton. 3 features the first unique heterodimer of two notoamide analogs with an N–O–C bridge. Compounds 1 and 3 exhibit antiproliferative activity with IC50 values in the range of 0.56 to 1.86 μM. The gene clusters mined from the sequenced genome support their putative biosynthetic pathways.