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

WANG, F.; SAROTTI, A.M.; JIAN, G.; HUGHET-TAPIA, J. C.; ZHENG, S. L.; WU, X.; LI, C.; DING, Y.; CAO, S.*

ORGANIC LETTERS

AMER CHEMICAL SOC

Lugar: Washington; Año: 2020 vol. 22 p. 4408 - 4412

1523-7060

Waikikiamides A−C (1−3), 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 ahendecacyclic 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 putativebiosynthetic pathways.