Open AccessWaikikiamides A–C: Complex Diketopiperazine Dimer and Diketopiperazine–Polyketide Hybrids from a Hawaiian Marine Fungal Strain Aspergillus sp. FM242
Author(s) -
Fuqian Wang,
Ariel M. Sarotti,
Guangde Jiang,
José C. HuguetTapia,
ShaoLiang Zheng,
Xiaohua Wu,
ChunShun Li,
Yousong Ding,
Shugeng Cao
Publication year - 2020
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/acs.orglett.0c01411
Subject(s) - stereochemistry , polyketide , diketopiperazines , dimer , chemistry , strain (injury) , aspergillus , gene , marine fungi , ring (chemistry) , biology , biochemistry , microbiology and biotechnology , biosynthesis , botany , organic chemistry , anatomy
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 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 IC 50 values in the range of 0.56 to 1.86 μM. The gene clusters mined from the sequenced genome support their putative biosynthetic pathways.