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

Fuqian Wang | Zendy; Ariel M. Sarotti | Zendy; Guangde Jiang | Zendy; José C. HuguetTapia | Zendy; ShaoLiang Zheng | Zendy; Xiaohua Wu | Zendy; ChunShun Li | Zendy; Yousong Ding | Zendy; Shugeng Cao | Zendy

Open Access

Waikikiamides 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 , dimer , chemistry , aspergillus , strain (injury) , marine fungi , gene , ring (chemistry) , gene cluster , biology , biochemistry , biosynthesis , microbiology and biotechnology , 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.

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