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2,5-Diketopiperazines From a Sponge-Derived Fungus Aspergillus sclerotiorum.

ABSTRACT: Three new 2,5-diketopiperazines, speramide C (1), 3,21-epi-taichunamide F (2), and 2-epi-amoenamide C (3), along with four known analogs (4-7), were obtained from the sponge-derived fungus Aspergillus sclerotiorum GDST-2013-0501 collected from the South China Sea. The chemical structures of new compounds were elucidated by analyzing NMR and MS spectroscopy data, and their absolute configurations were determined by electronic circular dichroism (ECD) calculations. Compound 1 represents the first prenylated indole alkaloid with an ethylene oxide ring at the isopentenyl side chain. Compound 4 displayed DNA topoisomerase I inhibitory activity and antibacterial activity against Staphylococcus epidermidis. The low cytotoxic or non-cytotoxic compound 4 displayed DNA topoisomerase I inhibitory activity, which could provide a starting point for the development of antitumor agents.

SUBMITTER: Wang CY

PROVIDER: S-EPMC9164150 | biostudies-literature | 2022

REPOSITORIES: biostudies-literature

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2,5-Diketopiperazines From a Sponge-Derived Fungus Aspergillus sclerotiorum.

Wang Chao-Yi CY Liu Xiao-Han XH Zheng Yao-Yao YY Ning Xing-Yan XY Zhang Ya-Hui YH Fu Xiu-Mei XM Li Xin X Shao Chang-Lun CL Wang Chang-Yun CY

Frontiers in microbiology 20220520

Three new 2,5-diketopiperazines, speramide C (1), 3,21-epi-taichunamide F (2), and 2-epi-amoenamide C (3), along with four known analogs (4-7), were obtained from the sponge-derived fungus Aspergillus sclerotiorum GDST-2013-0501 collected from the South China Sea. The chemical structures of new compounds were elucidated by analyzing NMR and MS spectroscopy data, and their absolute configurations were determined by electronic circular dichro ...[more]

PMID: 35668768

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