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J Nat Prod ; 84(9): 2468-2474, 2021 09 24.
Artigo em Inglês | MEDLINE | ID: mdl-34427432

RESUMO

Clonorosins A (1) and B (2), two novel indole alkaloids featuring unprecedented 6/5/6/6/5 and 6/5/5 cores, together with seven known indole-linked 2,5-diketopiperazine alkaloids (3-9), were isolated from the soil-derived fungus Clonostachys rosea YRS-06. The new structures were proposed through HR-MS, NMR, and ECD spectroscopic data. They were established by comparing the calculated NMR, ECD, and specific rotation data with the experimental. To assist in determining the absolute configuration of the chiral carbon in the side chain of 2,5-diketopiperazine derivatives, flexible analogues 3i-3iv were synthesized and analyzed. 1 was active against Fusarium oxysporum with an MIC value of 50 µg/mL. 7 and 8 showed excellent activity against human HeLa and HepG2 cells with IC50 values of 0.12-0.60 µM.


Assuntos
Antibacterianos/farmacologia , Hypocreales/química , Alcaloides Indólicos/farmacologia , Antibacterianos/isolamento & purificação , Produtos Biológicos/isolamento & purificação , Produtos Biológicos/farmacologia , Células HeLa , Células Hep G2 , Humanos , Alcaloides Indólicos/isolamento & purificação , Estrutura Molecular , Microbiologia do Solo
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