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Journal of Natural Products

Journal of Natural Products

IF: 3.6
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Indole Alkaloids from a Soil-Derived Clonostachys rosea

Published:24 August 2021 DOI: 10.1021/acs.jnatprod.1c00457 PMID: 34427432
Chun-Xiao Jiang, Bo Yu, Ya-Mei Miao, Hao Ren, Qianhe Xu, Chun Zhao, Li-Li Tian, Zhen-Qing Yu, Pan-Pan Zhou, Xiaolei Wang, Jianguo Fang, Jiwen Zhang, Jin Z. Zhang, Quan-Xiang Wu*

Abstract

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 (39), 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 3i3iv 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.

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