New cytotoxic biflavones from Selaginella doederleinii

Three new biflavones, apigenin-(3′,8″)-chrysin (1), (2S)-2,3-Dihydroametoflavone 5,4′-dimethyl ether (2), and (2S)-5″,7″-Dihydroxy-2″-phenoxychromonyl-(4′″,3′)-naringenin (3), together with seven known biflavones (4-10) were isolated from the 75% EtOH extract of Selaginella doederleinii. The structu...

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Bibliographic Details
Published in:Natural product research 2021-03, Vol.35 (6), p.930-936
Main Authors: Liu, Li-Fei, Sun, Hui-Hui, Tan, Jian-Bing, Huang, Qi, Cheng, Fei, Xu, Kang-Ping, Zou, Zhen-Xing, Tan, Gui-Shan
Format: Article
Language:English
Subjects:
Antineoplastic Agents - chemistry
Antineoplastic Agents - pharmacology
Apigenin - chemistry
Apigenin - pharmacology
biflavones
Cell Death - drug effects
Cell Line, Tumor
Cytotoxicity
Dimethyl ether
Flavanones - chemistry
Flavones - chemistry
Flavones - pharmacology
Flavonoids - chemistry
Flavonoids - pharmacology
Humans
Magnetic Resonance Spectroscopy
Naringenin
NMR
Nuclear magnetic resonance
Plant Extracts - chemistry
S. doederleinii
Selaginella
Selaginellaceae - chemistry
Tumor cell lines
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Summary:Three new biflavones, apigenin-(3′,8″)-chrysin (1), (2S)-2,3-Dihydroametoflavone 5,4′-dimethyl ether (2), and (2S)-5″,7″-Dihydroxy-2″-phenoxychromonyl-(4′″,3′)-naringenin (3), together with seven known biflavones (4-10) were isolated from the 75% EtOH extract of Selaginella doederleinii. The structures of new compounds were established by application of spectroscopic methods, including 1D and 2D NMR, HRMS, and CD measurements. In addition, all new compounds were evaluated for their cytotoxic potential against three human cancer cell lines A549, MCF-7, and SMMC-7721 in vitro. Compound 2 exhibited potent cytotoxic activity with IC 50 values ranging from 6.35 to 10.18 μM.
ISSN:1478-6419
1478-6427
DOI:10.1080/14786419.2019.1611813