AI Article Synopsis
- Highly oxidized germacranolides, which have a flexible ten-membered molecular structure, show potential for cytotoxic effects, but their configurations were unclear in past studies.
- Researchers isolated 17 highly oxidized germacranolides, including 12 new ones, and accurately characterized their structures using advanced techniques like X-ray crystallography and ECD calculations.
- The cytotoxic properties of these compounds were tested on liver cancer cell lines, revealing two compounds that induced apoptosis through mitochondrial dysfunction, with IC values ranging from 2.2 to 9.8 μM.
Article Abstract
Highly oxidized germacranolides are mainly found in the genus , contain a characteristic ten-membered molecular core that is highly flexible, and exhibit potential cytotoxic properties. However, their configurations were assigned ambiguously in previous reports due to spectroscopic observation of macrocyclic systems. Herein, 17 highly oxidized germacranolides, including 12 new germacranolides (-), were isolated from . Their structures were characterized by spectroscopic data analysis combined with X-ray crystallography and ECD calculations, and it was possible to propose configurational revisions of five previously reported analogues (-). Cytotoxic activities for - against two hepatocellular carcinoma cell lines (HepG2 and Hep3B) were tested, and compounds - and - generated IC values of 2.2-9.8 μM. Furthermore, the observed cytotoxic activity of was determined as being mediated by inducing the apoptosis of HepG2 and Hep3B cells via mitochondrial dysfunction.
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| http://dx.doi.org/10.1021/acs.jnatprod.2c00630 | DOI Listing |
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