1. Scalarane Sesterterpenoids Isolated from the Marine Sponge Hyrtios erectus and their Cytotoxicity.
- Author
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Tran HNK, Kim MJ, and Lee YJ
- Subjects
- Animals, Humans, Staurosporine, MCF-7 Cells, Structure-Activity Relationship, Carbon, Molecular Structure, Sesterterpenes pharmacology, Sesterterpenes chemistry, Drug Screening Assays, Antitumor, Porifera chemistry, Antineoplastic Agents pharmacology, Antineoplastic Agents chemistry
- Abstract
Eighteen scalarane sesterterpenoids ( 1 - 18 ), including eight new derivatives ( 1 - 8 ), were isolated from the sponge Hyrtios erectus (family Thorectidae), the extract of which showed cytotoxicity against the HeLa and MCF-7 cell lines. Of the new derivatives, six compounds ( 1 - 6 ) were found to contain a γ-hydroxybutenolide moiety capable of reversible stereoinversion at the hydroxylated carbon center. Under the influence of other adjacent functional groups, each derivative exhibited a different stereochemical behavior, which was fully deduced by ROESY experiments. All the isolated compounds were examined for their cytotoxicity by MTS assay using staurosporine as a positive control (IC
50 0.18 and 0.13 μΜ against HeLa and MCF-7 cells, respectively), and they were found to show weak growth inhibitory activities against HeLa and MCF-7 cells, with a minimal IC50 value of 20.0 μΜ. The compounds containing a γ-hydroxybutenolide moiety ( 1 - 3 , 10 , 12 ) showed cytotoxicity, with IC50 values ranging from 24.3 to 29.9 μΜ, and the most potent derivative was heteronemin ( 16 ). Although the cytotoxicities of isolated compounds were insufficient to discuss the structure-activity relationship, this research could contribute to expanding the structural diversity of scalaranes and understanding the stereochemical behavior of γ-hydroxybutenolides.- Published
- 2022
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