{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Tran HNK"],"funding":["The Ministry of Ocean and Fisheries (Republic of Korea)","Korea Institute of Ocean Science and Technology"],"pagination":["604"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC9605097"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["20(10)"],"pubmed_abstract":["Eighteen scalarane sesterterpenoids (<b>1</b>-<b>18</b>), including eight new derivatives (<b>1</b>-<b>8</b>), were isolated from the sponge <i>Hyrtios erectus</i> (family Thorectidae), the extract of which showed cytotoxicity against the HeLa and MCF-7 cell lines. Of the new derivatives, six compounds (<b>1</b>-<b>6</b>) 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<sub>50</sub> 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 IC<sub>50</sub> value of 20.0 μΜ. The compounds containing a γ-hydroxybutenolide moiety (<b>1</b>-<b>3</b>, <b>10</b>, <b>12</b>) showed cytotoxicity, with IC<sub>50</sub> values ranging from 24.3 to 29.9 μΜ, and the most potent derivative was heteronemin (<b>16</b>). 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."],"journal":["Marine drugs"],"pubmed_title":["Scalarane Sesterterpenoids Isolated from the Marine Sponge <i>Hyrtios erectus</i> and their Cytotoxicity."],"pmcid":["PMC9605097"],"funding_grant_id":["PEA0021","PM62830"],"pubmed_authors":["Kim MJ","Lee YJ","Tran HNK"],"additional_accession":[]},"is_claimable":false,"name":"Scalarane Sesterterpenoids Isolated from the Marine Sponge <i>Hyrtios erectus</i> and their Cytotoxicity.","description":"Eighteen scalarane sesterterpenoids (<b>1</b>-<b>18</b>), including eight new derivatives (<b>1</b>-<b>8</b>), were isolated from the sponge <i>Hyrtios erectus</i> (family Thorectidae), the extract of which showed cytotoxicity against the HeLa and MCF-7 cell lines. Of the new derivatives, six compounds (<b>1</b>-<b>6</b>) 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<sub>50</sub> 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 IC<sub>50</sub> value of 20.0 μΜ. The compounds containing a γ-hydroxybutenolide moiety (<b>1</b>-<b>3</b>, <b>10</b>, <b>12</b>) showed cytotoxicity, with IC<sub>50</sub> values ranging from 24.3 to 29.9 μΜ, and the most potent derivative was heteronemin (<b>16</b>). 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.","dates":{"release":"2022-01-01T00:00:00Z","publication":"2022 Sep","modification":"2025-04-19T12:05:37.002Z","creation":"2025-04-19T12:05:37.002Z"},"accession":"S-EPMC9605097","cross_references":{"pubmed":["36286427"],"doi":["10.3390/md20100604"]}}