Rare Ophiuroid-Type Steroid 3β,21-, 3β,22-, and 3α,22-Disulfates from the Slime Sea Star <i>Pteraster marsippus</i> and Their Colony-Inhibiting Effects against Human Breast Cancer Cells
2024
Alla A. Kicha | Timofey V. Malyarenko | Alexandra S. Kuzmich | Olesya S. Malyarenko | Anatoly I. Kalinovsky | Roman S. Popov | Dmitriy K. Tolkanov | Natalia V. Ivanchina
Two new steroid 3β,21-disulfates (<b>1</b>, <b>2</b>) and two new steroid 3β,22- and 3α,22-disulfates (<b>3</b>, <b>4</b>), along with the previously known monoamine alkaloid tryptamine (<b>5</b>) were found in the ethanolic extract of the Far Eastern slime sea star <i>Pteraster marsippus</i>. Their structures were determined on the basis of detailed analysis of one-dimensional and two-dimensional NMR, HRESIMS, and HRESIMS/MS data. Compounds <b>1</b> and <b>2</b> have a Δ<sup>22</sup>-21-sulfoxy-24-norcholestane side chain. Compounds <b>3</b> and <b>4</b> contain a Δ<sup>24(28)</sup>-22-sulfoxy-24-methylcholestane side chain, which was first discovered in the polar steroids of starfish and brittle stars. The influence of substances <b>1</b>–<b>4</b> on cell viability, colony formation, and growth of human breast cancer T-47D, MCF-7, and MDA-MB-231 cells was investigated. It was shown that compounds <b>1</b> and <b>2</b> possess significant colony-inhibiting activity against T-47D cells, while compounds <b>3</b> and <b>4</b> were more effective against MDA-MB-231 cells.
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